Polyester-based resin, production method for same, and use of same

Abstract

A polyester-based resin which contains a dicarboxylic acid unit (A) including a dicarboxylic acid unit (A1) represented by formula (A-1) and a diol unit (B) and additionally contains a dicarboxylic acid unit (A2) represented by formula (A-2) and / or a diol unit (B1) represented by formula (B-1) is prepared. (In the formulae, R1, R3a, R3b, R4a, and R4b each represent a substituent; m1 represents 0-8; m3a, m3b, m4a, and m4b each represent 0 or more; Z1a, Z1b, Z2a, and Z2b each represent an arene ring; A1a and A1b each represent an alkylene group; n1a and n1b each represent 0 or more; R2a and R2b each represent a substituted or unsubstituted divalent hydrocarbon group; p represents 0 or 1; A2 represents a direct bond or an alkylene group; A3a, A3b, A4a, and A4b each represent an alkylene group; n3a and n3b each represent 0 or more; R5a and R5b each represent a substituent; m5a and m5b each represent 0-6; A5 represents a direct bond or an alkylene group; A6a and A6b each represent an alkylene group; n6a and n6b each represent 0 or more; R6a and R6b each represent a substituent; and m6a and m6b each represent 0-6.)　The polyester-based resin suppresses an excessive increase in anomalous dispersion properties (partial dispersion ratio θgF or ΔθgF) (or exhibits moderate anomalous dispersion properties that are not too high or too low) even if the refractive index is high (or even if the Abbe's number is small).

Description

Polyester resins, their manufacturing methods, and applications

[0001] This disclosure relates to a polyester resin comprising a specific dicarboxylic acid unit having a 9,9-bis(ring-assembled polycyclic aryl)fluorene skeleton and a specific structural unit having a bi(or bis)naphthol skeleton, as well as a method for producing the same and its applications.

[0002] Many small devices or mobile devices, such as smartphones and tablet PCs, are equipped with optical functions such as cameras in addition to image display capabilities, and the performance requirements for optical components are increasing as these devices become more sophisticated. While many optical components utilize resin materials that are more advantageous than optical glass in terms of lightness, impact resistance (flexibility), and moldability (productivity), existing resin materials may not always be able to adequately meet the increasingly stringent requirements.

[0003] For example, imaging lens units installed in devices with camera functions are required to be miniaturized as the devices themselves become thinner and more multifunctional, while at the same time, they are required to have higher resolution as image sensors become more pixelated. Therefore, various ingenious designs are made in the lens configuration, shape, and material selection of imaging lens units, and the optical design is made to be compact and capable of correcting various aberrations with high imaging performance. Generally, imaging lens units are composed of multiple lenses with different Abbe numbers and refractive indices. For example, they are often composed of a combination of a high Abbe number lens and a low Abbe number lens. However, there are limitations to the types of resin materials that can be used for optical lenses, which limits the design of highly effective lens units. Therefore, from the perspective of improving functionality or performance, it is considered important to broaden the range of material selection in order to increase the degree of freedom in design and enable the design of diverse lens units, and the development of various optical resin materials with different optical properties such as Abbe number is required.

[0004] In addition to the Abbe number, the partial dispersion ratio θgF is known as an index that represents wavelength dispersion characteristics. Materials with a high partial dispersion ratio θgF (showing large anomalous dispersion characteristics) can effectively correct or reduce chromatic aberration (shift in imaging position due to wavelength).

[0005] For example, International Publication No. 2017 / 146022 (Patent Document 1) proposes a resin having a sufficiently low Abbe number and a high partial dispersion ratio θgF. Further, Japanese Unexamined Patent Application Publication No. 2023-152924 (Patent Document 2) proposes a thermoplastic resin having a high partial dispersion ratio θgF even in a region where the Abbe number is high. Furthermore, Japanese Unexamined Patent Application Publication No. 2024-048159 (Patent Document 3) describes a compound capable of preparing a resin having a high refractive index and high anomalous dispersion characteristics (high partial dispersion ratio θgF).

[0006] International Publication No. 2017 / 146022, Japanese Unexamined Patent Application Publication No. 2023-152924, Japanese Unexamined Patent Application Publication No. 2024-048159

[0007] As a material in which the resin itself exhibits high anomalous dispersion characteristics without adding an anomalous dispersion compound (low molecular weight compound) to the resin, Patent Document 1 discloses a polycarbonate resin having a low Abbe number and high anomalous dispersion characteristics. In the examples of this document, it is described that a specific polycarbonate resin exhibited a low Abbe number and high anomalous dispersion characteristics, but only that the θgF value was 0.600 or more, and no specific numerical values are described. Further, it is described that the anomalous dispersion characteristics were low in comparative examples having a lower refractive index or a higher Abbe number than the examples.

[0008] Patent Document 2 discloses a thermoplastic resin containing a specific dicarboxylic acid unit and a structural unit derived from an alicyclic monomer component. In the examples, a polyester resin containing a specific dicarboxylic acid unit in which a 2-naphthyl group or a phenyl group is substituted on a fluorene skeleton and a specific alicyclic monomer unit was prepared, and it is described that the anomalous dispersion characteristics (partial dispersion ratio θgF) were high in a region where the Abbe number was relatively high (or the refractive index was low).

[0009] However, depending on the optical lens design, if the anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) are too high, it can become difficult to correct or reduce chromatic aberration on the short-wavelength side (especially blue). Since anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) tend to increase with higher refractive indices or lower Abbe numbers, there has been a demand for materials that, while having high refractive indices or low Abbe numbers, suppress an excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) in order to improve design flexibility.

[0010] Patent Document 3 discloses a specific dicarboxylic acid compound having a 9,9-bisarylfluorene skeleton, and a resin containing constituent units (dicarboxylic acid units) derived from the dicarboxylic acid compound. In the examples, a resin exhibiting a high refractive index and high anomalous dispersion characteristics (high partial dispersion ratio θgF) is prepared. However, there has been a need for a material that exhibits an even higher refractive index and anomalous dispersion characteristics with suppressed excessive increases (moderate)

[0011] Accordingly, the object of this disclosure is to provide a resin in which an excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) is suppressed (or exhibits moderate anomalous dispersion characteristics that are neither too high nor too low), even if the refractive index is high (or the Abbe number is low), as well as a method for producing the same and its applications.

[0012] As a result of diligent research to achieve the above objectives, the present inventors have found that by combining a specific dicarboxylic acid unit having a 9,9-bis(ring-assembled polycyclic aryl)fluorene skeleton with a specific structural unit having a bi(or bis)naphthol skeleton to prepare a polyester resin, an excessive increase in anomalous dispersion characteristics is suppressed while maintaining a high refractive index, thus completing the present invention (or this disclosure). That is, this disclosure may include the following embodiments, etc.

[0013] Aspect [1]: A polyester resin containing a dicarboxylic acid unit (A) including a dicarboxylic acid unit (A1) represented by the following formula (A-1) and a diol unit (B), further containing at least one structural unit selected from a dicarboxylic acid unit (A2) represented by the following formula (A-2) and a diol unit (B1) represented by the following formula (B-1).

[0014]

[0015] (In the formula, R ５ represents a substituent, m1 represents an integer of 0 to 8, Z １ａ and Z １ｂ independently represent an arene ring, Z ２ａ and Z ２ｂ independently represent an arene ring, A １ａ and A １ｂ independently represent an alkylene group, n1a and n1b independently represent an integer of 0 or more, R ２ａ and R ２ｂ independently represent a substituted or unsubstituted divalent hydrocarbon group, R ３ａ and R ３ｂ represent a substituent independently, m3a and m3b independently represent an integer of 0 or more, R ４ａ and R ４ｂ represent a substituent independently, m4a and m4b independently represent an integer of 0 or more, p represents 0 or 1.)

[0016]

[0017] (In the formula, A ２ represents a direct bond or an alkylene group, A ３ａ and A ３ｂ independently represent an alkylene group, n3a and n3b independently represent an integer of 0 or more, A ４ａ and A ４ｂ independently represent an alkylene group, R ５ａ and R ５ｂ represent a substituent independently, m5a and m5b independently represent an integer of 0 to 6; A ５ represents a direct bond or an alkylene group, A ６ａ and A６ｂ R independently represents an alkylene group, n6a and n6b independently represent integers of 0 or greater, and ６ａ and R ６ｂ (Each represents a substituent independently, and m6a and m6b independently represent integers from 0 to 6.)

[0018] Embodiment [2]: The polyester resin according to Embodiment [1], wherein the diol unit (B) comprises at least one constituent unit selected from the diol unit (B1) and the diol unit (B2) represented by the following formula (B-2).

[0019]

[0020] (In the formula, R ７ represents a substituent, m7 represents an integer from 0 to 8, and Z ３ａ and Z ３ｂ A independently shows an arene ring. ７ａ and A ７ｂ R independently represents an alkylene group, n7a and n7b independently represent integers of 0 or greater, and ８ａ and R ８ｂ (where m8a and m8b independently represent substituents, and m8a and m8b independently represent integers greater than or equal to 0.)

[0021] Embodiment [3]: The polyester resin according to Embodiment [1] or [2], wherein the diol unit (B) includes a diol unit (B3) represented by the following formula (B-3).

[0022]

[0023] (In the formula, A ８ (where represents an alkylene group, and n8 represents an integer greater than or equal to 1.)

[0024] Embodiment [4]: ​​The ratio of the dicarboxylic acid unit (A1) to the total amount of the dicarboxylic acid unit (A2) and the diol unit (B1) is such that the molar ratio of the former to the latter is 20 / 80 to 65 / 35, and the diol unit (B) includes at least one constituent unit selected from the diol unit (B1) and the diol unit (B2), and the diol unit (B3), and in formula (B-2), Z ３ａ and Z ３ｂThe polyester resin according to any one of embodiments [1] to [3], wherein each independently represents a monocyclic or polycyclic arene ring, and the ratio of the total amount of the diol units (B1) and (B2) to the diol unit (B3) is the former / latter (molar ratio) = 60 / 40 to 99 / 1.

[0025] Embodiment [5]: The polyester resin according to any one of Embodiments [1] to [4], wherein the dicarboxylic acid unit (A) includes at least one constituent unit selected from a dicarboxylic acid unit (A3) which is an aliphatic dicarboxylic acid unit, a dicarboxylic acid unit (A4) which is an alicyclic dicarboxylic acid unit, and a dicarboxylic acid unit (A5) which is represented by the following formula (A-5).

[0026]

[0027] (In the formula, R １０ represents a substituent, m10 represents an integer from 0 to 8, and A １０ａ and A １０ｂ (This independently represents an alkylene group.)

[0028] Embodiment [6]: A polyester resin according to any one of Embodiments [1] to [5], which is at least one selected from the resins (P1) to (P5) below.

[0029] (P1): A resin in which the dicarboxylic acid unit (A) comprises at least the dicarboxylic acid unit (A1) and the dicarboxylic acid unit (A2), and the diol unit (B) comprises at least the diol unit (B1), the dicarboxylic acid unit (B2) according to embodiment [2], and the dicarboxylic acid unit (B3) according to embodiment [3].

[0030] (P2): A resin in which the dicarboxylic acid unit (A) comprises at least the dicarboxylic acid unit (A1) and the dicarboxylic acid unit (A2), and the diol unit (B) comprises at least the diol unit (B2) and the diol unit (B3).

[0031] (P3): A resin in which the dicarboxylic acid unit (A) comprises at least the dicarboxylic acid unit (A1) and the dicarboxylic acid unit (A3) described in embodiment [5], and the diol unit (B) comprises at least the diol unit (B1), the diol unit (B2), and the diol unit (B3).

[0032] (P4): A resin in which the dicarboxylic acid unit (A) comprises at least the dicarboxylic acid unit (A1), the dicarboxylic acid unit (A2), and the dicarboxylic acid unit (A4) described in embodiment [5], and the diol unit (B) comprises at least the diol unit (B1) and the diol unit (B3).

[0033] (P5): A resin in which the dicarboxylic acid unit (A) comprises at least the dicarboxylic acid unit (A1) and the dicarboxylic acid unit (A5) described in embodiment [5], and the diol unit (B) comprises at least the diol unit (B1), the diol unit (B2), and the diol unit (B3).

[0034] Embodiment [7]: In the resin (P1), the ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A2) (A1 / A2) is such that the molar ratio of the former to the latter is 30 / 70 to 90 / 10, the ratio of the diol unit (B1) to the diol unit (B2) (B1 / B2) is such that the molar ratio of the former to the latter is 35 / 65 to 75 / 25, and the ratio of the total amount of the diol units (B1) and the diol units (B2) to the diol unit (B3) (B1,2 / B3) is such that the molar ratio of the former to the latter is 70 / 30 to 99 / 1;

[0035] In the resin (P2), the ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A2) (A1 / A2) is such that the molar ratio of the former to the latter is 10 / 90 to 75 / 25, and the ratio of the diol unit (B2) to the diol unit (B3) (B2 / B3) is such that the molar ratio of the former to the latter is 70 / 30 to 99 / 1;

[0036] In the resin (P3), the ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A3) (A1 / A3) is such that the molar ratio of the former to the latter is 30 / 70 to 95 / 5, the ratio of the diol unit (B1) to the diol unit (B2) (B1 / B2) is such that the molar ratio of the former to the latter is 30 / 70 to 99.5 / 0.5, and the ratio of the total amount of the diol units (B1) and the diol units (B2) to the diol unit (B3) (B1,2 / B3) is such that the molar ratio of the former to the latter is 60 / 40 to 99.5 / 0.5;

[0037] In the resin (P4), the ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A2) (A1 / A2) is such that the molar ratio of the former to the latter is 50 / 50 to 90 / 10, the ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A4) (A1 / A4) is such that the molar ratio of the former to the latter is 45 / 55 to 80 / 20, and the ratio of the diol unit (B1) to the diol unit (B3) (B1 / B3) is such that the molar ratio of the former to the latter is 50 / 50 to 90 / 10;

[0038] The polyester resin according to embodiment [6], wherein in the resin (P5), the ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A5) (A1 / A5) is 30 / 70 to 70 / 30, the ratio of the diol unit (B1) to the diol unit (B2) (B1 / B2) is 45 / 55 to 80 / 20, and the ratio of the total amount of the diol unit (B1) and the diol unit (B2) to the diol unit (B3) (B1,2 / B3) is 60 / 40 to 99.5 / 0.5.

[0039] Embodiment [8]: In the above formula (A-1), Z ２ａ and Z ２ｂ This represents a naphthalene ring, and the 1-position of the naphthalene ring is Z １ａ and Z １ｂ A polyester resin according to any one of embodiments [1] to [7], which is bonded.

[0040] Appearance [9]: In formula (B-2), Z３ａ and Z ３ｂ A polyester resin according to any one of embodiments [2] to [8], wherein the ring independently represents a polycyclic arene ring.

[0041] Embodiment

[10] : A polyester resin according to any one of Embodiments [1] to [9], wherein the refractive index nd is 1.675 or greater and the partial dispersion ratio θgF is less than 0.68.

[0042] Embodiment

[11] : A polyester resin according to any one of Embodiments [1] to

[10] , wherein the glass transition temperature Tg is 170°C or less.

[0043] Appearance

[12] : The absolute value of the birefringence of a stretched film obtained by uniaxial stretching under stretching conditions of stretching temperature (glass transition temperature Tg + 10) °C, stretching speed of 25 mm / min, and stretching ratio of 3 times is 30 × 10 at a wavelength of 600 nm. －４ A polyester resin according to any of the following embodiments [1] to

[11] .

[0044] Embodiment

[13] : A polyester resin according to any one of Embodiments [1] to

[12] , wherein the Abbe number νd is 17.5 to 19.5 and the weight-average molecular weight Mw is 10,000 to 100,000.

[0045] Embodiment

[14] : A method for producing a polyester resin according to any one of Embodiments [1] to

[13] , comprising a polymerization step of polymerizing a polymerization component containing a dicarboxylic acid component corresponding to the dicarboxylic acid unit (A) and a diol component corresponding to the diol unit (B).

[0046] Embodiment

[15] : A molded article comprising the polyester resin described in any of Embodiments [1] to

[13] .

[0047] Embodiment

[16] : The molded article according to Embodiment

[15] , which is an optical component.

[0048] Embodiment

[17] : A molded article according to Embodiment

[15] or

[16] , which is an optical lens.

[0049] Furthermore, this disclosure may achieve the following secondary objectives (solve the following secondary problems).

[0050] In other words, another object of this disclosure is to provide a resin that can achieve both high heat resistance and high moldability, as well as a method for producing the same and its applications.

[0051] Another object of this disclosure is to provide a resin capable of achieving both a high refractive index and a low birefringence, which are inversely related (or trade-off) properties, as well as a method for manufacturing the same and its applications.

[0052] In this specification and in the claims, "dicarboxylic acid unit" and "constituent unit derived from a dicarboxylic acid component" refer to the unit (or divalent group) obtained by removing the OH (hydroxyl group) from each of the two carboxyl groups of the corresponding dicarboxylic acid, and "dicarboxylic acid component" (including compounds exemplified as dicarboxylic acid components) may be used synonymously with the corresponding "dicarboxylic acid unit".

[0053] Similarly, "diol unit" and "constituent unit derived from diol component" refer to the unit (or divalent group) obtained by removing the hydrogen atom from each of the two hydroxyl groups of the corresponding diol, and "diol component" (including compounds exemplified as diol components) is sometimes used synonymously with the corresponding "diol unit".

[0054] The term "dicarboxylic acid component" is used to include not only dicarboxylic acids but also derivatives that can be used as polymerization components, such as ester-forming derivatives. Examples of ester-forming derivatives of dicarboxylic acids include dicarboxylic acid esters, acid halides, and acid anhydrides. The ester may be a monoester (half-ester) or a diester.

[0055] Examples of the dicarboxylic acid ester include alkyl dicarboxylic acid esters, particularly lower alkyl esters, specifically methyl esters, ethyl esters, t-butyl esters, etc. １－４ Examples include alkyl esters. Examples of the dicarboxylic acid halide include acid chlorides and acid bromides.

[0056] In this specification and in the claims, the terms "low birefringence" or "low birefringence" mean, unless otherwise specified, a small absolute value of birefringence (i.e., close to zero).

[0057] Furthermore, in this specification and claims, the number of carbon atoms in a substituent is C １ , C ６ , C １０ This is sometimes indicated by the notation "C". For example, an alkyl group with 1 carbon atom is "C １ "Alkyl group" refers to an aryl group with 6 to 10 carbon atoms. ６－１０ It is sometimes referred to as an "aryl group," etc.

[0058] Furthermore, in this specification and claims, “independently” means that multiple components are independent components, for example, Z １ａ and Z １ｂ In this case, it means that the arene rings may be the same as the other arene rings, or they may be different arene rings.

[0059] In this specification and in the claims, the numerical range indicated by "X to Y" may include the numerical values ​​X and Y.

[0060] According to this disclosure, even with a high refractive index (or a low Abbe number), an excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) is suppressed (or moderate anomalous dispersion characteristics that are neither too high nor too low), as well as a method for producing the same and its applications can be provided.

[0061] The polyester resins of this disclosure exhibit suppressed excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) even at high refractive indices (or low Abbe numbers) (or exhibit moderate anomalous dispersion characteristics that are neither too high nor too low). Furthermore, they can achieve both high heat resistance and high moldability. They can also achieve both high refractive index and low birefringence, which are inversely related (or have a trade-off) relationship. Therefore, the polyester resins may satisfy these characteristics in a well-balanced manner.

[0062] [Polyester Resin] The polyester resin of this disclosure is a polyester resin having a dicarboxylic acid unit (A) including a dicarboxylic acid unit (A1) represented by formula (A-1) described later, and a diol unit (B), and further comprising at least one constituent unit selected from a dicarboxylic acid unit (A2) represented by formula (A-2) and a diol unit (B1) represented by formula (B-1), described later.

[0063] The polyester resin may be, for example, polyester resin or polyester carbonate resin, but polyester resin is preferred.

[0064] (Dicarboxylic acid unit (A)) Dicarboxylic acid unit (A1) Dicarboxylic acid unit (A) contains at least one dicarboxylic acid unit (A1) represented by the following formula (A-1).

[0065]

[0066] (In the formula, R １ represents a substituent, m1 represents an integer from 0 to 8, and Z １ａ and Z １ｂ These independently show an arene ring, Z ２ａ and Z ２ｂ A independently shows an arene ring. １ａ and A １ｂ R independently represents an alkylene group, n1a and n1b independently represent integers of 0 or greater, and ２ａ and R ２ｂ R independently represents a substituted or unsubstituted divalent hydrocarbon group. ３ａ and R ３ｂ R independently represents a substituent, m3a and m3b independently represent an integer of 0 or greater, and ４ａ and R ４ｂ (where '' independently represents a substituent, m4a and m4b independently represent integers greater than or equal to 0, and p represents 0 or 1.)

[0067] In the above formula (A-1), R １ The substituent represented by may be an inactive (or non-polymerizable) group that is inert to the reaction. １Examples of substituents represented include halogen atoms, hydrocarbon groups, and groups [-OR ｈ ] (wherein, R ｈ (represents a hydrocarbon group), group [-SR ｈ ] (wherein, R ｈ Examples include hydrocarbon groups, acyl groups, nitro groups, cyano groups, and substituted amino groups (mono or disubstituted amino groups).

[0068] Furthermore, in this specification and in the claims, R ｈ The hydrocarbon groups represented by each symbol represent independent hydrocarbon groups, which may be identical or different from one another.

[0069] Examples of halogen atoms include fluorine, chlorine, bromine, and iodine.

[0070] Hydrocarbon group (or R ｈ ) may be a saturated or unsaturated hydrocarbon group, an aliphatic (including alicyclic) or aromatic hydrocarbon group, and a hydrocarbon group with a linear (linear or branched) or cyclic structure, or a combination of linear and cyclic structures. Note that the hydrocarbon group (or R) ｈ The number of carbon atoms constituting the group is not particularly limited, but may be as low as approximately 20, and preferably in the following order: 1 to 16, 1 to 12, 1 to 10, 1 to 8, and 1 to 6. A typical hydrocarbon group (or R ｈ Examples of alkyl groups include alkyl groups, cycloalkyl groups, aryl groups, and aralkyl groups.

[0071] Examples of alkyl groups (linear or branched alkyl groups) include methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, s-butyl, and t-butyl groups. １－１０ Examples include alkyl groups, preferably C １－６ Alkyl alkyl groups, more preferably C １－４ It is an alkyl group.

[0072] Examples of cycloalkyl groups include cyclopentyl groups, cyclohexyl groups, and other C groups. ５－１０ Examples include cycloalkyl groups.

[0073] Examples of the aryl group include C aryl groups such as a phenyl group, an alkylphenyl group, a biphenylyl group, and a naphthyl group. ６－１２ Examples of the alkylphenyl group include mono- to tri-C alkyl-phenyl groups such as a methylphenyl group (or tolyl group) and a dimethylphenyl group (or xylyl group). １－４

[0074] Examples of the aralkyl group include C aryl-C alkyl groups such as a benzyl group and a phenethyl group. ６－１０ aryl-C １－４ alkyl groups and the like.

[0075] In the group [—OR ｈ and the group [—SR ｈ , examples of the hydrocarbon group represented by R ｈ 0] include the same hydrocarbon groups including preferred embodiments as the hydrocarbon groups exemplified above for R １ , and examples thereof include an alkyl group, a cycloalkyl group, an aryl group, an aralkyl group, and the like. Examples of the group [—OR ｈ and the group [—SR ｈ include groups corresponding to the examples of the hydrocarbon group (or R ｈ ). Representative examples of the group [—OR ｈ include an alkoxy group, a cycloalkyloxy group, an aryloxy group, an aralkyloxy group, and the like; representative examples of the group [—SR ｈ include an alkylthio group, a cycloalkylthio group, an arylthio group, an aralkylthio group, and the like.

[0076] Examples of the alkoxy group (linear or branched alkoxy group) include C alkoxy groups such as a methoxy group, an ethoxy group, a propoxy group, an n-butoxy group, an isobutoxy group, and a t-butoxy group. Examples of the cycloalkyloxy group include C cycloalkyloxy groups such as a cyclohexyloxy group. Examples of the aryloxy group include C aryloxy groups such as a phenoxy group. １－１０ alkoxy groups. ５－１０ cycloalkyloxy groups. ６－１０An aryloxy group can be mentioned. Examples of the aralkyloxy group include a C ６－１０ aryl-C １－４ alkyloxy group.

[0077] Examples of the alkylthio group include a C １－１０ alkylthio group such as a methylthio group, an ethylthio group, a propylthio group, an n-butylthio group, a t-butylthio group and the like. Examples of the cycloalkylthio group include a C [[ID=...]] (The remaining text seems to be incomplete or has some formatting issues. The translation continues based on the available text.) ５－１０ cycloalkylthio group such as a cyclohexylthio group. Examples of the arylthio group include a C ６－１０ arylthio group such as a phenylthio group (or thiophenoxy group). Examples of the aralkylthio group include a C ６－１０ aryl-C １－４ alkylthio group.

[0078] Examples of the acyl group include a C １－１２ acyl group and the like, and specifically include a C １－６ alkyl-carbonyl group such as an acetyl group.

[0079] Examples of the mono- or di-substituted amino group include a mono- or dialkylamino group, a mono- or diacylamino group and the like. Examples of the mono- or dialkylamino group include a mono- or diC １－４ alkylamino group such as a mono- or dimethylamino group. Examples of the mono- or diacylamino group include a mono- or diC １－５ acylamino group such as a mono- or diacetylamino group.

[0080] Representative R １ includes a halogen atom, a hydrocarbon group (for example, an alkyl group, a cycloalkyl group, an aryl group, an aralkyl group, etc.), a group [-OR ｈ (an alkoxy group, etc.), an acyl group and the like, and preferably a hydrocarbon group such as an alkyl group, an aryl group. Examples of the alkyl group (linear or branched alkyl group) include a C １－６Examples include alkyl groups, such as methyl groups and C １－４ Alkyl groups are preferred. Examples of aryl groups include C such as phenyl groups. ６－１０ Examples include aryl groups.

[0081] R １ The number of substitutions m1 is an integer from 0 to 8, for example, an integer from 0 to 6, preferably an integer from 0 to 4, an integer from 0 to 2, more preferably 0 or 1, or 0 or 2, and especially 0. Note that R in the two benzene rings forming the fluorene ring. １ The number of each substitution (the number of substitutions at positions 1-4 and the number of substitutions at positions 5-8) may be different from each other, but it is preferable that they be the same. If m1 is 2 or more, then 2 or more R １ The types may be the same or different from each other, for example, two or more R substituted on one of the two benzene rings that form the fluorene skeleton. １ The types may be the same or different; both benzene rings may have R １ When substitution occurs, R is substituted on one of the benzene rings. １ The type and the R that is substituted on the other benzene ring １ The types may be different from each other, but it is preferable that they be the same. Also, R １ The bond position (substitution position) is not particularly limited as long as it is at positions 1 to 8 of the fluorene ring, for example, it may be at positions 2, 3, 2,7, etc.

[0082] Z １ａ or Z １ｂ Examples of arene rings (aromatic hydrocarbon rings) represented by this formula include monocyclic arene rings such as benzene rings, and polycyclic arene rings such as fused polycyclic arene rings (fused polycyclic aromatic hydrocarbon rings).

[0083] Examples of fused polycyclic arene rings include fused bicyclic arene rings, fused tricyclic arene rings, and other fused dicyclic to tetracyclic arene rings. Examples of fused bicyclic arene rings include naphthalene rings and indene rings. ９－１６Examples include arene rings. Examples of fused tricyclic arene rings include anthracene rings and phenanthrene rings. １４－２０ Examples include arene rings. Preferred fused polycyclic arene rings include naphthalene rings and other fused polycyclic C rings. １０－１４ It is an arene ring.

[0084] Z １ａ , Z １ｂ As an arene ring represented by , C is preferred because it is easy to achieve both a high refractive index and appropriate anomalous dispersion characteristics. ６－１４ An arene ring is one example, and more preferably C ６－１２ C11 rings, particularly benzene rings and naphthalene rings. ６－１０ An arene ring is preferred, and a naphthalene ring is particularly preferred. １ａ and Z １ｂ The types may be the same or different from each other, but it is preferable that they be the same.

[0085] Note that Z is bonded at the 9-position of the fluorene ring. １ａ and Z １ｂ The substitution position is not particularly limited; for example, Z １ａ , Z １ｂ If it is a benzene ring, it can be in any position, Z １ａ , Z １ｂ If the ring is a naphthalene ring, it is at either the 1-position (1-naphthyl) or the 2-position (2-naphthyl), preferably at the 2-position.

[0086] Also, Z １ａ and Z １ｂ In the arene ring, at the 9-position of the fluorene ring, ring Z ２ａ , Z ２ｂ , and base [-O-(A １ａ O) ｍ１ａ -R ２ａ -C(=O)-], [-O-(A １ｂ O) ｍ１ｂ -R ２ｂ -C(=O)-] (that is, the group that forms the main chain of polyester resins; hereafter simply referred to as R ２The substitution position (bonding position) with the containing group is not particularly limited, but for example, a substitution position that is not adjacent to the bonding position with the 9-position of the fluorene ring, preferably the most distant substitution position, is used. ２ It is preferable that the contained group is substituted (bonded); this R ２ For the substitution position of the containing group, a ring Z is present at the adjacent substitution position (or ortho position). ２ａ , Z ２ｂ It is preferable that substitution (combination) occurs. Specifically, Z １ａ , Z １ｂ In the case of a benzene ring, relative to the 1st position (or phenyl group) of the benzene ring, which is the bond position with the 9-position of the fluorene ring, R is at the para position (4-position). ２ It is preferable that the contained group is substituted; this R ２ A ring Z is present at the adjacent substitution position (position 3) to the substitution position (position 4) of the contained group. ２ａ , Z ２ｂ It is preferable that Z be substituted. １ａ , Z １ｂ If it is a naphthalene ring, for example, with respect to the 2-position (or 2-naphthyl group) of the naphthalene ring as the bonding position with the 9-position of the fluorene ring, R is attached at the 6-position (in a 2,6 positional relationship). ２ It is preferable that the contained group is substituted; this R ２ A ring Z is present at the adjacent substitution position (5-position) to the substitution position (6-position) of the contained group. ２ａ , Z ２ｂ It is preferable that it be replaced by [this].

[0087] Z ２ａ or Z ２ｂ Examples of arene rings represented by this formula include monocyclic arene rings such as benzene rings and polycyclic arene rings. Examples of polycyclic arene rings include fused polycyclic arene rings (fused polycyclic aromatic hydrocarbon rings) and ring aggregated arene rings (ring aggregated aromatic hydrocarbon rings).

[0088] Examples of fused polycyclic arene rings include the aforementioned Z １ａ , Z １ｂ Examples include fused polycyclic arene rings as exemplified, as well as similar preferred embodiments.

[0089] Examples of ring-assembled arene rings include biphenyl rings, phenylnaphthalene rings, binaphthyl rings, terphenyl rings (such as m-terphenyl rings), and other bi or terarene rings. Preferred ring-assembled arene rings are C １２－１８ A bi or telarene ring, more preferably a biphenyl ring, etc. １２－１８ It is a Bialen ring.

[0090] In this specification and in the claims, "ring-assembled arene ring" means a ring in which two or more ring systems (arene ring systems) are directly connected by single or double bonds, and the number of bonds directly connecting the rings is one less than the number of ring systems. For example, as mentioned above, phenylnaphthalene rings and binaphthyl rings are classified as ring-assembled arene rings even though they have a fused polycyclic arene ring skeleton, and are clearly distinguished from "fused polycyclic arene rings" such as naphthalene rings (aring-assembled arene rings).

[0091] Z ２ａ , Z ２ｂ As an arene ring represented by , C is preferred because it is easy to achieve both a high refractive index and appropriate anomalous dispersion characteristics. ６－１４ An arene ring is one example, and more preferably C ６－１２ C11 rings, particularly benzene rings and naphthalene rings. ６－１０ An arene ring is preferred, and a naphthalene ring is particularly preferred. ２ａ and Z ２ｂ The types may be the same or different from each other, but it is preferable that they be the same.

[0092] Note Z １ａ , Z １ｂ Z that binds ２ａ , Z ２ｂ The bond position (substitution position) is not particularly limited; for example, Z ２ａ , Z ２ｂ If it is a benzene ring, then which position is Z? １ａ , Z １ｂ It may also be combined with Z ２ａ , Z ２ｂ If the naphthalene ring is Z, then either the 1-position (1-naphthyl) or the 2-position (2-naphthyl) of this naphthalene ring is Z １ａ , Z １ｂIt may also be bonded to Z, and it is preferable that the 1-position of the naphthalene ring (in the form of 1-naphthyl) is Z, as this makes it easier to satisfy high refractive index, moderate (moderately high) anomalous dispersion characteristics, high heat resistance, high moldability, and low birefringence in a more balanced manner. １ａ , Z １ｂ It is preferable to bond to Z. ２ａ and Z ２ｂ This is a naphthalene ring, and the 1-position of this naphthalene ring is Z １ａ and / or Z １ｂ This method includes introducing a bonded dicarboxylic acid unit (A1) into the chemical structure of the resin to reduce the partial dispersion ratio θgF of the resin.

[0093] A １ａ Or A １ｂ Examples of alkylene groups (linear or branched alkylene groups) represented by this symbol include ethylene, propylene (1,2-propanediyl), trimethylene, 1,2-butanediyl, and tetramethylene groups. ２－６ Examples include alkylene groups, preferably C ２－４ C such as an alkylene group, more preferably an ethylene group, a propylene group, etc. ２－３ Alkylene groups, particularly ethylene groups, are preferred.

[0094] Alkylene oxy group [-(A １ａ O) - ], [ - ( A １ｂ The number of repetitions (number of added moles) n1a and n1b of O)-] may each be selected from integers of 0 or greater, for example, from 0 to 15. From the viewpoint of easily improving refractive index, heat resistance and productivity, the following are preferred in stages: integers from 0 to 10, integers from 0 to 8, integers from 0 to 6, integers from 0 to 4, integers from 0 to 2, more preferably 0 or 1, and particularly preferably 0.

[0095] In addition, in this specification and claims, the "number of repetitions (number of added moles)" may be the average value (arithmetic mean) or the average number of added moles.

[0096] Therefore, n1a and n1b may each be selected from a range of approximately 0 to 15, for example, and are preferably 0 to 10, 0 to 8, 0 to 6, 0 to 4, 0 to 2, 0 to 1, in order from which refractive index, heat resistance, and productivity can be easily improved, and are particularly preferably 0.

[0097] When n1a and / or n1b are within a moderate range and not too large, it tends to be easier to suppress the decrease in refractive index and heat resistance.

[0098] Furthermore, n1a and n1b may be the same or different from each other. If n1a is 2 or more, 2 or more alkylene oxy groups [-(A １ａ The types of O)-] may be different from each other, but are preferably the same; if n1b is 2 or more, 2 or more alkylene oxy groups [-(A １ｂ The types of O)-] may be different from each other, but it is preferable that they be the same. Note that A １ａ and A １ｂ The types may be different from each other, but it is preferable that they be the same.

[0099] R ２ａ or R ２ｂ In the substituted or unsubstituted divalent hydrocarbon groups represented by , the divalent hydrocarbon group may be saturated or unsaturated, aliphatic (including alicyclic) or aromatic, and may have a linear (linear or branched) or cyclic structure, or a combination of linear and cyclic structures. Specific examples of divalent hydrocarbon groups include divalent aliphatic hydrocarbon groups (such as alkylene groups), divalent aromatic hydrocarbon groups (such as arylene groups), and groups formed by combining two or more of these (such as alkylene arylene groups). Divalent aliphatic hydrocarbon groups are preferred because they easily satisfy a good balance of high refractive index, moderate (moderately high) anomalous dispersion properties, high heat resistance, high moldability, and low birefringence.

[0100] The divalent aliphatic hydrocarbon group may be formed from an aliphatic hydrocarbon skeleton and may be saturated or unsaturated, preferably a divalent saturated aliphatic hydrocarbon group. Furthermore, the divalent aliphatic hydrocarbon group may include a linear (linear or branched) structure and / or a cyclic structure (alicyclic skeleton). Typical divalent saturated aliphatic hydrocarbon groups include alkylene groups (including alkylidene groups) and cycloalkylene groups (e.g., cyclohexylene groups). ５－１０ Examples include cycloalkylene groups, and groups formed by combining two or more of these (such as alkylene-cycloalkylene groups). Alkylene groups are preferred because they easily provide a good balance of high refractive index, moderate (moderately high) anomalous dispersion properties, high heat resistance, high moldability, and low birefringence.

[0101] The alkylene group (including alkylidene group) may be linear or branched (preferably linear), and examples include methylene group, ethylene group, ethylidene group, trimethylene group, propylene group, propyridene group, tetramethylene group, pentamethylene group, hexamethylene group, etc. １－１０ Examples include alkylene groups, preferably C １－８ Alkylene group (C １－６ C groups such as alkylene groups, and more preferably methylene groups, trimethylene groups, etc. １－４ Alkylene group (C ２－４ This refers to alkylene groups, particularly trimethylene groups. When the number of carbon atoms in the alkylene group is within a moderate range (not too few), it tends to suppress an excessive increase in the glass transition temperature (Tg). When the number of carbon atoms is within a moderate range (not too many), it tends to suppress a decrease in refractive index and heat resistance.

[0102] Note R ２ａ , R ２ｂ In this, the divalent hydrocarbon group may have one or more substituents, and the substituents may be non-reactive groups (or non-polymerizable groups) that are inert to the reaction, such as hydrocarbon groups, nitro groups, cyano groups, and substituted amino groups (mono or disubstituted amino groups). Examples of hydrocarbon groups and substituted amino groups (mono or disubstituted amino groups) include R １Similar substituents to those exemplified can be given. Preferred substituents include hydrocarbon groups (e.g., C １－６ It is an alkyl group (such as an alkyl group), and more preferably a C group such as a methyl group. １－４ It is an alkyl group.

[0103] R ２ａ , R ２ｂ In this, the number of substituents that the divalent hydrocarbon group may have is, depending on the type of divalent hydrocarbon group, for example, an integer of about 0 to 5, preferably an integer of 0 to 3, an integer of 0 to 2, more preferably 0 or 1, and especially 0 (i.e., unsubstituted). ２ａ The number of substitutions in R ２ｂ The number of substitutions in R may be different from each other, but it is preferable that they be the same. ２ａ If the number of substitutions in is two or more, the types of the two or more substituents may be the same or different from each other; R ２ｂ If the number of substitutions in is two or more, the two or more substituents may be the same or different from each other. Also, R ２ａ The type of substituent in R ２ｂ The types of substituents in the compound may be different from each other, but it is preferable that they be the same.

[0104] Preferred R ２ａ , R ２ｂ is a substituted or unsubstituted alkylene group, more preferably an alkylene group (unsubstituted alkylene group), and preferred embodiments of the alkylene group are as described above.

[0105] R ３ａ or R ３ｂ The substituent represented by may be an inactive (or non-polymerizable) group that is inert to the reaction. ３ａ , R ３ｂ Examples of substituents represented by R １ Similar groups, including the substituents exemplified and preferred embodiments, can be cited. ３ａ , R ３ｂ Preferred substituents represented by are hydrocarbon groups such as alkyl groups, and more preferably C １－６ Alkyl group (for example, C such as a methyl group)１－４ It is an alkyl group.

[0106] R ３ａ or R ３ｂ The number of substitutions m3a or m3b each represents an integer greater than or equal to 0, and Z １ａ , Z １ｂ Depending on the type, for example, an integer of about 0 to 5, preferably an integer of 0 to 3, an integer of 0 to 2, more preferably 0 or 1, and especially 0. m3a and m3b may be different from each other, but are preferably the same. If m3a is 2 or more, then R is 2 or more. ３ａ The types may be the same or different from each other; if m3b is 2 or more, then 2 or more R ３ｂ The types may be the same or different from each other. Also, R ３ａ and R ３ｂ The types may be different from each other, but it is preferable that they be the same. ３ａ , R ３ｂ The substitution position is not particularly restricted.

[0107] R ４ａ or R ４ｂ The substituent represented by may be an inactive (or non-polymerizable) group that is inert to the reaction. ４ａ , R ４ｂ Examples of substituents represented by R １ Similar groups, including the substituents exemplified and preferred embodiments, can be cited. ４ａ , R ４ｂ Preferred substituents represented by are hydrocarbon groups such as alkyl groups, and more preferably C １－６ Alkyl group (for example, C such as a methyl group) １－４ It is an alkyl group.

[0108] R ４ａ or R ４ｂ The number of substitutions m4a or m4b each represents an integer greater than or equal to 0, and Z ２ａ , Z ２ｂDepending on the type, for example, an integer of about 0 to 7, preferably an integer of 0 to 5, an integer of 0 to 3, an integer of 0 to 2, more preferably 0 or 1, and especially 0. m4a and m4b may be different from each other, but are preferably the same. If m4a is 2 or more, then 2 or more R ４ａ The types may be the same or different from each other; if m4b is 2 or more, then 2 or more R ４ｂ The types may be the same or different from each other. Also, R ４ａ and R ４ｂ The types may be different from each other, but it is preferable that they be the same. ４ａ , R ４ｂ The substitution position is not particularly restricted.

[0109] Base [-Z ２ｂ - (R ４ｂ ) ｍ４ｂThe substitution number p in [ ] may be either 0 or 1, but is preferably 1. The dicarboxylic acid unit (A1) may be a combination of a unit with p = 1 and a unit with p = 0. For example, in the dicarboxylic acid component (A1) before polymerization, a dicarboxylic acid component with p = 1 may contain a dicarboxylic acid component with p = 0 as an impurity (or inevitably). Therefore, it is preferable that the dicarboxylic acid unit (or dicarboxylic acid component) (A1) with p = 1 and the dicarboxylic acid unit (or dicarboxylic acid component) (A1) with p = 0 have the same composition in formula (A-1) except for p. The ratio of dicarboxylic acid units (or dicarboxylic acid components) (A1) with p = 1 to dicarboxylic acid units (or dicarboxylic acid components) (A1) with p = 0 is not particularly limited. For example, the ratio of the former to the latter (molar ratio) may be around 0 / 100 to 100 / 0 (e.g., 50 / 50 to 100 / 0), preferably in stages as follows: 70 / 30 to 100 / 0, 80 / 20 to 100 / 0, 85 / 15 to 100 / 0, 90 / 10 to 100 / 0, 92 / 8 to 100 / 0, 95 / 5 to 100 / 0, and more specifically, it may be around 95 / 5 to 99 / 1. The ratio may be approximately 80 / 20 to 90 / 10; also, the ratio of the former to the latter (area ratio of the dicarboxylic acid component (A1), which is the polymerization component, in HPLC) may be approximately 0 / 100 to 100 / 0 (for example, 50 / 50 to 100 / 0), preferably in the following steps: 70 / 30 to 100 / 0, 80 / 20 to 100 / 0, 85 / 15 to 100 / 0, 90 / 10 to 100 / 0, 92 / 8 to 100 / 0, and 95 / 5 to 100 / 0. Specifically, it may be approximately 95 / 5 to 99.5 / 0.5, or approximately 80 / 20 to 90 / 10. The area ratio in HPLC can be calculated by measuring HPLC (mobile phase: acetonitrile / water) using a sample of the dicarboxylic acid component (A1) before polymerization dissolved in acetonitrile, specifically by the method described in the Examples section below.

[0110] A typical dicarboxylic acid unit (A1) is R in the above formula (A-1). １ is a halogen atom, hydrocarbon group, group [-OR ｈ ], base [-SR ｈ] represents an acyl group, nitro group, cyano group, or substituted amino group, where m1 is an integer from 0 to 4, Z １ａ and Z １ｂ These independently exhibit monocyclic or fused polycyclic arene rings, Z ２ａ and Z ２ｂ A independently represents a monocyclic or fused polycyclic arene ring. １ａ and A １ｂ R independently represents an alkylene group, n1a and n1b independently represent integers from 0 to 10, and ２ａ and R ２ｂ R independently represents a substituted or unsubstituted aliphatic hydrocarbon group. ３ａ and R ３ｂ These are independently halogen atoms, hydrocarbon groups, and groups [-OR ｈ ], base [-SR ｈ ] represents an acyl group, nitro group, cyano group, or substituted amino group, and m3a and m3b independently represent integers from 0 to 3, R ４ａ and R ４ｂ These are independently halogen atoms, hydrocarbon groups, and groups [-OR ｈ ], base [-SR ｈ Examples include dicarboxylic acid units that represent an acyl group, nitro group, cyano group, or substituted amino group, where m4a and m4b independently represent integers from 0 to 3, and p represents 0 or 1 (preferably 1);

[0111] Preferably, R １ represents a hydrocarbon group such as an alkyl group or aryl group, m1 represents an integer from 0 to 3, and Z １ａ and Z １ｂ These are independently benzene rings or fused polycyclic C1 rings. １０－１４ It shows an arene ring, Z ２ａ and Z ２ｂ These are independently benzene rings or fused polycyclic C1 rings. １０－１４ It shows an arene ring, A １ａ and A １ｂ C is independent ２－６ It represents an alkylene group, and n1a and n1b independently represent integers from 0 to 6, R ２ａ and R ２ｂ These are independently substituted or unsubstituted alkylene groups (substituted or unsubstituted C１－６ (e.g., alkylene group), R ３ａ and R ３ｂ R independently represents a hydrocarbon group such as an alkyl group, m3a and m3b independently represent an integer from 0 to 2, and ４ａ and R ４ｂ m4a and m4b independently represent a hydrocarbon group such as an alkyl group, m4a and m4b independently represent an integer from 0 to 2, and p represents a dicarboxylic acid unit of 0 or 1 (preferably 1);

[0112] More preferably, R １ is C １－４ Alkyl or C ６－１２ This indicates an aryl group such as an aryl group, where m1 is an integer from 0 to 2, and Z １ａ and Z １ｂ Z independently represents a benzene ring or a naphthalene ring. ２ａ and Z ２ｂ A independently represents a benzene ring or a naphthalene ring. １ａ and A １ｂ C is independent ２－４ It represents an alkylene group, and n1a and n1b independently represent integers from 0 to 3, R ２ａ and R ２ｂ C is independently substituted or unsubstituted. １－５ Alkylene group (substituted or unsubstituted C) ２－５ (e.g., alkylene group), R ３ａ and R ３ｂ C is independent １－４ R represents an alkyl group such as an alkyl group, and m3a and m3b independently represent 0 or 1. ４ａ and R ４ｂ C is independent １－４ Examples include dicarboxylic acid units that represent alkyl groups such as alkyl groups, where m4a and m4b independently represent 0 or 1, and p represents 0 or 1 (preferably 1);

[0113] Particularly preferred, R １ is C １－４ This represents an alkyl group such as an alkyl group, where m1 is an integer from 0 to 2, and Z １ａ and Z １ｂThis indicates a naphthalene ring, Z ２ａ and Z ２ｂ These are independently a benzene ring or a naphthalene ring (preferably a naphthalene ring, especially with the 1-position being Z). １ａ , Z １ｂ (A naphthalene ring bonded to it) is shown, A １ａ and A １ｂ C is independent ２－３ It represents an alkylene group (preferably an ethylene group), n1a and n1b independently represent 0 or 1 (preferably 0), R ２ａ and R ２ｂ C is independently substituted or unsubstituted. １－４ Alkylene group (preferably unsubstituted C) １－４ C such as an alkylene group, preferably a trimethylene group. ２－４ (Alkylene group) indicates R ３ａ and R ３ｂ C is independent １－４ R represents an alkyl group such as an alkyl group, and m3a and m3b independently represent 0 or 1. ４ａ and R ４ｂ C is independent １－４ Examples include dicarboxylic acid units that represent alkyl groups such as alkyl groups, where m4a and m4b independently represent 0 or 1, and p represents 0 or 1 (preferably 1).

[0114] Specific dicarboxylic acid components (A1) that form the dicarboxylic acid unit (A1) include, for example, 9,9-bis(aryl-carboxyalkyloxy-aryl)fluorene, and more specifically, 9,9-bis[3-phenyl-4-(3-carboxypropyloxy)-phenyl]fluorene, 9,9-bis[3-(2-naphthyl)-4-(3-carboxypropyloxy)-phenyl]fluorene, 9,9-bis[3-(1-naphthyl)-4-(3-carboxypropyloxy)-phenyl]fluorene, 9,9-bis[5-phenyl-6-(3-carboxypropyloxy)-2-naphthyl]fluorene, 9,9-bis[5-(2-naphthyl)-6-(3-carboxypropyloxy)-2-naphthyl]fluorene, and other 9,9-bis(C ６－１０ Aryl-carboxyl C １－６ Alkyloxy-C ６－１０ Examples include aryl fluorenes and their ester-forming derivatives (e.g., esters such as alkyl esters, acid halides such as acid chlorides, and acid anhydrides).

[0115] The dicarboxylic acid unit (A1) may be used alone or in combination of two or more types.

[0116] Dicarboxylic acid unit (A2) The dicarboxylic acid unit (A) may or may not contain the dicarboxylic acid unit (A2) represented by the following formula (A-2). When the dicarboxylic acid unit (A2) is included in combination with the dicarboxylic acid unit (A1), it appears that it is easier to suppress an excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg while maintaining or improving a high refractive index.

[0117]

[0118] (In the formula, A ２ A indicates a direct bond (single bond) or an alkylene group. ３ａ and A ３ｂ A independently represents an alkylene group, n3a and n3b ​​independently represent integers of 0 or greater, and A ４ａ and A４ｂ R independently represents an alkylene group. ５ａ and R ５ｂ (where m5a and m5b independently represent substituents, and m5a and m5b independently represent integers from 0 to 6.)

[0119] In the above formula (A-2), A ２ Examples of alkylene groups (linear or branched alkylene groups) in this context include C, such as methylene and ethylene groups. １－６ Examples include alkylene groups, preferably C １－４ C such as an alkylene group, more preferably a methylene group. １－２ It is an alkylene group.

[0120] Preferred A ２ Examples include direct bonds (single bonds) or C １－２ Examples include alkylene groups, more preferably directly bonded or methylene groups, with direct bonding being particularly preferred.

[0121] A ３ａ Or A ３ｂ An alkylene group represented by (linear or branched alkylene group) is, for example, in formula (A-1) above, A １ａ , A １ｂ Similar groups (C) including the alkylene group exemplified as an example and preferred embodiments. ２－６ Examples include alkylene groups, etc. A ３ａ , A ３ｂ A preferred alkylene group represented by C is C ２－４ C such as an alkylene group, more preferably an ethylene group, a propylene group, etc. ２－３ Alkylene groups, especially ethylene groups.

[0122] Alkylene oxy group [-(A ３ａ O) -] or [-( A ３ｂThe number of repetitions (number of added moles) n3a or n3b of O)-] may be selected from integers of approximately 0 to 15, for example, preferably from 0 to 10, 0 to 8, 0 to 6, 0 to 4, and 0 to 2, and more preferably from 0 or 1, especially 0. n3a and n3b ​​may be average values ​​(arithmetic mean) or average number of added moles, and may be selected from a range of approximately 0 to 15, for example, preferably from 0 to 10, 0 to 8, 0 to 6, 0 to 4, 0 to 2, 0 to 1, and especially 0, in stages. When n3a and / or n3b are within a moderate range that is not too large, the heat resistance and refractive index tend not to decrease easily.

[0123] Furthermore, n3a and n3b ​​may be the same or different from each other. If n3a is 2 or more, then 2 or more bases [-(A ３ａ The types of O)-] may be the same or different from each other; if n3b is 2 or more, then 2 or more bases [-(A ３ｂ The types of O)-] may be the same or different from each other. Also, A ３ａ and A ３ｂ The types may be different from each other, but it is preferable that they be the same.

[0124] A ４ａ Or A ４ｂ Examples of alkylene groups represented by (linear or branched alkylene groups, preferably linear alkylene groups) include methylene groups, ethylene groups, propylene groups (1,2-propanediyl groups), trimethylene groups, 1,2-butanediyl groups, tetramethylene groups, hexamethylene groups, etc. １－８ Examples include alkylene groups, and preferably in the following steps, C １－６ Alkylene group, C １－５ Alkylene group, C １－４ Alkylene group, C ２－４ It is an alkylene group, such as a trimethylene group. ３－４ Alkylene groups are even more preferred. When the number of carbon atoms in the alkylene group is within a moderate range (not too few), it tends to suppress an excessive increase in the glass transition temperature (Tg). When the number of carbon atoms is within a moderate range (not too many), it tends to suppress a decrease in refractive index and heat resistance. A ４ａ and A４ｂ The types may be the same or different from each other, but it is preferable that they be the same.

[0125] Base [-O-(A ３ａ O) ｎ３ａ -A ４ａ -C (=O)-] and [-O- (A ３ｂ O) ｎ３ｂ -A ４ｂ -C(=O)-] (i.e., a divalent group that forms the main chain of the resin; hereafter, A ４ The bonding position (substitution position) of the A group (also called the containing group) to the naphthalene ring is not particularly limited, but the naphthalene ring and A ２ When the bonding position with is designated as position 1, position 2 is preferred.

[0126] R ５ａ or R ５ｂ The substituent represented by may be an inactive (or non-polymerizable) group that is inert to the reaction. ５ａ , R ５ｂ A substituent represented by the above formula (A-1) is, for example, R １ Similar groups, including the substituents exemplified and preferred embodiments, can be cited. ５ａ , R ５ｂ Preferred substituents represented by are hydrocarbon groups such as alkyl groups, and more preferably C １－６ Alkyl group (for example, C such as a methyl group) １－４ It is an alkyl group.

[0127] R ５ａ or R ５ｂ The number of substitutions m5a or m5b is an integer from 0 to 6, for example, an integer from 0 to 4, preferably an integer from 0 to 3, more preferably an integer from 0 to 2, even more preferably 0 or 1, and especially 0. m5a and m5b may be different from each other, but are preferably the same. If m5a is 2 or more, then 2 or more R ５ａ The types may be the same or different from each other; if m5b is 2 or more, then 2 or more R ５ｂ The types may be the same or different from each other. Also, R ５ａ and R ５ｂThe types may be different from each other, but it is preferable that they be the same. ５ａ , R ５ｂ The substitution position is not particularly restricted.

[0128] A typical dicarboxylic acid unit (A2) is, in the above formula (A-2), A ２ is a direct bond or C １－４ It shows an alkylene group, A ３ａ and A ３ｂ C is independent ２－６ It represents an alkylene group, and n3a and n3b ​​independently represent integers from 0 to 10. ４ａ and A ４ｂ C is independent １－８ It shows an alkylene group, R ５ａ and R ５ｂ m5a and m5b independently represent a halogen atom, hydrocarbon group, alkoxy group, acyl group, nitro group, cyano group, or substituted amino group, and m5a and m5b independently represent integers from 0 to 3, such as dicarboxylic acid units;

[0129] Preferably, A ２ is a direct bond or C １－２ It shows an alkylene group, A ３ａ and A ３ｂ C is independent ２－４ It represents an alkylene group, and n3a and n3b ​​independently represent integers from 0 to 4. ４ａ and A ４ｂ C is independent １－６ It shows an alkylene group, R ５ａ and R ５ｂ The first element independently represents a hydrocarbon group, and the second element independently represents an integer between 0 and 2, such as a dicarboxylic acid unit;

[0130] More preferably, A ２ A indicates a direct bond or a methylene group. ３ａ and A ３ｂ C is independent ２－３ It represents an alkylene group, and n3a and n3b ​​independently represent integers from 0 to 2. ４ａ and A ４ｂ C is independent １－５ Alkylene group (C２－４ (e.g., alkylene group), R ５ａ and R ５ｂ Examples include dicarboxylic acid units where m5a and m5b independently represent an alkyl group, and m5a and m5b independently represent integers from 0 to 2;

[0131] Particularly preferred is A ２ This indicates a direct bond, A ３ａ and A ３ｂ C is independent ２－３ It represents an alkylene group, and n3a and n3b ​​represent 0 or 1. ４ａ and A ４ｂ These are independently C groups such as methylene groups and trimethylene groups. １－４ Alkylene groups (especially C groups such as trimethylene groups) ３－４ (Alkylene group) indicates R ５ａ and R ５ｂ C is independent １－４ Examples include dicarboxylic acid units that represent an alkyl group, where m5a and m5b independently represent integers 0 or 1.

[0132] Specific dicarboxylic acid components (A2) that form the dicarboxylic acid unit (A2) include, for example, bis(carboxyalkoxy)-1,1'-binaphthyl, specifically 2,2'-bis(carboxymethoxy)-1,1'-binaphthyl, 2,2'-bis(3-carboxy-n-propyloxy)-1,1'-binaphthyl, etc. １－６ Examples include alkoxy-1,1'-binaphthyl, or ester-forming derivatives thereof.

[0133] The dicarboxylic acid unit (A2) may be used alone or in combination of two or more types.

[0134] Dicarboxylic acid units (A3) and (A4) The dicarboxylic acid unit (A) may optionally include at least one dicarboxylic acid unit selected from aliphatic dicarboxylic acid unit (A3) [also called dicarboxylic acid unit (A3)] and alicyclic dicarboxylic acid unit (A4) [also called dicarboxylic acid unit (A4)] [preferably aliphatic dicarboxylic acid unit (A3)]. When dicarboxylic acid units (A3) and / or (A4) [preferably (A3)] are included in the polyester resin of this disclosure, they may reduce the refractive index, but tend to suppress excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg.

[0135] Furthermore, dicarboxylic acid unit (A) does not necessarily have to contain either or both of dicarboxylic acid units (A3) and (A4).

[0136] Dicarboxylic acid unit (A3) The dicarboxylic acid unit (A) may or may not contain the aliphatic dicarboxylic acid unit dicarboxylic acid unit (A3). When the polyester resin of this disclosure contains dicarboxylic acid unit (A3) in combination, it tends to suppress excessive increases in anomalous dispersion properties (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg, and in particular, it seems to suppress a decrease in refractive index, possibly because of the combination of dicarboxylic acid units (A1) and (A3).

[0137] Examples of aliphatic dicarboxylic acid components (A3) that form dicarboxylic acid units (A3) include alkanedicarboxylic acids (linear or branched alkanedicarboxylic acids), specifically malonic acid, succinic acid, adipic acid, suberic acid, sebacic acid, decanedicarboxylic acid, etc. １－１２ Alkanes-dicarboxylic acids, etc.; unsaturated aliphatic dicarboxylic acids (linear or branched unsaturated aliphatic dicarboxylic acids), specifically maleic acid, fumaric acid, itaconic acid, etc. ２－１０ Examples include alkene-dicarboxylic acids and their ester-forming derivatives.

[0138] Preferred dicarboxylic acid units (A3) include alkanedicarboxylic acid components, more preferably C １－６Alkane-dicarboxylic acid components, more preferably succinic acid, adipic acid, etc. １－４ Alkane-dicarboxylic acid component, particularly preferably succinic acid or other C １－３ This is a dicarboxylic acid unit derived from an alkane-dicarboxylic acid component.

[0139] The dicarboxylic acid unit (A3) may be used alone or in combination of two or more types.

[0140] Dicarboxylic acid unit (A4) The dicarboxylic acid unit (A) may or may not contain the alicyclic dicarboxylic acid unit dicarboxylic acid unit (A4). When the polyester resin of this disclosure contains dicarboxylic acid unit (A4) in combination, it appears that it is easier to suppress an excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg.

[0141] An alicyclic dicarboxylic acid unit (A4) is any non-aromatic dicarboxylic acid unit that contains at least one aliphatic hydrocarbon ring (alicyclic) skeleton in its chemical structure and does not contain an aromatic ring skeleton (such as a benzene ring skeleton). A typical alicyclic dicarboxylic acid unit (A4) is the dicarboxylic acid unit represented by the following formula (A-4).

[0142]

[0143] (In the formula, Z ４ R represents an aliphatic hydrocarbon ring. ９ represents a substituent (especially a non-aromatic substituent), m9 represents an integer greater than or equal to 0, and A ９ａ and A ９ｂ (These independently represent direct bonds (or single bonds) or alkylene groups.)

[0144] In the above formula (A-4), Z ４ The aliphatic hydrocarbon ring represented by may be any non-aromatic ring structure formed by an aliphatic chain, and the ring structure may or may not contain unsaturated bonds such as double bonds (it may be a saturated aliphatic hydrocarbon ring). Furthermore, the aliphatic hydrocarbon ring may be a monocyclic aliphatic hydrocarbon ring, or a polycyclic aliphatic hydrocarbon ring such as a bridging ring or a spirocyclic ring, with monocyclic or bridging ring aliphatic hydrocarbon rings being preferred.

[0145] Examples of monocyclic aliphatic hydrocarbon rings include cycloalkane rings and cycloalkene rings. Examples of cycloalkane rings include cyclopropane rings, cyclobutane rings, cyclopentane rings, cyclohexane rings, cycloheptane rings, and cyclooctane rings. ３－２０ Examples include cycloalkane rings. Cycloalkene rings include cyclopentene rings and cyclohexene rings. ３－２０ Examples include cycloalkene rings.

[0146] Examples of cross-linked aliphatic hydrocarbon rings include cross-linked cycloalkane rings and cross-linked cycloalkene rings. Examples of cross-linked cycloalkane rings include decalin rings, norbornane rings, adamantane rings, tricyclodecane rings, and tetracyclododecane rings. ７－２０ Examples include bi or tetracycloalkane rings. As for tricyclodecane rings, there are tricyclo[5.2.1.0 ２，６ Examples include the tetracyclododecane ring. ２，５ 1. ７，１０ Examples include the dodecane ring. Examples of bridged cycloalkene rings include the norbornene ring, tricyclodecene ring, and tetracyclododecene ring. ７－２０ Examples include bi or tetracycloalkene rings.

[0147] Z ４ A preferred aliphatic hydrocarbon ring represented by is a monocyclic aliphatic hydrocarbon ring such as a cycloalkane ring, and more preferably C ５－１０ Cycloalkane rings such as cycloalkane rings, and especially C such as cyclohexane rings. ５－８ A cycloalkane ring is preferred.

[0148] R ９ The substituent represented by may be an inactive (or non-polymerizable) group that is inert to the reaction. ９ A substituent represented by the above formula (A-1) is, for example, R １ Similar groups, including the substituents exemplified and preferred embodiments, can be cited. ９Preferred substituents represented by are aliphatic hydrocarbon groups such as alkyl groups, cycloalkyl groups, or groups formed by combining two or more of these, and more preferably alkyl groups, particularly C １－６ Alkyl group (for example, C such as a methyl group) １－４ It is an alkyl group.

[0149] R ９ The number of substitutions m9 is an integer greater than or equal to 0, and Z ４ Depending on the type, for example, an integer from 0 to 10, preferably in stages from 0 to 6, 0 to 4, 0 to 2, more preferably 0 or 1, and particularly preferably 0. If m9 is 2 or more, then R is 2 or more. ９ The types may be the same or different from each other. ９ The substitution position is not particularly restricted.

[0150] A ９ａ Or A ９ｂ Examples of alkylene groups (linear or branched alkylene groups) in this context include C, such as methylene, ethylene, trimethylene, and propylene groups. １－６ An alkylene group is one example. Preferred alkylene groups include C １－４ Alkylene group, more preferably C １－３ Alkylene groups, especially methylene groups, etc. １－２ It is an alkylene group.

[0151] A ９ａ and A ９ｂ Z may be an alkylene group, but it must show a direct bond (or single bond), i.e., Z ４ It is preferable that the carbonyl group [-C(=O)-] is directly bonded to it. ９ａ and A ９ｂ The types may be different from each other, but it is preferable that they be the same.

[0152] Z ４ And, A ９ａ and A ９ｂ (or the bond position with the carbonyl group [-C(=O)-] is not particularly restricted, Z ４ The furthest point in the middle, for example, Z ４If it is a cyclohexane ring, it may be at the 1,4-position, etc.

[0153] A typical dicarboxylic acid unit (A4) is Z in the above formula (A-4). ４ R represents a monocyclic or bridged cyclic aliphatic hydrocarbon ring. ９ represents a halogen atom or aliphatic hydrocarbon group, m9 represents an integer from 0 to 6, and A ９ａ and A ９ｂ They are independently directly bonded or C １－６ Examples include dicarboxylic acid units exhibiting an alkylene group;

[0154] Preferably Z ４ R represents a cycloalkane ring or a bi-tetracycloalkane ring. ９ represents an aliphatic hydrocarbon group, m9 represents an integer from 0 to 4, and A ９ａ and A ９ｂ They are independently directly bonded or C １－４ Examples include dicarboxylic acid units exhibiting an alkylene group;

[0155] More preferably Z ４ is a cycloalkane ring (especially C ５－１０ (Showing a cycloalkane ring), R ９ is an alkyl group (especially C １－６ Alkyl alkyl groups) or cycloalkyl groups (especially C ５－１０ (represents a cycloalkyl group), where m9 is an integer between 0 and 2, and A ９ａ and A ９ｂ These are independently directly bonded or C such as a methylene group. １－２ Examples include dicarboxylic acid units exhibiting an alkylene group;

[0156] Particularly preferred is Z ４ is C ５－８ Cycloalkane rings (especially C rings such as cyclohexane rings) ５－７ (Showing a cycloalkane ring), R ９ is an alkyl group (especially C １－４ (Alkyl alkyl group) is represented, m9 is 0 or 1, A ９ａ and A ９ｂ Examples include dicarboxylic acid units that exhibit independent, direct bonding.

[0157] Typical alicyclic dicarboxylic acid components (A4) that form a dicarboxylic acid unit (A4) include, for example, cycloalkanedicarboxylic acids, specifically 1,4-cyclohexanedicarboxylic acid and other C ５－１０ Cycloalkane-dicarboxylic acids, etc.; crosslinked cyclic cycloalkane-dicarboxylic acids, specifically decalindicarboxylic acid, norbornanedicarboxylic acid, adamantanedicarboxylic acid, tricyclodecanedicarboxylic acid, etc. or tricycloalkane-dicarboxylic acids, etc.; cycloalkenedicarboxylic acids, specifically cyclohexenedicarboxylic acid, etc. ５－１０ Examples include cycloalkene-dicarboxylic acids; crosslinked cyclic cycloalkenedicarboxylic acids, specifically bi or tricycloalkenedicarboxylic acids such as norbornenedicarboxylic acid; and ester-forming derivatives thereof.

[0158] Furthermore, the alicyclic dicarboxylic acid unit (A4) [in particular, the dicarboxylic acid unit represented by the above formula (A-4)] or the corresponding dicarboxylic acid component may be an isomer mixture, for example, the trans / cis (molar ratio) may be selected from 0 / 100 to 100 / 0 (for example, about 1 / 99 to 99 / 1), and preferably in the following steps: 50 / 50 to 100 / 0, 70 / 30 to 100 / 0, 80 / 20 to 100 / 0, and 90 / 10 to 100 / 0.

[0159] The proportion of the dicarboxylic acid units represented by formula (A-4) may be selected from a range of approximately 30 to 100 mol%, for example, 10 mol% or more, specifically 30 to 100 mol%, relative to the total alicyclic dicarboxylic acid units (A4), preferably in stages of 50 mol% or more, 70 mol% or more, 90 mol% or more, and more preferably 100 mol%.

[0160] Dicarboxylic acid units (A4) [in particular, dicarboxylic acid units represented by formula (A-4)] may be included alone or in combination of two or more types.

[0161] Dicarboxylic acid unit (A5) The dicarboxylic acid unit (A) may or may not contain the dicarboxylic acid unit (A5) represented by the following formula (A-5), as needed. When the polyester resin of this disclosure contains a combination of dicarboxylic acid units (A5), it tends to suppress a decrease in refractive index and an increase in birefringence, while also suppressing an excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg.

[0162]

[0163] (In the formula, R １０ represents a substituent, m10 represents an integer from 0 to 8, and A １０ａ and A １０ｂ (This independently represents an alkylene group.)

[0164] In the above formula (A-5), R １０ The substituent represented by may be an inactive (or non-polymerizable) group that is inert to the reaction. １０ A substituent represented by the above formula (A-1) is, for example, R １ Similar groups, including the substituents exemplified and preferred embodiments, can be cited. Representative R １０ Examples include halogen atoms, hydrocarbon groups, and groups [-OR ｈ Examples include C11 (alkoxy group, etc.), preferably alkyl groups (linear or branched alkyl groups), hydrocarbon groups such as aryl groups, and more preferably alkyl groups. Examples of alkyl groups include C11, methyl group, ethyl group, t-butyl group, etc. １－６ Examples include alkyl groups, such as methyl groups and C １－４ Alkyl alkyl groups are preferred.

[0165] R １０ The number of substitutions m10 can be any integer from 0 to 8, for example, an integer from 0 to 6, preferably an integer from 0 to 4, an integer from 0 to 2, and more preferably 0 or 1, and especially 0. If m10 is 2 or more, then 2 or more R １０ The types may be the same or different from each other. Also, of the two benzene rings that form the fluorene skeleton, both benzene rings may have R １０When substitution occurs, the R of one of the benzene rings １０ The type and the R of the other benzene ring １０ The types may be the same or different from each other. Also, R １０ The substitution position is not particularly restricted and may be, for example, 2-position, 2,7-position, etc.

[0166] A １０ａ Or A １０ｂ Examples of alkylene groups (linear or branched alkylene groups) represented by this formula include methylene, ethylene, trimethylene, propylene, 1,2-butanediyl, and 2-methylpropane-1,3-diyl groups. １－６ Examples include alkylene groups. Preferred A １０ａ , A １０ｂ Examples include C groups such as methylene, ethylene, trimethylene, propylene, and 2-methylpropane-1,3-diyl. １－６ Examples include alkylene groups, and more preferably C １－４ It is an alkylene group, and more preferably C ２－４ These are alkylene groups, and among them, C groups such as ethylene and propylene. ２－３ Alkylene groups are preferred, and ethylene groups are particularly preferred. １０ａ and A １０ｂ The types may be different from each other, but it is preferable that they be the same.

[0167] A typical dicarboxylic acid unit (A5) is R in the above formula (A-5). １０ represents a hydrocarbon group, halogen atom, or cyano group, m10 represents an integer from 0 to 6, and A １０ａ and A １０ｂ C is independent １－６ Examples include units that represent alkylene groups;

[0168] Preferably, R １０ represents a hydrocarbon group such as an alkyl group or aryl group, m10 represents an integer from 0 to 4, and A １０ａ and A １０ｂ C is independent １－４ Examples include units that represent alkylene groups;

[0169] More preferably, R １０ is C １－６ Alkyl or C ６－１２ It indicates an aryl group, m10 is an integer from 0 to 2, and A １０ａ and A １０ｂ C is independent ２－４ Examples include units that represent alkylene groups;

[0170] Particularly preferred, R １０ C is a methyl group, etc. １－４ A represents an alkyl group, m10 represents an integer between 0 and 2 (e.g., 0 or 1, especially 0), A １０ａ and A １０ｂ C is independent ２－３ Examples include units that represent alkylene groups.

[0171] Specific dicarboxylic acid components (A5) that form the dicarboxylic acid unit (A5) include, for example, 9,9-bis(carboxyalkyl)fluorene, more specifically, 9,9-bis(2-carboxyethyl)fluorene, 9,9-bis(2-carboxypropyl)fluorene, etc. ２－６ Alkyl)fluorene; preferably 9,9-bis(carboxyC) ２－４ Examples include alkyl fluorenes or their ester-forming derivatives.

[0172] The dicarboxylic acid unit (A5) may be used alone or in combination of two or more types.

[0173] Dicarboxylic acid unit (A6) Dicarboxylic acid unit (A) may or may not contain other dicarboxylic acid units (A6) that are different from dicarboxylic acid units (A1) to (A5) [or do not belong to the category of dicarboxylic acid units (A1) to (A5)] as needed.

[0174] The dicarboxylic acid unit (A6) is not particularly limited and includes, for example, dicarboxylic acid units derived from aromatic dicarboxylic acid components [excluding dicarboxylic acid units (A1), (A2), and (A5)].

[0175] Examples of aromatic dicarboxylic acid components include monocyclic aromatic dicarboxylic acids, polycyclic aromatic dicarboxylic acids, and their ester-forming derivatives.

[0176] Examples of monocyclic aromatic dicarboxylic acids include benzenedicarboxylic acids such as phthalic acid, terephthalic acid, and isophthalic acid; and alkylbenzenedicarboxylic acids, specifically C4-methylisophthalic acid. １－４ Examples include alkylbenzene dicarboxylic acids.

[0177] Examples of polycyclic aromatic dicarboxylic acids include condensed polycyclic aromatic dicarboxylic acids, specifically naphthalenedicarboxylic acids (e.g., 1,2-, 1,4-, 1,5-, 1,8-, 2,3-, or 2,6-naphthalenedicarboxylic acids), anthracenedicarboxylic acids, phenantradicarboxylic acids, and other condensed polycyclic C １０－１４ Allene-dicarboxylic acids, etc.; biphenyldicarboxylic acids such as 2,2'- or 4,4'-biphenyldicarboxylic acids; diarylalkanedicarboxylic acids (for example, diC such as 4,4'-diphenylmethanedicarboxylic acid) ６－１０ Aryl C １－６ Alkanes (dicarboxylic acids, etc.); diaryl ketone dicarboxylic acids [for example, di(C) 4,4'-diphenyl ketone dicarboxylic acid, etc.] ６－１０ [Aryl) ketone-dicarboxylic acids, etc.]; diaryl ether dicarboxylic acids [for example, di(C) 4,4'-diphenyl ether dicarboxylic acid, etc.]; ６－１０ [Aryl) ether-dicarboxylic acids, etc.]; diaryl sulfone dicarboxylic acids [for example, di(C) such as 4,4'-diphenyl sulfone dicarboxylic acid]; ６－１０ Examples include aryl sulfone-dicarboxylic acids, etc.

[0178] The dicarboxylic acid unit (A6) may be present alone or in combination of two or more types.

[0179] The composition ratio of dicarboxylic acid units (A1) to (A2) in a dicarboxylic acid unit (A) (also called A1 / A2) may be, for example, the former / latter (molar ratio) = 1 / 99 to 100 / 0, and preferably in the following increments: 10 / 90 to 90 / 10, 20 / 80 to 80 / 20, and 25 / 75 to 75 / 25. A1 / A2 may be even more preferably in the following increments: 30 / 70 to 95 / 5, 35 / 65 to 90 / 10, 40 / 60 to 90 / 10, 50 / 50 to 85 / 15, 60 / 40 to 80 / 20, and 65 / 35 to 75 / 25, and these ranges may be within the ranges of resins (P1) and (P4) described later. A1 / A2 may more preferably be in the following stepwise ranges: 15 / 85 to 80 / 20, 15 / 85 to 75 / 25, 20 / 80 to 70 / 30, 20 / 80 to 65 / 35, 25 / 75 to 60 / 40, 30 / 70 to 50 / 50, and 35 / 65 to 45 / 55, and these ranges may also be the range of the resin (P2) described later. When the proportion of dicarboxylic acid units (A1) is in a moderate range that is not too small, it tends to suppress a decrease in refractive index and heat resistance, and an increase in birefringence, and when the proportion of dicarboxylic acid units (A2) is in a moderate range that is not too small, it tends to suppress an excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg.

[0180] The ratio of dicarboxylic acid units (A1) to (A3) (also called A1 / A3) may be, for example, the former / latter (molar ratio) = 1 / 99 to 100 / 0, and preferably in the following increments: 10 / 90 to 100 / 0, 30 / 70 to 100 / 0, and 50 / 50 to 100 / 0. A1 / A3 may be even more preferably in the following increments: 30 / 70 to 99 / 1 (for example, 30 / 70 to 95 / 5), 35 / 65 to 98 / 2, 40 / 60 to 97 / 3, 45 / 55 to 96 / 4, 50 / 50 to 95 / 5, 60 / 40 to 90 / 10, 65 / 35 to 85 / 15, and 70 / 30 to 80 / 20, and these ranges may be the range of the resin (P3) described later. When the proportion of dicarboxylic acid units (A1) is within a moderate range and not too low, it tends to suppress the decrease in refractive index and heat resistance, and the increase in birefringence. When the proportion of dicarboxylic acid units (A3) is within a moderate range and not too low, it tends to suppress the excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg.

[0181] The ratio of dicarboxylic acid units (A1) to (A4) (also called A1 / A4) may be, for example, the former / latter (molar ratio) = approximately 1 / 99 to 100 / 0, and preferably in the following increments: 10 / 90 to 100 / 0, 30 / 70 to 100 / 0, 50 / 50 to 100 / 0, and 60 / 40 to 100 / 0. A1 / A4 may more preferably be in the following increments: 30 / 70 to 90 / 10, 40 / 60 to 80 / 20, 45 / 55 to 80 / 20, 50 / 50 to 75 / 25, and 55 / 45 to 70 / 30, and these ranges may be the range of the resin (P4) described later. When the proportion of dicarboxylic acid units (A1) is within a moderate range and not too low, it tends to suppress the decrease in refractive index and heat resistance, and the increase in birefringence. When the proportion of dicarboxylic acid units (A4) is within a moderate range and not too low, it tends to suppress the excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg.

[0182] The ratio of dicarboxylic acid units (A1) to (A5) (also called A1 / A5) may be, for example, the former / latter (molar ratio) = approximately 1 / 99 to 100 / 0, and preferably in the following increments: 10 / 90 to 100 / 0, 30 / 70 to 100 / 0, and 50 / 50 to 100 / 0. A1 / A5 may more preferably be in the following increments: 10 / 90 to 90 / 10, 20 / 80 to 80 / 20, 30 / 70 to 70 / 30, 35 / 65 to 65 / 35, 40 / 60 to 60 / 40, and 45 / 55 to 55 / 45, and these ranges may be the range of the resin (P5) described later. When the proportion of dicarboxylic acid units (A1) is within a moderate range and not too low, it tends to suppress the decrease in refractive index and heat resistance, and the increase in birefringence. Similarly, when the proportion of dicarboxylic acid units (A5) is within a moderate range and not too low, it tends to suppress excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF), glass transition temperature Tg, and birefringence.

[0183] The ratio of dicarboxylic acid units (A2) to (A4) (also called A2 / A4) may be, for example, the former / latter (molar ratio) = 0 / 100 to 100 / 0, and preferably in the following increments: 10 / 90 to 100 / 0, 30 / 70 to 100 / 0, and 40 / 60 to 100 / 0. A2 / A4 may more preferably be in the following increments: 10 / 90 to 70 / 30, 20 / 80 to 60 / 40, 30 / 70 to 50 / 50, and 35 / 65 to 45 / 55, and these ranges may be the range of the resin (P4) described later. When the proportion of dicarboxylic acid units (A2) is within a moderate range and not too low, it tends to maintain or improve a high refractive index while suppressing excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF), birefringence, and glass transition temperature Tg. Similarly, when the proportion of dicarboxylic acid units (A4) is within a moderate range and not too low, it tends to suppress excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg.

[0184] The ratio of dicarboxylic acid units (A1) to the total dicarboxylic acid units (A) (also called A1 / A) may be, for example, about 1 to 100 mol%, and preferably in stages 10 to 90 mol%, 20 to 80 mol%, and 25 to 75 mol%. A1 / A may more preferably be in stages 30 to 95 mol%, 40 to 90 mol%, 50 to 85 mol%, 60 to 80 mol%, and 65 to 75 mol%, and these may be within the range of resin (P1) described later. A1 / A may more preferably be in stages 10 to 75 mol%, 20 to 60 mol%, 30 to 50 mol%, and 35 to 45 mol%, and these may be within the range of resin (P2) described later. A1 / A may more preferably be in the following stepwise ranges: 30-99 mol%, 35-98 mol%, 40-97 mol%, 45-96 mol%, 50-95 mol%, 60-90 mol%, 65-85 mol%, and 70-80 mol%, and these may be within the range of resin (P3) described later. A1 / A may more preferably be in the following stepwise ranges: 30-70 mol%, 35-65 mol%, 40-60 mol%, and 45-55 mol%, and these may be within the range of resins (P4) and (P5) described later. When the proportion of dicarboxylic acid units (A1) is in a moderate range that is not too low, it tends to be easier to reduce birefringence while improving refractive index and heat resistance, and when the proportion of dicarboxylic acid units (A1) is in a moderate range that is not too high, it tends to be easier to suppress an excessive rise in the glass transition temperature Tg.

[0185] The ratio of the total amount of dicarboxylic acid units (A1) and (A2) to the total amount of dicarboxylic acid units (A) (also called A1,2 / A) may be, for example, about 30 mol% or more, and preferably 50 mol% or more (for example 60 mol% or more). More preferably A1,2 / A is 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, and particularly preferably substantially 100 mol%, and these may be within the range of resins (P1) and (P2) described later. When the ratio of the total amount of dicarboxylic acid units (A1) and (A2) is within a moderate range that is not too low, it tends to be easier to satisfy a good balance of properties such as high refractive index, moderate anomalous dispersion characteristics, low birefringence, high heat resistance, and high moldability.

[0186] The ratio of the total amount of dicarboxylic acid units (A1) and (A3) to the total amount of dicarboxylic acid units (A) (also called A1,3 / A) may be, for example, about 20 mol% or more, and preferably 30 mol% or more. More preferably, A1,3 / A is 50 mol% or more, 70 mol% or more, 80 mol% or more, and 90 mol% or more, and particularly preferably substantially 100 mol%, and these may be within the range of resin (P3) described later. When the total amount of dicarboxylic acid units (A1) and (A3) is within a moderate range that is not too low, it tends to be easier to satisfy a good balance of properties such as high refractive index, moderate anomalous dispersion characteristics, low birefringence, high heat resistance, and high moldability.

[0187] The ratio of the total amount of dicarboxylic acid units (A1) and (A5) to the total amount of dicarboxylic acid units (A) (also called A1,5 / A) may be, for example, about 20 mol% or more, and preferably 30 mol% or more. More preferably, A1,5 / A is 50 mol% or more, 70 mol% or more, 80 mol% or more, 90 mol% or more, and particularly preferably substantially 100 mol%, and these may be within the range of resin (P5) described later. When the ratio of the total amount of dicarboxylic acid units (A1) and (A5) is within a moderate range that is not too low, it tends to be easier to satisfy a good balance of properties such as high refractive index, moderate anomalous dispersion characteristics, low birefringence, high heat resistance, and high moldability.

[0188] The ratio of the total amount of dicarboxylic acid units (A1), (A2), and (A3) to the total amount of dicarboxylic acid units (A) (also called A1,2,3 / A) may be, for example, about 30 mol% or more, and preferably 40 mol% or more (for example 50 mol% or more). A1,2,3 / A is more preferably 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, and particularly preferably substantially 100 mol%, and these may be within the range of resin (P3) described later. When the ratio of the total amount of dicarboxylic acid units (A1), (A2), and (A3) is within a moderate range that is not too low, it tends to be easier to satisfy a good balance of properties such as high refractive index, moderate anomalous dispersion characteristics, low birefringence, high heat resistance, and high moldability.

[0189] The ratio of the total amount of dicarboxylic acid units (A1), (A2), and (A4) to the total amount of dicarboxylic acid units (A) (also called A1,2,4 / A) may be, for example, about 30 mol% or more, and preferably 40 mol% or more (for example 50 mol% or more). More preferably A1,2,4 / A is 70 mol% or more, 80 mol% or more, and 90 mol% or more in stages, and particularly preferably substantially 100 mol%, and these may be within the range of resin (P4) described later. When the total amount of dicarboxylic acid units (A1), (A2), and (A4) is within a moderate range that is not too low, it tends to be easier to satisfy a good balance of properties such as high refractive index, moderate anomalous dispersion characteristics, low birefringence, high heat resistance, and high moldability.

[0190] The ratio of the total amount of dicarboxylic acid units (A1), (A2), and (A5) to the total amount of dicarboxylic acid units (A) (also called A1,2,5 / A) may be, for example, about 30 mol% or more, and preferably 40 mol% or more (for example 50 mol% or more). A1,2,5 / A is more preferably 70 mol% or more, 80 mol% or more, 90 mol% or more, and particularly preferably substantially 100 mol%, and these may be within the range of the resin (P5) described later. When the total amount of dicarboxylic acid units (A1), (A2), and (A5) is within a moderate range that is not too low, it tends to be easier to satisfy a good balance of properties such as high refractive index, moderate anomalous dispersion characteristics, low birefringence, high heat resistance, and high moldability.

[0191] The ratio of the total amount of dicarboxylic acid units (A1), (A2), (A3), and (A4) to the total amount of dicarboxylic acid units (A) (also referred to as A1,2,3,4 / A) may be, for example, about 30 mol% or more, and preferably 40 mol% or more (for example 50 mol% or more). More preferably, A1,2,3,4 / A is 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, and particularly preferably substantially 100 mol%, and these may be within the range of resins (P1), (P2), (P3), and (P4) described later. When the ratio of the total amount of dicarboxylic acid units (A1), (A2), (A3), and (A4) is within a moderate range that is not too low, it tends to be easier to satisfy a good balance of properties such as high refractive index, moderate anomalous dispersion characteristics, low birefringence, high heat resistance, and high moldability.

[0192] The ratio of the total amount of dicarboxylic acid units (A1), (A2), (A3), and (A5) to the total amount of dicarboxylic acid units (A) (also called A1,2,3,5 / A) may be, for example, about 30 mol% or more, and preferably 50 mol% or more (for example 60 mol% or more). More preferably A1,2,3,5 / A is 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, and particularly preferably substantially 100 mol%, and these may be within the range of resins (P1), (P2), (P3), and (P5) described later. When the ratio of the total amount of dicarboxylic acid units (A1), (A2), (A3), and (A5) is within a moderate range that is not too low, it tends to be easier to satisfy a good balance of properties such as high refractive index, moderate anomalous dispersion characteristics, low birefringence, high heat resistance, and high moldability.

[0193] The ratio of the total amount of dicarboxylic acid units (A1), (A2), (A3), (A4), and (A5) to the total amount of dicarboxylic acid units (A) (also referred to as A1,2,3,4,5 / A) may be, for example, about 30 mol% or more, and preferably 50 mol% or more (for example 60 mol% or more). A1,2,3,4,5 / A is more preferably 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, and particularly preferably substantially 100 mol%, and these may be within the range of resins (P1), (P2), (P3), (P4), and (P5) described later. When the total proportion of dicarboxylic acid units (A1), (A2), (A3), (A4), and (A5) is within a moderate range that is not too small, it tends to easily satisfy a good balance of properties such as high refractive index, moderate anomalous dispersion characteristics, low birefringence, high heat resistance, and high moldability.

[0194] The ratio of dicarboxylic acid units (A6) to the total dicarboxylic acid units (A) (also called A6 / A) is, for example, about 50 mol% or less, preferably in stages as follows: 30 mol% or less, 20 mol% or less, 15 mol% or less, 10 mol% or less, 5 mol% or less (for example, about 0.1 to 3 mol%), and 1 mol% or less, and it is particularly preferable that it substantially does not contain dicarboxylic acid units (A6).

[0195] The total amount of dicarboxylic acid units (A1) to (A6) may be 100 mol% relative to the total amount of dicarboxylic acid units (A). The total amount of dicarboxylic acid units (A) [total amount of dicarboxylic acid units (A1) to (A6)] may be, for example, 10 mol% or more relative to the total amount of constituent units of the resin (total amount of constituent units derived from all polymer components that make up the resin), and preferably in stages, 20 to 50 mol%, 30 to 50 mol%, and 40 to 50 mol%.

[0196] (Diol Unit (B)) The polyester resin of this disclosure is not particularly limited in type as long as it further includes a dicarboxylic acid unit (A1) and at least one constituent unit selected from the dicarboxylic acid unit (A2) and the diol unit (B1) represented by the following formula (B-1). However, it is preferable to include at least one constituent unit selected from the diol unit (B1) and the diol unit (B2) represented by the following formula (B-2), in order to easily satisfy a good balance of properties such as high refractive index, moderate (moderately high) anomalous dispersion characteristics, high heat resistance, high moldability, and low birefringence. It is even more preferable to include at least a diol unit (B2), in order to more easily suppress an excessive increase in anomalous dispersion characteristics.

[0197] Furthermore, the diol unit (B) may contain at least one diol unit (B3) represented by formula (B-3), which will be described later.

[0198] A preferred diol unit (B) may include at least one constituent unit selected from the diol units (B1) and (B2) (preferably at least diol unit (B2)) and the diol unit (B3).

[0199] Diol unit (B1) The diol unit (B) may or may not contain the diol unit (B1) represented by the following formula (B-1). When the diol unit (B1) is included in combination with the dicarboxylic acid unit (A1), it appears that it is easier to suppress an excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg while maintaining or improving a high refractive index.

[0200]

[0201] (In the formula, A ５ A indicates a direct bond or alkylene group. ６ａ and A ６ｂ R independently represents an alkylene group, n6a and n6b independently represent integers of 0 or greater, and ６ａ and R ６ｂ (Each represents a substituent independently, and m6a and m6b independently represent integers from 0 to 6.)

[0202] In the above formula (B-1), A ５ In formula (A-2), A is the alkylene group (linear or branched alkylene group). ２ Similar examples include the alkylene group exemplified above, as well as other preferred embodiments.

[0203] Preferred A ５ Examples include direct bonds (single bonds) or C １－２ Examples include alkylene groups, more preferably directly bonded or methylene groups, with direct bonding being particularly preferred.

[0204] A ６ａ Or A ６ｂ An alkylene group represented by (linear or branched alkylene group) is, for example, in formula (A-1) above, A １ａ , A １ｂ Similar groups (C) including the alkylene group exemplified as an example and preferred embodiments. ２－６ Examples include alkylene groups, etc. A ６ａ , A ６ｂ A preferred alkylene group represented by C is C ２－４ C such as an alkylene group, more preferably an ethylene group, a propylene group, etc. ２－３ Alkylene groups, especially ethylene groups.

[0205] Alkylene oxy group [-(A ６ａ O) -] or [-( A ６ｂThe number of repetitions (number of added moles) n6a or n6b of O)-] may be selected from integers of approximately 0 to 15, for example, preferably from 0 to 10, 0 to 8, 0 to 6, 0 to 4, and 0 to 2, and more preferably from 0 to 1. Also, if n6a and / or n6b are 1 or more, polymerization reactivity is easily improved, and each may be selected from integers of approximately 1 to 15, for example, preferably from 1 to 10, 1 to 8, 1 to 6, 1 to 4, and 1 to 3, and more preferably from 1 to 2, with 1 being particularly preferred. n6a and n6b may be average values ​​(arithmetic mean) or average number of added moles, and may be selected from a range of approximately 0 to 15, preferably in the following increments: 0 to 10, 0 to 8, 0 to 6, 0 to 4, 0 to 2, 0 to 1; or may be selected from integers of approximately 1 to 15, preferably in the following increments: 1 to 10, 1 to 8, 1 to 6, 1 to 4, 1 to 3, 1 to 2. When n6a and / or n6b are within a moderate range that is not too large, the heat resistance and refractive index tend not to decrease easily.

[0206] Furthermore, n6a and n6b may be the same or different from each other. If n6a is two or more, two or more bases [-(A ６ａ The types of O)-] may be the same or different from each other; if n6b is 2 or more, then 2 or more bases [-(A ６ｂ The types of O)-] may be the same or different from each other. Also, A ６ａ and A ６ｂ The types may be different from each other, but it is preferable that they be the same.

[0207] Base [-O-(A ３ａ O) ｎ３ａ -] and [-O-(A ３ｂ O) ｎ３ｂ The bonding position (substitution position) of the divalent group (i.e., the divalent group that forms the main chain of the resin) to the naphthalene ring is not particularly limited, but the naphthalene ring and A ５ When the bonding position with is designated as position 1, position 2 is preferred.

[0208] R ６ａ or R ６ｂThe substituent represented by may be an inactive (or non-polymerizable) group that is inert to the reaction. ６ａ , R ６ｂ A substituent represented by the above formula (A-1) is, for example, R １ Similar groups, including the substituents exemplified and preferred embodiments, can be cited. ６ａ , R ６ｂ Preferred substituents represented by are hydrocarbon groups such as alkyl groups, and more preferably C １－６ Alkyl group (for example, C such as a methyl group) １－４ It is an alkyl group.

[0209] R ６ａ or R ６ｂ The number of substitutions m6a or m6b is an integer from 0 to 6, for example, an integer from 0 to 4, preferably an integer from 0 to 3, more preferably an integer from 0 to 2, even more preferably 0 or 1, and especially 0. m6a and m6b may be different from each other, but are preferably the same. If m6a is 2 or more, then 2 or more R ６ａ The types may be the same or different from each other; if there are 2 or more m6b, then there are 2 or more R ６ｂ The types may be the same or different from each other. Also, R ６ａ and R ６ｂ The types may be different from each other, but it is preferable that they be the same. ６ａ , R ６ｂ The substitution position is not particularly restricted.

[0210] A typical diol unit (B1) is, in the above formula (B-1), A ５ is a direct bond or C １－４ It shows an alkylene group, A ６ａ and A ６ｂ C is independent ２－６ It represents an alkylene group, and n6a and n6b independently represent integers from 0 to 10, R ６ａ and R ６ｂ m6a and m6b independently represent a halogen atom, hydrocarbon group, alkoxy group, acyl group, nitro group, cyano group, or substituted amino group, and m6a and m6b independently represent an integer from 0 to 3, such as a diol unit;

[0211] Preferably, A ５ is a direct bond or C １－２ It shows an alkylene group, A ６ａ and A ６ｂ C is independent ２－４ It represents an alkylene group, and n6a and n6b independently represent integers from 0 to 4, R ６ａ and R ６ｂ The first element independently represents a hydrocarbon group, and m6a and m6b independently represent integers from 0 to 2, such as diol units;

[0212] More preferably, A ５ A indicates a direct bond or a methylene group. ６ａ and A ６ｂ C is independent ２－３ It represents an alkylene group, and n6a and n6b independently represent integers from 0 to 2, R ６ａ and R ６ｂ Examples include diol units where m6a and m6b independently represent an alkyl group, and m6a and m6b independently represent integers from 0 to 2;

[0213] Particularly preferred is A ５ This indicates a direct bond, A ６ａ and A ６ｂ It is independently a C such as an ethylene group. ２－３ It represents an alkylene group, and n6a and n6b independently represent 0 or 1 (in particular 1), R ６ａ and R ６ｂ These are independently C groups such as methyl groups. １－４ Examples include diol units that represent an alkyl group, where m6a and m6b independently represent 0 or 1.

[0214] Specific diol components (B1) that form a diol unit (B1) include, for example, A ５ Examples include dihydroxy-1,1'-binaphthyl compounds (or dihydroxy-1,1'-binaphthalene compounds) in which the hydroxyl group is directly bonded. Examples of dihydroxy-1,1'-binaphthyl compounds include 2,2'-dihydroxy-1,1'-binaphthyl and other dihydroxy-1,1'-binaphthyl compounds; and bis[hydroxy(poly)alkoxy]-1,1'-binaphthyl compounds.

[0215] Examples of bis[hydroxy(poly)alkoxy]-1,1'-binaphthyl include 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl, 2,2'-bis(2-hydroxypropoxy)-1,1'-binaphthyl, 2,2'-bis[2-(2-hydroxyethoxy)ethoxy]-1,1'-binaphthyl, and other 2,2'-bis[hydroxy(mono or deca)C ２－４ Examples include alkoxy-1,1'-binaphthyl.

[0216] The diol unit (B1) may be used alone or in combination of two or more types.

[0217] Diol Unit (B2) The diol unit (B) may or may not contain the diol unit (B2) represented by the following formula (B-2). When the polyester resin of this disclosure contains a combination of diol units (B2), it appears that it is easier to suppress the decrease in refractive index and glass transition temperature Tg, and it may be easier to suppress the increase in birefringence.

[0218]

[0219] (In the formula, R ７ represents a substituent, m7 represents an integer from 0 to 8, and Z ３ａ and Z ３ｂ A independently shows an arene ring. ７ａ and A ７ｂ R independently represents an alkylene group, n7a and n7b independently represent integers of 0 or greater, and ８ａ and R ８ｂ (where m8a and m8b independently represent substituents, and m8a and m8b independently represent integers greater than or equal to 0.)

[0220] In the above formula (B-2), R ７ The substituent represented by may be a non-reactive group (or a non-polymerizable group). ７ A substituent represented by the above formula (A-1) is, for example, R １ Examples include groups similar to the substituents exemplified above. Typical R ７ Examples include halogen atoms, hydrocarbon groups, and groups [-OR ｈExamples include alkoxy groups, preferably alkyl groups, aryl groups (such as phenyl groups, etc.) ６－１０ Hydrocarbon groups such as aryl groups, and more preferably alkyl groups. Examples of alkyl groups (linear or branched alkyl groups) include methyl groups, ethyl groups, t-butyl groups, etc. １－６ Examples include alkyl groups, such as methyl groups and C １－４ Alkyl alkyl groups are preferred.

[0221] R ７ The number of substitutions m7 is an integer from 0 to 8, an integer from about 0 to 6, preferably an integer from 0 to 4, an integer from 0 to 2, more preferably 0 or 1, or 0 or 2, and especially 0. Note that R in the two benzene rings forming the fluorene ring. ７ The number of each substitution (the number of substitutions at positions 1-4 and the number of substitutions at positions 5-8) may be different from each other, but it is preferable that they be the same. If m7 is 2 or more, then 2 or more R ７ The types may be the same or different from each other, for example, two or more R substituted on one of the two benzene rings that form the fluorene skeleton. ７ The types may be the same or different; both benzene rings may have R ７ When substitution occurs, R is substituted on one of the benzene rings. ７ The type and the R that is substituted on the other benzene ring ７ The types may be different from each other, but it is preferable that they be the same. Also, R ７ The bond position (substitution position) is not particularly limited as long as it is at positions 1 to 8 of the fluorene ring, for example, it may be at positions 2, 3, 2,7, etc.

[0222] Z ３ａ or Z ３ｂ Examples of arene rings (aromatic hydrocarbon rings) represented by this formula include monocyclic arene rings such as benzene rings, and polycyclic arene rings. Examples of polycyclic arene rings include condensed polycyclic arene rings (condensed polycyclic aromatic hydrocarbon rings) and ring-aggregated arene rings (ring-aggregated aromatic hydrocarbon rings).

[0223] As an example of a fused polycyclic arene ring, in formula (A-1) above, Z １ａ , Z １ｂ Examples include fused polycyclic arene rings as exemplified, as well as similar preferred embodiments.

[0224] As an allene ring set, for example, in the above formula (A-1), Z ２ａ , Z ２ｂ Examples include ring sets of arene rings as exemplified, and similar examples including preferred embodiments.

[0225] Z ３ａ , Z ３ｂ A preferred arene ring represented by C ６－１８ C such as an arene ring, more preferably a benzene ring, naphthalene ring, or biphenyl ring. ６－１４ Arene rings, especially C １０－１４ It is an arene ring, and in particular, C such as a naphthalene ring and a biphenyl ring. １０－１２ It is an arene ring (especially a biphenyl ring). Also, Z ３ａ and / or Z ３ｂ This is a condensed polycyclic arene ring (such as a naphthalene ring). １０－１４ (e.g., fused polycyclic arene rings), ring-assembled arene rings (e.g., biphenyl rings) １２－１８ Polycyclic arene rings (especially ring-assembled arene rings such as biphenyl rings) are preferable because they easily satisfy a good balance of properties such as high refractive index, moderate (moderately high) anomalous dispersion characteristics, high heat resistance, high moldability, and low birefringence. ３ａ , Z ３ｂ The arene ring represented by does not necessarily have to be a polycyclic arene ring; for example, it could be a benzene ring, a naphthalene ring, a biphenyl ring, etc. ６－１２ Arene rings (e.g., benzene rings, naphthalene rings, etc.) ６－１０ An arene ring, particularly a benzene ring, may also be preferred. ３ａ and Z ３ｂ The types may be the same or different from each other, but it is preferable that they be the same.

[0226] Note that Z is bonded at the 9-position of the fluorene ring. ３ａ and Z ３ｂThe substitution position is not particularly limited; for example, Z ３ａ , Z ３ｂ If it is a benzene ring, it can be in any position, Z ３ａ , Z ３ｂ If it is a naphthalene ring, then it is at either the 1-position (1-naphthyl) or the 2-position (2-naphthyl), preferably at the 2-position, Z ３ａ , Z ３ｂ If it is a biphenyl ring, it is at one of the positions 2-, 3-, or 4-, preferably 3-.

[0227] A ７ａ Or A ７ｂ An alkylene group represented by (linear or branched alkylene group) is, for example, A in formula (A-1) above. １ａ , A １ｂ Examples include the alkylene group exemplified above, as well as similar preferred embodiments. ７ａ , A ７ｂ A preferred alkylene group represented by C is C ２－４ C such as an alkylene group, more preferably an ethylene group, a propylene group, etc. ２－３ Alkylene groups, especially ethylene groups.

[0228] [-(A ７ａ O) -] or [-( A ７ｂThe number of repeating alkylene oxy groups (number of added moles) n7a and n7b represented by O)-] may be 0 or greater, and may be selected from integers of about 0 to 15, preferably in the following increments: integers from 0 to 10, integers from 0 to 8, integers from 0 to 6, integers from 0 to 4, integers from 0 to 2, and more preferably 0 or 1. In addition, if the number of repeating groups n7a and / or n7b is 1 or greater, polymerization reactivity is easily improved, and may be selected from integers of about 1 to 15, preferably in the following increments: integers from 1 to 10, integers from 1 to 8, integers from 1 to 6, integers from 1 to 4, integers from 1 to 3, and more preferably 1 or 2, with 1 being particularly preferred. n7a and n7b may be average values ​​(arithmetic mean) or average number of added moles, and may be selected from a range of approximately 0 to 15, preferably in stages from 0 to 10, 0 to 8, 0 to 6, 0 to 4, 0 to 2, and 0 to 1; or may be selected from a range of approximately 1 to 15, preferably in stages from 1 to 10, 1 to 8, 1 to 6, 1 to 4, 1 to 3, and 1 to 2. When n7a and / or n7b are within a moderate range that is not too large, it tends to be easier to suppress the decrease in refractive index and heat resistance.

[0229] Furthermore, n7a and n7b may be the same or different from each other. If n7a is 2 or more, 2 or more alkylene oxy groups [-(A ７ａ The types of O)-] may be different from each other, but it is preferable that they be the same; if n7b is 2 or more, 2 or more alkylene oxy groups [-(A ７ｂ The types of O)-] may be different from each other, but it is preferable that they be the same. Also, A ７ａ and A ７ｂ The types may be the same or different from each other, but it is preferable that they be the same.

[0230] Base [-O-(A ７ａ O) ｎ７ａ -], [-O-(A ７ｂ O) ｎ７ｂ -] (i.e., the ether bond forming the main chain) Z ３ａ , Z ３ｂ The substitution position for Z is not particularly limited, ３ａ , Z３ｂ You just need to substitute them in the appropriate positions. Base [-O-(A ７ａ O) ｎ７ａ -], [-O-(A ７ｂ O) ｎ７ｂ -] Z ３ａ , Z ３ｂ The substitution position for Z is Z ３ａ , Z ３ｂ When is a benzene ring, it is preferable to substitute at one of the positions of the phenyl group bonded to the 9-position of the fluorene ring, either the 2-, 3-, or 4-position, and especially at the 3- or 4-position, particularly the 4-position. Also, Z ３ａ , Z ３ｂ When is a naphthalene ring, substitution often occurs at one of the 5-8 position positions of the naphthyl group bonded to the 9-position of the fluorene ring. For example, the 1- or 2-position of the naphthalene ring is substituted for the 9-position of the fluorene ring (substitution in the relationship of 1-naphthyl or 2-naphthyl), and it is preferable that this substitution occurs in the relationship of 1,5-position, 2,6-position, and especially the relationship of 2,6-position. Also, Z ３ａ , Z ３ｂ If the ring set is an arene ring, then the base [-O-(A ７ａ O) ｎ７ａ -], [-O-(A ７ｂ O) ｎ７ｂ The substitution position of -] is not particularly limited; for example, it may be substituted on an arene ring bonded to the 9-position of fluorene or on an arene ring adjacent to this arene ring. For example, Z ３ａ , Z ３ｂ is a biphenyl ring (or Z ３ａ , Z ３ｂ is a benzene ring, m8a and m8b are 1, R ８ａ , R ８ｂ In the case of a phenyl group, it is preferable that the 3-position of the biphenyl ring is bonded to the 9-position of fluorene, and the 6-position of the biphenyl ring is bonded to the group [-O-(A ７ａ O) ｎ７ａ -], [-O-(A ７ｂ O) ｎ７ｂ It is preferable to combine it with -].

[0231] R ８ａ or R ８ｂThe substituent represented by may be a non-reactive group (or a non-polymerizable group). ８ａ , R ８ｂ A substituent represented by the above formula (A-1) is, for example, R １ Similar groups, including the substituents exemplified and preferred embodiments, can be cited. Representative R ８ａ , R ８ｂ Examples include halogen atoms, hydrocarbon groups, and groups [-OR ｈ Examples include alkoxy groups, acyl groups, nitro groups, cyano groups, mono- or disubstituted amino groups, preferably alkyl groups (linear or branched alkyl groups), cycloalkyl groups, aryl groups, aralkyl groups, and other hydrocarbon groups, as well as alkoxy groups (linear or branched alkoxy groups) [-OR ｈ ] are examples, and more preferably C １－６ Alkyl groups such as alkyl groups, aryl groups (such as phenyl groups and C) ６－１０ These include aryl groups, and in particular alkyl groups (such as methyl groups). １－４ (Alkyl alkyl groups, etc.) ８ａ and R ８ｂ The types may be the same or different from each other. Also, R ８ａ , R ８ｂ When R is an aryl group, ８ａ , R ８ｂ These are Z ３ａ , Z ３ｂ They may form a ring-assembled arene ring together.

[0232] R ８ａ or R ８ｂ The number of substitutions m8a or m8b can be any integer greater than or equal to 0, Z ３ａ , Z ３ｂ The appropriate selection can be made depending on the type, and may be an integer of about 0 to 6, preferably an integer of 0 to 4, more preferably an integer of 0 to 2, even more preferably 0 or 1, especially 0. m8a and m8b may be different from each other, but it is preferable that they be the same. Also, if m8a is 2 or more, then 2 or more R ８ａ The types may be the same or different from each other; if there are 2 or more m8b, then there are 2 or more R ８ｂThe types may be the same or different from each other.

[0233] R ８ａ , R ８ｂ The substitution position of Z is not particularly restricted, ３ａ , Z ３ｂ In this, the bond position with the 9-position of the fluorene ring, and the group [-O-(A ７ａ O) ｎ７ａ -], [-O-(A ７ｂ O) ｎ７ｂ Any position other than the bond position with the ether bond forming the main chain (i.e., Z) is acceptable, for example, ３ａ , Z ３ｂ The ether bond in the above-mentioned region may be substituted at the ortho position (the carbon atom adjacent to the bonding position of the ether bond).

[0234] A typical diol unit (B2) is R in the above formula (B-2). ７ is a halogen atom, hydrocarbon group, group [-OR ｈ ] represents an acyl group, nitro group, cyano group, or substituted amino group, and m7 represents an integer from 0 to 2, Z ３ａ and Z ３ｂ A independently represents a benzene ring or a polycyclic arene ring (preferably a polycyclic arene ring), and ７ａ and A ７ｂ C is independent ２－６ It represents an alkylene group, and n7a and n7b independently represent integers from 0 to 10, R ８ａ and R ８ｂ These are independently halogen atoms, hydrocarbon groups, and groups [-OR ｈ Examples include diol units, which represent an acyl group, nitro group, cyano group, or substituted amino group, and where m8a and m8b independently represent integers from 0 to 2;

[0235] Preferably, R ７ represents a hydrocarbon group, m7 represents an integer from 0 to 2, and Z ３ａ and Z ３ｂ These are independently C2 rings such as benzene rings, naphthalene rings, and biphenyl rings. ６－１４ Arene ring (preferably C １０－１４ (Polycyclic arene ring) is shown, A ７ａ and A７ｂ C is independent ２－４ It represents an alkylene group, and n7a and n7b independently represent integers from 0 to 6, R ８ａ and R ８ｂ The first element independently represents a hydrocarbon group, and m8a and m8b independently represent integers from 0 to 2, such as diol units;

[0236] More preferably, R ７ is an alkyl group (C １－６ (Alkyl group, etc.) or aryl group (C ６－１０ (e.g., aryl group), m7 represents an integer from 0 to 2, Z ３ａ and Z ３ｂ These are independently C2 rings such as benzene rings, naphthalene rings, and biphenyl rings. ６－１２ Arene ring (preferably a naphthalene ring, biphenyl ring, etc.) １０－１２ (Polycyclic arene ring) is shown, A ７ａ and A ７ｂ These are independently C groups such as ethylene and propylene. ２－３ It represents an alkylene group, and n7a and n7b independently represent integers from 0 to 2, R ８ａ and R ８ｂ The alkyl group is independent of the alkyl group (C １－６ Examples include diol units that represent an alkyl group (such as an alkyl group) or an aryl group (such as a phenyl group), where m8a and m8b independently represent integers from 0 to 2;

[0237] Particularly preferred, R ７ is an alkyl group (such as a methyl group C) １－４ (e.g., alkyl groups), m7 represents an integer between 0 and 2, Z ３ａ and Z ３ｂ A independently represents a benzene ring, a naphthalene ring, or a biphenyl ring (especially a biphenyl ring), and A ７ａ and A ７ｂ R independently represents an ethylene group, n7a and n7b independently represent 0 or 1, and ８ａ and R ８ｂ These are independently alkyl groups (such as methyl groups and C). １－４ Examples include diol units, where m8a and m8b independently represent integers between 0 and 2 (such as alkyl groups).

[0238] Specific diol components (B2) that form the diol unit (B2) include, for example, 9,9-bis(hydroxyaryl)fluorenes in formula (B-2) where n7a and n7b are 0, and 9,9-bis[hydroxy(poly)alkoxyaryl]fluorenes where n7a and n7b are 1 or more, for example, about 1 to 10.

[0239] In this specification and in the claims, unless otherwise specified, "(poly)alkoxy" is used to mean both alkoxy groups and polyalkoxy groups.

[0240] Examples of 9,9-bis(hydroxyaryl)fluorenes include 9,9-bis(hydroxyphenyl)fluorene, 9,9-bis(alkyl-hydroxyphenyl)fluorene, 9,9-bis(aryl-hydroxyphenyl)fluorene, and 9,9-bis(hydroxynaphthyl)fluorene.

[0241] Examples of 9,9-bis(hydroxyphenyl)fluorene include 9,9-bis(4-hydroxyphenyl)fluorene.

[0242] Examples of 9,9-bis(alkyl-hydroxyphenyl)fluorene include 9,9-bis(4-hydroxy-3-methylphenyl)fluorene, 9,9-bis(4-hydroxy-3,5-dimethylphenyl)fluorene, and other 9,9-bis[(mono or di)C １－４ Examples include alkyl-hydroxyphenyl fluorene.

[0243] Examples of 9,9-bis(aryl-hydroxyphenyl)fluorene include 9,9-bis(4-hydroxy-3-phenylphenyl)fluorene, 9,9-bis(4-hydroxy-3,5-diphenylphenyl)fluorene, and other 9,9-bis[(mono or di)C ６－１０ Examples include aryl-hydroxyphenyl fluorene.

[0244] Examples of 9,9-bis(hydroxynaphthyl)fluorene include 9,9-bis(6-hydroxy-2-naphthyl)fluorene and 9,9-bis(5-hydroxy-1-naphthyl)fluorene.

[0245] Examples of 9,9-bis[hydroxy(poly)alkoxyaryl]fluorenes include 9,9-bis[hydroxy(poly)alkoxyphenyl]fluorene, 9,9-bis[alkyl-hydroxy(poly)alkoxyphenyl]fluorene, 9,9-bis[aryl-hydroxy(poly)alkoxyphenyl]fluorene, and 9,9-bis[hydroxy(poly)alkoxynaphthyl]fluorene.

[0246] Examples of 9,9-bis[hydroxy(poly)alkoxyphenyl]fluorene include 9,9-bis[4-(2-hydroxyethoxy)phenyl]fluorene, 9,9-bis[4-(2-hydroxypropoxy)phenyl]fluorene, and other 9,9-bis[hydroxy(mono or deca)C ２－４ Examples include alkoxyphenyl fluorene.

[0247] Examples of 9,9-bis[alkyl-hydroxy(poly)alkoxyphenyl]fluorene include 9,9-bis[4-(2-hydroxyethoxy)-3-methylphenyl]fluorene, 9,9-bis[4-(2-hydroxyethoxy)-3,5-dimethylphenyl]fluorene, 9,9-bis[4-(2-hydroxypropoxy)-3-methylphenyl]fluorene, and 9,9-bis[(mono or di)C １－４ Alkyl-hydroxy(mono or deca)C ２－４ Examples include alkoxyphenyl fluorene.

[0248] Examples of 9,9-bis[aryl-hydroxy(poly)alkoxyphenyl]fluorene include 9,9-bis[4-(2-hydroxyethoxy)-3-phenylphenyl]fluorene, 9,9-bis[4-(2-hydroxypropoxy)-3-phenylphenyl]fluorene, 9,9-bis[4-(2-hydroxyethoxy)-3,5-diphenylphenyl]fluorene, and 9,9-bis[(mono or di)C ６－１０ Aryl-hydroxy(mono or deca) C ２－４ Examples include alkoxyphenyl fluorene.

[0249] Examples of 9,9-bis[hydroxy(poly)alkoxynaphthyl]fluorene include 9,9-bis[6-(2-hydroxyethoxy)-2-naphthyl]fluorene, 9,9-bis[5-(2-hydroxyethoxy)-1-naphthyl]fluorene, 9,9-bis[6-(2-hydroxypropoxy)-2-naphthyl]fluorene, etc. ２－４ Examples include alkoxy-naphthyl fluorene.

[0250] The diol unit (B2) may be used alone or in combination of two or more types. For example, in the above formula (B-2), Z ３ａ and Z ３ｂ is a condensed polycyclic arene ring (e.g., C １０－１４ A diol unit (B2-1) which is a condensed polycyclic arene ring, preferably a naphthalene ring; Z ３ａ and Z ３ｂ are ring sets of allene rings (e.g., C １２－１８ A diol unit (B2-2), which is a ring-assembled arene ring (preferably a biphenyl ring), may be combined with it. Note that in diol units (B2-1) and (B2-2), Z ３ａ , Z ３ｂ Other preferred embodiments (such as the skeleton, substituents, their number and bond positions, and combinations thereof) are the same as those for the preferred embodiments of the diol unit (B2) described above.

[0251] The ratio of diol units (B2-1) to (B2-2) (also called B2-1 / B2-2) may be, for example, the former / latter (molar ratio) = 0 / 100 to 100 / 0, and preferably in stages as follows: 0 / 100 to 90 / 10, 0 / 100 to 70 / 30, 0 / 100 to 50 / 50, and 0 / 100 to 40 / 60. B2-1 / B2-2 may more preferably be in stages as follows: 10 / 90 to 60 / 40, 10 / 90 to 55 / 45, 15 / 85 to 50 / 50, 20 / 80 to 45 / 55, and 25 / 75 to 40 / 60, and these ranges may be the range of the resin (P2) described later. B2-1 / B2-2 may more preferably be in the following increments: 0 / 100 to 30 / 70, 0 / 100 to 20 / 80, 0 / 100 to 15 / 85, and 0 / 100 to 10 / 90, and these ranges may also be the range of the resin (P3) described later. B2-1 / B2-2 may more preferably be in the following increments: 30 / 70 to 100 / 0, 50 / 50 to 100 / 0, 70 / 30 to 100 / 0, 80 / 20 to 100 / 0, 90 / 10 to 100 / 0, and 95 / 5 to 100 / 0, and these ranges may also be the range of the resin (P5) described later. When the proportion of diol units (B2-1) is within a moderate range and not too low, it tends to improve refractive index and heat resistance. Conversely, when the proportion of diol units (B2-2) is within a moderate range and not too low, it tends to suppress excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg.

[0252] Note Z ３ａ and Z ３ｂ The ratio of diol units that are polycyclic arene rings [especially the total amount of diol units (B2-1) and (B2-2)] to the total amount of diol units (B2) (also called B2-1, B2-2 / B2) is, for example, 10 mol% or more (for example, about 30 to 100 mol%), preferably in stages below 50 mol% or more, 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, and particularly preferably substantially 100 mol%.

[0253] Note that the diol unit (B2) is Z ３ａ and Z ３ｂ This is a condensed polycyclic arene ring (for example, a naphthalene ring, etc.). １０－１４Diol units (B2-1) which are condensed polycyclic arene rings, and / or Z ３ａ and Z ３ｂ are ring-assembled arene rings (for example, biphenyl rings and other C rings) １２－１８ It may also contain a diol unit (B2-2) which is a ring set (arene ring), Z ３ａ and Z ３ｂ It may also contain a diol unit (B2-3) which is a monocyclic arene ring such as a benzene ring. Furthermore, in the diol unit (B2-3), Z ３ａ , Z ３ｂ Other preferred embodiments (such as the skeleton, substituents, their number and bond positions, and combinations thereof) are the same as those for the preferred embodiments of the diol unit (B2) described above.

[0254] Z for the entire diol unit (B2) ３ａ and Z ３ｂ This is a condensed polycyclic arene ring (for example, a naphthalene ring, etc.). １０－１４ The ratio of diol units (B2-1) which are condensed polycyclic arene rings (also called B2-1 / B2) may be selected from the range of 0 to 100 mol%, and may be, for example, 10 mol% or more (for example, 20 to 100 mol%). Preferably, B2-1 / B2 is 30 mol% or more, 50 mol% or more, 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, and is particularly preferably substantially 100 mol%, and these ranges may be within the range of resins (P3) and (P5) described later.

[0255] Z for the entire diol unit (B2) ３ａ and Z ３ｂ are ring-assembled arene rings (for example, biphenyl rings and other C rings) １２－１８The proportion of diol units (B2-2) which are ring-assembled arene rings (also called B2-2 / B2) may be selected from the range of 0 to 100 mol%, for example, 10 mol% or more (for example, 20 to 100 mol%). Preferably, B2-2 / B2 is 30 mol% or more, 50 mol% or more, 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, and especially preferably substantially 100 mol%, and these ranges may be within the range of resins (P1) and (P3) described later.

[0256] Z for the entire diol unit (B2) ３ａ and Z ３ｂ The ratio of diol units (B2-3) where the diol unit is a monocyclic arene ring (e.g., a benzene ring) (also called B2-3 / B2) may be selected from the range of 0 to 100 mol%, and may be, for example, 10 mol% or more (e.g., 20 to 100 mol%). Preferably, B2-3 / B2 is 30 mol% or more, 50 mol% or more, 70 mol% or more, 80 mol% or more, 90 mol% or more, 95 mol% or more, and particularly preferably substantially 100 mol%, and these ranges may be the range of the resin (P3) described later.

[0257] Diol Unit (B3) The diol unit (B) may or may not contain the diol unit (B3) represented by the following formula (B-3). When the polyester resin of this disclosure contains a combination of diol units (B3), the polymerization reaction tends to proceed efficiently, making it easier to adjust to a high molecular weight.

[0258]

[0259] (In the formula, A ８ (where represents an alkylene group, and n8 represents an integer greater than or equal to 1.)

[0260] In the above formula (B-3), A ８ Examples of alkylene groups (linear or branched alkylene groups) represented by include ethylene, propylene, trimethylene, 1,2-butanediyl, 1,3-butanediyl, tetramethylene, 1,5-pentanediyl, 1,6-hexanediyl, 1,8-octanediyl, and 1,10-decanediyl groups.２－１２ Examples include alkylene groups, and preferably in the following steps, C ２－１０ Alkylene group, C ２－８ Alkylene group, C ２－６ Alkylene group, C ２－４ The group is an alkylene group, and more preferably a carbon group such as an ethylene group or a propylene group. ２－３ An alkylene group is preferred, with an ethylene group being particularly preferred. ８ When the number of carbon atoms in the alkylene group represented by is within a moderate range and not too large, polymerization reactions tend to proceed efficiently, making it easier to adjust to high molecular weight.

[0261] Alkylene oxy group [-(A ８ The number of repeating groups n8 in O)-] may be selected from integers of about 1 to 10, for example, preferably from integers of 1 to 4, 1 to 3, and 1 to 2, with 1 being particularly preferred. The number of repeating groups n8 may also be an average value (arithmetic mean or arithmetic mean), for example in the range of about 1 to 10, preferably from 1 to 4, 1 to 3, and 1 to 2, in stages. When n8 is within a moderate range that is not too large, it tends to suppress a decrease in refractive index and heat resistance. When n8 is 2 or more, 2 or more alkylene oxy groups [-(A ８ The types of O)-] may be the same or different from each other, but it is particularly preferable that they be the same.

[0262] A typical diol unit (B3) is, in the above formula (B-3), A ８ is C ２－６ Examples include diol units that represent an alkylene group, where n8 is an integer from 1 to 10; preferably, A ８ is C ２－６ Examples include diol units that represent an alkylene group, where n8 is an integer from 1 to 4; more preferably, A ８ is C ２－４ Examples include diol units that represent an alkylene group, where n8 is an integer from 1 to 3 (preferably an integer from 1 to 2); particularly preferably, A ８ is C ２－３ Examples include diol units that represent an alkylene group (particularly an ethylene group) and where n8 is 1.

[0263] As specific diol components (B3) forming the diol unit (B3), for example, alkanediols (or alkylene glycols), polyalkane diols (or polyalkylene glycols), etc. may be mentioned.

[0264] As the alkylene glycol, for example, in the formula (B-3), when n8 is 1, A ８ is a linear or branched alkylene glycol corresponding to the exemplified alkylene group, specifically, ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butanediol, 1,3-butanediol, tetramethylene glycol (or 1,4-butanediol), 1,5-pentanediol, neopentyl glycol, 1,6-hexanediol, 1,8-octanediol, 1,10-decanediol, etc., C ２－１２ alkylene glycols, etc. may be mentioned, and the preferred embodiment is the same corresponding to the alkylene group A ８ as described above.

[0265] As the polyalkylene glycol, for example, in the formula (B-3), when n8 is 2 or more, preferably 2 to 10, more preferably 2 to 6, still more preferably 2 to 4, and A ８ is a poly linear or branched alkylene glycol corresponding to the exemplified alkylene group, specifically, diethylene glycol, dipropylene glycol, triethylene glycol, etc., di- to deca C ２－１２ alkylene glycols, etc. may be mentioned, preferably di- to hexa C ２－６ alkylene glycols, still more preferably di- to tetra C ２－４ alkylene glycols such as triethylene glycol may be mentioned.

[0266] The diol unit (B3) may be contained alone or in combination of two or more.

[0267] Diol unit (B4) Incidentally, the diol unit (B) may or may not contain, as necessary, another diol unit (B4) that is different from the diol units (B1), (B2) and (B3) [or does not belong to the category of the diol units (B1) to (B3)].

[0268] The diol unit (B4) is not particularly limited and can include, for example, aromatic diol components [excluding diol components (B1) and (B2)], alicyclic diol components, and constituent units derived from alkylene oxide (or alkylene carbonate, haloalkanol) adducts of these diol components.

[0269] Examples of aromatic diol components [excluding diol components (B1) and (B2)] include dihydroxyarenes such as hydroquinone and resorcinol; aromatic aliphatic diols such as benzenedimethanol; bisphenols such as bisphenol A, bisphenol F, bisphenol AD, bisphenol C, bisphenol G, and bisphenol S; and biphenols such as p,p'-biphenol.

[0270] Examples of alicyclic diol components include cycloalkanediols such as cyclohexanediol; bis(hydroxyalkyl)cycloalkanes such as cyclohexanedimethanol; and hydrogenations of the above aromatic diol components such as hydrogenated bisphenol A.

[0271] Examples of alkylene oxide (corresponding alkylene carbonate or haloalkanol) adducts of these diol components include, for example, C ２－４ alkylene oxide adducts, preferably ethylene oxide adducts, propylene oxide adducts, etc. ２－３ Examples include alkylene oxide adducts, and the number of moles added is not particularly limited. Specifically, examples include adducts in which approximately 2 to 10 moles of ethylene oxide are added to 1 mole of bisphenol A.

[0272] The diol unit (B4) may be present alone or in combination of two or more types.

[0273] The composition ratio of diol units (B1) to (B2) in diol unit (B) (also called B1 / B2) may be selected from a range such as former / latter (molar ratio) = 0 / 100 to 100 / 0, and preferably in the following increments: 10 / 90 to 95 / 5, 20 / 80 to 90 / 10, 30 / 70 to 80 / 20, 40 / 60 to 75 / 25, 45 / 55 to 70 / 30, and 50 / 50 to 65 / 35. B1 / B2 may more preferably be in the following increments: 20 / 80 to 90 / 10, 30 / 70 to 80 / 20, 35 / 65 to 75 / 25, 40 / 60 to 70 / 30, 45 / 55 to 65 / 35, and 50 / 50 to 60 / 40, and these ranges may also be the range of resin (P1) described later. B1 / B2 may more preferably be in the following increments: 30 / 70 to 99.5 / 0.5, 40 / 60 to 99 / 1, 50 / 50 to 99 / 1, 60 / 40 to 98 / 2, 70 / 30 to 97 / 3, 80 / 20 to 95 / 5, and 85 / 15 to 93 / 7, and these ranges may also be the range of the resin (P3) described later. B1 / B2 may more preferably be in the following increments: 30 / 70 to 90 / 10, 40 / 60 to 85 / 15, 45 / 55 to 80 / 20, 50 / 50 to 75 / 25, and 55 / 45 to 70 / 30, and these ranges may also be the range of the resin (P5) described later. When the proportion of diol units (B1) is within a moderate range and not too low, it tends to be easier to maintain or improve a high refractive index while suppressing excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg, and also easier to reduce birefringence. When the proportion of diol units (B2) is within a moderate range and not too low, it tends to be easier to suppress decreases in refractive index and glass transition temperature Tg, suppress increases in birefringence, and also easier to suppress excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg.

[0274] The ratio of diol units (B1) to (B3) (also called B1 / B3) may be selected from a range such as former / latter (molar ratio) = 0 / 100 to 100 / 0, and preferably in the following increments: 10 / 90 to 99.9 / 0.1, 30 / 70 to 99 / 1, 50 / 50 to 98 / 2, 60 / 40 to 96 / 4, and 70 / 30 to 95 / 5. B1 / B3 may more preferably be in the following increments: 50 / 50 to 98 / 2, 60 / 40 to 95 / 5, 70 / 30 to 93 / 7, and 75 / 25 to 90 / 10, and these ranges may be the range of the resin (P1) described later. B1 / B3 may more preferably be in the following steps: 50 / 50 to 99 / 1, 60 / 40 to 98 / 2, 65 / 35 to 97 / 3, 70 / 30 to 97 / 3, 72 / 28 to 96 / 4 (e.g., 75 / 25 to 90 / 10), 80 / 20 to 95 / 5, 85 / 15 to 93 / 7, and these ranges may also be the range of the resin (P3) described later. B1 / B3 may more preferably be in the following steps: 50 / 50 to 90 / 10, 60 / 40 to 80 / 20, 65 / 35 to 75 / 25, and these ranges may also be the range of the resins (P4) and (P5) described later. When the proportion of diol units (B1) is within a moderate range and not too low, it tends to be easier to suppress excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg while maintaining or improving a high refractive index, and it also tends to be easier to reduce birefringence. When the proportion of diol units (B3) is within a moderate range and not too low, it tends to improve polymerization reactivity and thus improve molecular weight, etc.

[0275] The ratio of diol units (B2) to (B3) (also called B2 / B3) may be selected from a range such as former / latter (molar ratio) = 0 / 100 to 100 / 0, and preferably in the following increments: 10 / 90 to 99.9 / 0.1, 30 / 70 to 99 / 1, 50 / 50 to 98 / 2, 60 / 40 to 95 / 5, 70 / 30 to 93 / 7, and 80 / 20 to 90 / 10. B2 / B3 may more preferably be in the following increments: 50 / 50 to 98 / 2, 60 / 40 to 95 / 5, 65 / 35 to 95 / 5, 70 / 30 to 90 / 10, and 75 / 25 to 85 / 15, and these ranges may be the range of the resin (P1) described later. B2 / B3 may more preferably be in the following increments: 50 / 50 to 99.9 / 0.1, 70 / 30 to 99 / 1, 75 / 25 to 98 / 2, 80 / 20 to 97 / 3, and 85 / 15 to 95 / 5, and these ranges may also be the range of the resin (P2) described later. B2 / B3 may more preferably be in the following increments: 25 / 75 to 95 / 5 (e.g., 25 / 75 to 70 / 30), 30 / 70 to 90 / 10 (e.g., 30 / 70 to 60 / 40), 35 / 65 to 75 / 25 (e.g., 35 / 65 to 55 / 45), 40 / 60 to 65 / 35, and 45 / 55 to 55 / 45, and these ranges may also be the range of the resin (P3) described later. B2 / B3 may more preferably be in the following stepwise ranges: 30 / 70 to 90 / 10, 40 / 60 to 80 / 20, 45 / 55 to 75 / 25, 50 / 50 to 70 / 30, and 55 / 45 to 65 / 35, and these ranges may also be the range of the resin (P5) described later. When the proportion of diol units (B2) is in a moderate range that is not too small, it tends to be easier to suppress the decrease in refractive index and glass transition temperature Tg, to suppress the increase in birefringence, and to suppress an excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg. When the proportion of diol units (B3) is in a moderate range that is not too small, it tends to be easier to improve polymerization reactivity and improve molecular weight, etc.

[0276] The ratio of the total amount of diol units (B1) and (B2) to the diol unit (B3) (also called B1,2 / B3) can be selected from a range such as former / latter (molar ratio) = 0 / 100 to 100 / 0, and preferably in the following increments: 10 / 90 to 99.9 / 0.1, 30 / 70 to 99.9 / 0.1, 50 / 50 to 99.5 / 0.5, 60 / 40 to 99 / 1, 65 / 35 to 97 / 3, and 70 / 30 to 95 / 5. B1,2 / B3 may more preferably be in the following steps: 50 / 50 to 99.9 / 0.1, 60 / 40 to 99.5 / 0.5, 65 / 35 to 99 / 1, 70 / 30 to 99 / 1, 75 / 25 to 98 / 2, 80 / 20 to 97 / 3, and 85 / 15 to 95 / 5, and these ranges may also be the ranges of resins (P1) and (P2) described later. B1,2 / B3 may more preferably be in the following steps: 50 / 50 to 99.9 / 0.1, 60 / 40 to 99.5 / 0.5, 65 / 35 to 99 / 1, 70 / 30 to 99 / 1, 75 / 25 to 99 / 1, 80 / 20 to 97 / 3, 85 / 15 to 95 / 5, and 85 / 15 to 93 / 7, and these ranges may also be the ranges of resin (P3) described later. B1,2 / B3 may more preferably be in the following increments: 50 / 50 to 90 / 10, 60 / 40 to 80 / 20, and 65 / 35 to 75 / 25, and these ranges may also be the range of the resin (P4) described later. B1,2 / B3 may more preferably be in the following increments: 50 / 50 to 99 / 1, 60 / 40 to 97 / 3, 65 / 35 to 95 / 5, 70 / 30 to 90 / 10, and 75 / 25 to 85 / 15, and these ranges may also be the range of the resin (P5) described later. When the total proportion of diol units (B1) and (B2) is within a moderate range and not too low, it tends to be easier to suppress excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg, and to suppress increases in birefringence, while maintaining or improving a high refractive index. When the proportion of diol units (B3) is within a moderate range and not too low, it tends to improve polymerization reactivity and thus improve molecular weight, etc.

[0277] The ratio of the total amount of diol units (B1) and (B2) to the total amount of diol units (B) (also called B1,2 / B) may be selected from a range of, for example, 0 to 100 mol%, and preferably in the following increments: 10 to 99.9 mol%, 30 to 99.9 mol%, 50 to 99.5 mol%, 60 to 99 mol%, 65 to 97 mol%, and 70 to 95 mol%. B1,2 / B may more preferably be in the following increments: 50 to 99.9 mol%, 60 to 99.5 mol%, 65 to 99 mol%, 70 to 99 mol%, 80 to 97 mol%, and 85 to 95 mol%, and these ranges may be the ranges of resins (P1) and (P2) described later. B1,2 / B may more preferably be in the following stepwise ranges: 50-99.9 mol%, 60-99.5 mol%, 65-99 mol%, 70-99 mol%, 75-99 mol%, 80-97 mol%, 85-95 mol%, and 85-93 mol%, and these ranges may also be within the range of resin (P3) described later. B1,2 / B may more preferably be in the following stepwise ranges: 50-90 mol%, 60-80 mol%, and 65-75 mol%, and these ranges may also be within the range of resin (P4) described later. B1,2 / B may more preferably be in the following stepwise ranges: 50-99 mol%, 60-97 mol%, 65-95 mol%, 70-90 mol%, and 75-85 mol%, and these ranges may also be within the range of resin (P5) described later. When the total proportion of diol units (B1) and (B2) is within a moderate range that is not too small, it tends to be easier to maintain or improve a high refractive index while suppressing excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg, and also easier to suppress increases in birefringence.

[0278] The ratio of the total amount of diol units (B1), (B2), and (B3) to the total amount of diol units (B) (also called B1,2,3 / B) may be selected from a range of, for example, 10 mol% or more (for example, 30 to 100 mol%), preferably in stages below 50 mol% or more, 60 mol% or more, 70 mol% or more, 80 mol% or more, 90 mol% or more, and 95 mol% or more, and in particular, it is preferable that it is substantially 100 mol%. When the ratio of the total amount of diol units (B1), (B2), and (B3) is in a moderate range that is not too low, it tends to be easier to satisfy a good balance of properties such as high refractive index, moderate anomalous dispersion characteristics, low birefringence, high heat resistance, high moldability, and high molecular weight.

[0279] The ratio of diol units (B4) to the total diol units (B) (also called B4 / B) is, for example, 50 mol% or less, preferably in stages as follows: 30 mol% or less, 20 mol% or less, 15 mol% or less, 10 mol% or less, 5 mol% or less (for example, about 0.1 to 3 mol%), and 1 mol% or less, and it is particularly preferable that it substantially contains no diol units (B4).

[0280] The total amount of diol units (B1) to (B4) may be 100 mol% relative to the total amount of diol units (B). Also, the proportion of diol units (B) [total amount of diol units (B1) to (B4)] may be, for example, 10 mol% or more relative to the total amount of constituent units of the resin (total amount of constituent units derived from all polymer components that make up the resin), and preferably in stages, 20-50 mol%, 30-50 mol%, and 40-50 mol%.

[0281] Furthermore, the ratio of dicarboxylic acid units (A) to diol units (B) in the polyester resin is preferably approximately equimolar, with a molar ratio of 1 / 0.8 to 1 / 1.2, more preferably 1 / 0.9 to 1 / 1.1.

[0282] The composition ratio of dicarboxylic acid units (A1), (A2), and diol units (B1) The ratio of dicarboxylic acid units (A1) to diol units (B1) (also called A1 / B1) may be selected from a range of approximately 1 / 99 to 100 / 0, for example, the former / latter (molar ratio) = 1 / 99 to 100 / 0, preferably in the following increments: 10 / 90 to 100 / 0, 30 / 70 to 100 / 0, and 40 / 60 to 100 / 0. A1 / B1 may be even more preferably in the following increments: 25 / 75 to 90 / 10, 35 / 65 to 80 / 20, 40 / 60 to 75 / 25, 45 / 55 to 70 / 30, and 50 / 50 to 65 / 35, and these ranges may also be the range of the resin (P1) described later. A1 / B1 may more preferably be in the following increments: 20 / 80 to 80 / 20, 25 / 75 to 75 / 25, 30 / 70 to 70 / 30, 35 / 65 to 65 / 35, 40 / 60 to 60 / 40, and 45 / 55 to 55 / 45, and these ranges may also be the ranges of resins (P3) and (P5) described later. A1 / B1 may more preferably be in the following increments: 10 / 90 to 70 / 30, 20 / 80 to 60 / 40, 25 / 75 to 55 / 45, 30 / 70 to 50 / 50, and 35 / 65 to 45 / 55, and these ranges may also be the ranges of resin (P4) described later. When the proportion of dicarboxylic acid units (A1) is within a moderate range and not too low, it tends to be easier to reduce birefringence while improving refractive index and heat resistance. When the proportion of diol units (B1) is within a moderate range and not too low, it tends to be easier to suppress excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg, and to reduce birefringence, while maintaining or improving a high refractive index.

[0283] The ratio of dicarboxylic acid units (A2) to diol units (B1) (also called A2 / B1) may be selected from a range of approximately 0 / 100 to 100 / 0, for example, with a molar ratio of 0 / 100 to 100 / 0. Preferably, the ratio is 10 / 90 to 90 / 10, 15 / 85 to 70 / 30, and 20 / 80 to 50 / 50. A2 / B1 may be even more preferably 10 / 90 to 70 / 30, 15 / 85 to 65 / 35, 20 / 80 to 60 / 40, 20 / 80 to 55 / 45, 25 / 75 to 50 / 50, and 30 / 70 to 45 / 55, and these ranges may also be the range of the resin (P1) described later. A2 / B1 may more preferably be in the following stepwise ranges: 5 / 95 to 40 / 60, 10 / 90 to 35 / 65, and 15 / 85 to 30 / 70, and these ranges may also be within the range of the resin (P4) described later. When the proportions of dicarboxylic acid units (A2) and diol units (B1) are within a moderate range where neither is too small, it seems that it is easier to suppress excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg, and to reduce birefringence, while maintaining or improving a high refractive index.

[0284] The ratio of dicarboxylic acid units (A1) to the total amount of dicarboxylic acid units (A2) and diol units (B1) (also called A1 / A2 and B1) can be selected from a range such as former / latter (molar ratio) = 1 / 99 to 100 / 0, and preferably in the following increments: 10 / 90 to 90 / 10, 15 / 85 to 75 / 25, 20 / 80 to 65 / 35, 25 / 75 to 60 / 40, and 30 / 70 to 55 / 45. A1 / A2,B1 may more preferably be in the following stepwise ranges: 10 / 90 to 80 / 20, 15 / 85 to 70 / 30, 20 / 80 to 65 / 35, 25 / 75 to 65 / 35, 30 / 70 to 60 / 40, 35 / 65 to 55 / 45, and 40 / 60 to 50 / 50, and these ranges may also be the range of the resin (P1) described later. A1 / A2,B1 may more preferably be in the following stepwise ranges: 10 / 90 to 80 / 20, 15 / 85 to 75 / 25, 20 / 80 to 70 / 30, 20 / 80 to 65 / 35, 25 / 75 to 60 / 40, 25 / 75 to 55 / 45, 30 / 70 to 50 / 50, and 35 / 65 to 45 / 55, and these ranges may also be the range of the resin (P2) described later. A1 / A2,B1 may more preferably be in the following stepwise ranges: 10 / 90 to 90 / 10, 20 / 80 to 80 / 20, 25 / 75 to 75 / 25, 30 / 70 to 70 / 30, 35 / 65 to 65 / 35, 40 / 60 to 60 / 40, and 45 / 55 to 55 / 45, and these ranges may also be within the ranges of resins (P3) and (P5) described later. A1 / A2,B1 may more preferably be in the following stepwise ranges: 10 / 90 to 70 / 30, 20 / 80 to 60 / 40, 20 / 80 to 50 / 50, 25 / 75 to 45 / 55, and 30 / 70 to 40 / 60, and these ranges may also be within the ranges of resin (P4) described later. When the proportion of dicarboxylic acid units (A1) is within a moderate range and not too low, it tends to be easier to reduce birefringence while improving refractive index and heat resistance. When the total proportion of dicarboxylic acid units (A2) and diol units (B1) is within a moderate range and not too low, it tends to be easier to suppress excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg, and to reduce birefringence, while maintaining or improving a high refractive index.

[0285] The ratio of the total amount of dicarboxylic acid units (A1), (A2), and diol units (B1) to the total amount of dicarboxylic acid units (A) and diol units (B) (also referred to as A1,2,B1 / A,B) may be, for example, about 10 to 100 mol%, and preferably in the following increments: 20 to 98 mol%, 30 to 95 mol%, 35 to 90 mol%, 40 to 85 mol%, 45 to 80 mol%, and 50 to 75 mol%. A1,2,B1 / A,B may more preferably be in the following increments: 50 to 99 mol%, 55 to 95 mol%, 60 to 90 mol%, 65 to 85 mol%, and 70 to 80 mol%, and these ranges may be the range of the resin (P1) described later. A1,2,B1 / A,B may more preferably be in the following stepwise ranges: 10-90 mol%, 20-80 mol%, 30-70 mol%, 35-65 mol%, 40-60 mol%, and 45-55 mol%, and these ranges may also be within the ranges of resins (P2) and (P5) described later. A1,2,B1 / A,B may more preferably be in the following stepwise ranges: 20-99 mol%, 30-99 mol%, 35-98 mol%, 40-97 mol%, 50-95 mol%, 60-93 mol%, 65-90 mol%, 70-85 mol%, and 70-80 mol%, and these ranges may also be within the ranges of resin (P3) described later. A1,2,B1 / A,B may more preferably be in the following stepwise ranges: 50-90 mol%, 55-85 mol%, 60-80 mol%, and 65-75 mol%, and these ranges may also be within the range of the resin (P4) described later. When the total proportion of dicarboxylic acid units (A1), (A2) and diol units (B1) is within a moderate range that is not too low, it tends to be easier to suppress excessive increases in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) and glass transition temperature Tg, and to suppress increases in birefringence, while maintaining or improving a high refractive index. When it is within a moderate range that is not too high, it tends to be easier to satisfy high refractive index, moderate (moderately high) anomalous dispersion characteristics, high heat resistance, high moldability, and low birefringence in a more balanced manner.

[0286] (Carbonate unit (C)) The polyester resin may be a polyester carbonate resin that, in addition to dicarboxylic acid units (A) and diol units (B), optionally further contains carbonate units (C).

[0287] In this specification and in the claims, "carbonate unit" means a constituent unit derived from a carbonate bond-forming component that can form a carbonate bond [-O-C(=O)-O-] through reaction with a diol component, i.e., a carbonyl group [-C(=O)-]. In other words, a carbonate unit (carbonyl group) can form a carbonate bond together with the terminal oxygen atoms of two adjacent diol units.

[0288] Therefore, the carbonate bond-forming component (C) can be any compound capable of forming a carbonate bond through reaction with the diol component. Typical carbonate bond-forming components (C) include, for example, phosgenes such as phosgene and triphosgene, and diesters of carbonates such as diphenyl carbonate.

[0289] These carbonate bond-forming components (C) can be used individually or in combination of two or more. Of these carbonate bond-forming components (C), diphenyl carbonate and other diesters are preferred from the viewpoint of safety and other factors.

[0290] The ratio of the total amount of dicarboxylic acid units (A) and carbonate units (C) in the resin to the diol units (B) is preferably approximately equimolar, with a molar ratio of 1 / 0.8 to 1 / 1.2, more preferably 1 / 0.9 to 1 / 1.1. The ratio of dicarboxylic acid units (A) to carbonate units (C) (also called A / C) may be selected from a range of approximately 100 / 0 to 1 / 99, for example, 90 / 10 to 10 / 90, and preferably in stages from 80 / 20 to 20 / 80, 70 / 30 to 30 / 70, and 60 / 40 to 40 / 60.

[0291] (Other constituent units (D)) The polyester resin does not necessarily have to contain other constituent units (D) different from the dicarboxylic acid units (A), diol units (B), and carbonate units (C), but may contain them as necessary, to the extent that it does not impair the effects of the present disclosure.

[0292] Other constituent units (D) are not particularly limited and include, for example, constituent units derived from hydroxycarboxylic acid components or lactone components, polyfunctional polymer components having three or more polymerizable groups (carboxyl groups and / or hydroxyl groups), diamine components, aminocarboxylic acid components or lactam components, diisocyanate components, etc., with constituent units derived from hydroxycarboxylic acid components or lactone components, or polyfunctional polymer components having three or more polymerizable groups (carboxyl groups and / or hydroxyl groups), etc.

[0293] Examples of hydroxycarboxylic acid components include aromatic hydroxycarboxylic acids such as hydroxybenzoic acid; aliphatic hydroxycarboxylic acids (hydroxyalkanoic acids) such as lactic acid, 3-hydroxybutyric acid, and 6-hydroxyhexanoic acid; and ester-forming derivatives thereof. Examples of corresponding lactone components include lactones corresponding to hydroxyalkanoic acids such as ε-caprolactone.

[0294] Examples of polyfunctional polymerization components having three or more polymerizable groups (carboxyl groups and / or hydroxyl groups) include trivalent or higher polycarboxylic acids such as trimellitic acid and pyromellitic acid; and trivalent or higher polyhydric alcohols such as glycerin and pentaerythritol.

[0295] The proportion of other constituent units (D) is, for example, 50 mol% or less, with respect to the total amount of constituent units [the total amount of dicarboxylic acid units (A), diol units (B), carbonate units (C), and other constituent units (D)], preferably in stages as follows: 0 to 30 mol%, 0 to 10 mol%, and 0.01 to 5 mol%, and it is preferable that the other constituent units (D) are substantially absent.

[0296] (Representative Resin) As a representative polyester resin in the present disclosure, for example, in a resin containing a dicarboxylic acid unit (A1) and at least one constitutional unit selected from a dicarboxylic acid unit (A2) and a diol unit (B1), as the diol unit (B), at least one constitutional unit selected from diol units (B1) and (B2) [preferably, at least the diol unit (B2)] and the diol unit (B3) are included, such as a resin (P).

[0297] The resin (P) preferably contains at least the diol unit (B2); from the viewpoint of being easily able to suppress an excessive increase in abnormal dispersion characteristics (partial dispersion ratio θgF or ΔθgF) even at a high refractive index, more preferably, in the above formula (B-2), Z ３ａ and Z ３ｂ independently represent a diol unit (B2) having a monocyclic or polycyclic arene ring [for example, Z ３ａ and Z ３ｂ are the above diol unit (B2-1) where the naphthalene ring is a condensed polycyclic arene ring such as a naphthalene ring, Z ３ａ and Z ３ｂ are the above diol unit (B2-2) where the biphenyl ring is a ring assembly arene ring such as a biphenyl ring, Z ３ａ and Z ３ｂ are the above diol unit (B2-3) where the benzene ring is a monocyclic arene ring such as a benzene ring, etc.]; among them, from the viewpoint of being more easily able to satisfy characteristics such as high refractive index, appropriate (moderately high) abnormal dispersion characteristics, high heat resistance, high moldability, and low birefringence in a more balanced manner, it is preferable to contain at least one selected from the above diol units (B2-1), (B2-2), and (B2-3) [particularly, at least the above diol unit (B2-2)].

[0298] Also, the resin (P) is more easily able to satisfy characteristics such as high refractive index, appropriate (moderately high) abnormal dispersion characteristics, high heat resistance, high moldability, and low birefringence in a more balanced manner. Therefore, in the above formula (A-1), Z ２ａ and Z ２ｂ represent a naphthalene ring, and it is preferable to contain a dicarboxylic acid unit (A1) in which the 1-position of this naphthalene ring is bonded to Z １ａ and Z １ｂ .

[0299] In addition, in the resin (P), the type of each constituent unit (or the range encompassed by each constituent unit) and the proportion of each constituent unit (or composition ratio) are the same as those described in the preceding sections, including preferred embodiments.

[0300] Examples of preferred resins (P) include the following resins (P1) to (P5).

[0301] (P1): A resin in which dicarboxylic acid units (A) contain at least dicarboxylic acid units (A1) and (A2), and diol units (B) contain at least diol units (B1), (B2), and (B3); preferably, a resin in which diol unit (B2) contains at least diol unit (B2-2).

[0302] (P2): A resin in which dicarboxylic acid units (A) contain at least dicarboxylic acid units (A1) and (A2), and diol units (B) contain at least diol units (B2) and (B3); preferably, a resin in which diol units (B2) contain at least diol units (B2-1) and (B2-2).

[0303] (P3): A resin in which dicarboxylic acid units (A) include at least dicarboxylic acid units (A1) and (A3), and diol units (B) include at least diol units (B1), (B2), and (B3); preferably, a resin in which diol units (B2) include at least one selected from diol units (B2-1), (B2-2), and (B2-3) [particularly diol units (B2-2) and / or (B2-3)].

[0304] (P4): A resin in which dicarboxylic acid units (A) contain at least dicarboxylic acid units (A1), (A2), and (A4), and diol units (B) contain at least diol units (B1) and (B3).

[0305] (P5): A resin in which dicarboxylic acid units (A) contain at least dicarboxylic acid units (A1) and (A5), and diol units (B) contain at least diol units (B1), (B2), and (B3); preferably, a resin in which diol unit (B2) contains at least diol unit (B2-1).

[0306] Furthermore, in these resins (P1) to (P5), the type of each constituent unit (or the range encompassed by each constituent unit) and the proportion of each constituent unit (or composition ratio) are the same as those described in the preceding sections, including preferred embodiments.

[0307] A typical resin (P1) is one in which the ratio of dicarboxylic acid units (A1) to dicarboxylic acid units (A2) (A1 / A2) is 30 / 70 to 90 / 10, the ratio of diol units (B1) to diol units (B2) (B1 / B2) is 35 / 65 to 75 / 25, and the ratio of the total amount of diol units (B1) and diol units (B2) to the aforementioned diol units (B3) (B1,2 / B3) is 70 / 30 to 99 / 1.

[0308] A typical resin (P2) is one in which the ratio of dicarboxylic acid units (A1) to dicarboxylic acid units (A2) (A1 / A2) is 10 / 90 to 75 / 25, and the ratio of diol units (B2) to diol units (B3) (B2 / B3) is 70 / 30 to 99 / 1; preferably, in diol units (B2), the ratio of diol units (B2-1) to (B2-2) (B2-1 / B2-2) is 10 / 90 to 55 / 45.

[0309] Typical resins (P3) are those in which the ratio of dicarboxylic acid units (A1) to dicarboxylic acid units (A3) (A1 / A3) is 30 / 70 to 95 / 5, the ratio of diol units (B1) to diol units (B2) (B1 / B2) is 30 / 70 to 99.5 / 0.5, and the ratio of the total amount of diol units (B1) and diol units (B2) to diol units (B3) (B1,2 / B3) is 60 / 40 to 99.5 / 0.5.

[0310] Typical resins (P4) are those in which the ratio of dicarboxylic acid units (A1) to dicarboxylic acid units (A2) (A1 / A2) is 50 / 50 to 90 / 10, the ratio of dicarboxylic acid units (A1) to dicarboxylic acid units (A4) (A1 / A4) is 45 / 55 to 80 / 20, and the ratio of diol units (B1) to diol units (B3) (B1 / B3) is 50 / 50 to 90 / 10.

[0311] A typical resin (P5) is one in which the ratio of dicarboxylic acid units (A1) to dicarboxylic acid units (A5) (A1 / A5) is 30 / 70 to 70 / 30, the ratio of diol units (B1) to diol units (B2) (B1 / B2) is 45 / 55 to 80 / 20, and the ratio of the total amount of diol units (B1) and diol units (B2) to the aforementioned diol unit (B3) (B1,2 / B3) is 60 / 40 to 99.5 / 0.5.

[0312] Of these resins (P), resins (P1), (P2), (P3), and (P5) are preferred because they easily suppress an excessive increase in anomalous dispersion characteristics (partial dispersion ratio θgF or ΔθgF) even at high refractive indices; resin (P2) is preferred because it is easier to more effectively reduce anomalous dispersion characteristics with respect to refractive index; resins (P1), (P3), and (P5) are even more preferred, and resin (P1) is particularly preferred, because they easily satisfy a better balance of properties such as high refractive index, moderate (moderately high) anomalous dispersion characteristics, high heat resistance, high moldability, and low birefringence.

[0313] [Method for Manufacturing Resins] The method for manufacturing resins is not particularly limited, except that it includes a polymerization step in which polymerization is carried out using a polymerization component that includes polymerization components (monomer components) corresponding to the above-mentioned constituent units, namely, a polymerization component that includes a dicarboxylic acid component (A) corresponding to the dicarboxylic acid unit (A) and a diol component (B) corresponding to the diol unit (B), and which includes at least one component selected from the dicarboxylic acid component (A1) and the diol unit (B1). Conventional methods can be used depending on the type of polymerization component included (or the type of resin). For example, it can be manufactured by reacting (polymerizing or polycondensing) a dicarboxylic acid component (A), a diol component (B), and a carbonate bond-forming component (C) as needed. Conventional methods, specifically, transesterification, melt polymerization methods such as direct polymerization, solution polymerization, and interfacial polymerization, can be used.

[0314] Depending on the polymerization method, the reaction may be carried out in or without a solvent. However, if solvent remains in the resulting resin, it may corrode the mold during molding. Also, depending on the polymerization method, if by-products such as salts remain, it can cause turbidity in the resin (or its molded product), which may result in defects, especially in applications requiring high transparency, such as optical components. Therefore, from the viewpoint of improving moldability (productivity) and transparency, a melt polymerization method (or melt polymer) that can effectively suppress the residue or inclusion of solvents and salts is preferred.

[0315] The charging ratio of dicarboxylic acid component (A) to diol component (B) is usually 1 / 1.2 to 1 / 0.8, preferably 1 / 1.1 to 1 / 0.9, but it is not necessarily limited to this range, and at least one component selected from dicarboxylic acid component (A) and diol component (B) may be used in excess of the planned introduction ratio. For example, a diol component (B3) such as ethylene glycol that can be distilled from the reaction system may be used in excess of the ratio (or introduction ratio) introduced into the polyester resin.

[0316] Furthermore, when using the carbonate bond-forming component (C), the ratio of the total amount of the dicarboxylic acid component (A) and the carbonate bond-forming component (C) to the amount of the diol component (B) used is, for example, former / latter (molar ratio) = 1 / 1.2 to 1 / 0.8, preferably 1 / 1.1 to 1 / 0.9. Note that the carbonate bond-forming component (C) may be used in slightly excess amounts relative to the planned introduction ratio, taking into account volatilization and decomposition in the reaction. For example, the carbonate bond-forming component (C) may be used in excess of 0.1 to 5 mol%, preferably 2 to 3 mol%, relative to the total amount of dicarboxylic acid units (A) and carbonate units (C) (total amount to be introduced into the resin).

[0317] Polymerization reactions may be carried out in the presence of a catalyst. Conventional esterification catalysts, such as metal catalysts, can be used as catalysts. Examples of metal catalysts include metal compounds containing alkali metals such as sodium; alkaline earth metals such as magnesium, calcium, and barium; transition metals such as titanium, manganese, and cobalt; group 12 metals of the periodic table such as zinc and cadmium; group 13 metals of the periodic table such as aluminum; group 14 metals of the periodic table such as germanium and lead; and group 15 metals of the periodic table such as antimony. Examples of metal compounds include alkoxides; organic acid salts such as acetates and propionates; inorganic acid salts such as borates and carbonates; oxides, and hydrates thereof. Representative metal compounds include, for example, germanium compounds such as germanium dioxide, germanium hydroxide, germanium oxalate, germanium tetraethoxide, and germanium-n-butoxide; antimony compounds such as antimony trioxide, antimony acetate, and antimony ethylene glycolate; titanium compounds such as tetra-n-propyl titanate, tetraisopropyl titanate, tetra-n-butyl titanate (or titanium(IV) tetrabutoxide), titanium oxalate, and potassium titanium oxalate; manganese compounds such as manganese acetate tetrahydrate; and calcium compounds such as calcium acetate monohydrate.

[0318] These catalysts can be used individually or in combination of two or more. When using multiple catalysts, they can be added all at once or stepwise depending on the progress of the reaction. Among these catalysts, manganese acetate tetrahydrate, calcium acetate monohydrate, germanium dioxide, and titanium (IV) tetrabutoxide are preferred. The amount of catalyst used is, for example, 0.01 × 10⁻¹⁶ per mole of dicarboxylic acid component (A). －４ ~100 x 10 －４ Moles, preferably 0.1 × 10 －４ ~40 x 10 －４ It is a mole.

[0319] Furthermore, the reaction may be carried out in the presence of stabilizers such as heat stabilizers or antioxidants, if necessary. Heat stabilizers are commonly used, and examples include phosphorus compounds such as trimethyl phosphate, triethyl phosphate, triphenyl phosphate, dibutyl phosphate (or dibutyl phosphate), phosphorous acid, trimethyl phosphate, and triethyl phosphate. Of these, dibutyl phosphate is commonly used. The amount of heat stabilizer used is, for example, 0.01 × 10⁻¹⁶ per mole of dicarboxylic acid component (A). －４ ~100 x 10 －４ Moles, preferably 0.1 × 10 －４ ~40 x 10 －４ It is a mole.

[0320] The reaction may be carried out in an atmosphere of an inert gas, such as nitrogen gas; or a noble gas such as helium or argon. The reaction may also be carried out under reduced pressure, for example, 1 × 10⁻⁶. ２ ~1 x 10 ４ The reaction can also be carried out at around Pa. The transesterification reaction may be carried out under an inert gas atmosphere such as nitrogen gas, and the polycondensation reaction may be carried out under reduced pressure. The reaction temperature can be selected according to the polymerization method; for example, the reaction temperature in the melt polymerization method is about 150 to 320°C, preferably 250 to 310°C, and more preferably 270 to 300°C.

[0321] After the reaction is complete, the resulting polyester resin may be separated and purified by conventional methods, such as washing, extraction, concentration, reprecipitation, centrifugation, filtration, column chromatography, adsorption, or a combination thereof.

[0322] [Resin Properties and Applications] (Properties) The polyester resins of this disclosure exhibit moderate anomalous dispersion properties (partial dispersion ratio θgF or ΔθgF) that are not excessively high, even when the refractive index is high (or the Abbe number is low).

[0323] The refractive index nd of the resin may be, for example, 1.66 or higher (e.g., 1.665 to 1.7) at a temperature of 20°C and a wavelength of 587.6 nm, preferably 1.67 or higher (e.g., 1.67 to 1.695), more preferably 1.675 or higher (e.g., 1.675 to 1.69), and particularly preferably 1.68 or higher (e.g., 1.68 to 1.685).

[0324] The Abbe number νd of the resin may be, for example, 22 or less at a temperature of 20°C, preferably 20 or less (for example, 17.5 to 19.5), and more preferably 19 or less (for example, 18 to 18.5).

[0325] Generally, in the region of high refractive index (or low Abbe number), anomalous dispersion characteristics (partial dispersion ratio θgF) tend to increase. However, the resin of this disclosure exhibits moderately high (not too high, not too low) anomalous dispersion characteristics, and is able to effectively correct or reduce chromatic aberration even on the short wavelength side (especially blue). The partial dispersion ratio θgF value of the resin may be, for example, 0.69 or less (e.g., 0.66 to 0.685) at a temperature of 20°C, preferably 0.683 or less (e.g., 0.665 to 0.68), more preferably less than 0.68, and particularly 0.677 or less (e.g., 0.67 to 0.675). Furthermore, the difference between the Abbe number νd and θgF of the same reference dispersion glass (ΔθgF value) may be, for example, 0.08 or less (e.g., 0.05 to 0.075), preferably 0.073 or less (e.g., 0.055 to 0.07), and more preferably 0.067 or less (e.g., 0.06 to 0.065). When the partial dispersion ratio θgF or ΔθgF is within a moderate range that is not too high, it tends to be easier to more effectively reduce or correct chromatic aberration on the short wavelength side (especially blue). When the partial dispersion ratio θgF or ΔθgF is within a moderate range that is not too low, it tends to be easier to more effectively reduce or correct chromatic aberration.

[0326] The resins disclosed herein tend to easily achieve a good balance between high refractive index and low birefringence (absolute value of small birefringence), which are optical properties that are trade-offs with each other. The birefringence of the resin may be evaluated by the birefringence (3x birefringence or birefringence at 3x stretching) of a stretched film obtained by uniaxially stretching a film formed from the resin alone three times at its free end, as detailed in the examples. The absolute value of the 3x birefringence is, for example, 0 to 50 × 10 at a measurement temperature of 20°C and a wavelength of 600 nm. －４ It may be within a certain range, and when used in applications such as optical lenses, preferably in the following steps: 40 × 10 －４ Below, 30 x 10 －４ Below, 20 x 10 －４ Below, 15 x 10 －４ Below, 13 x 10 －４ Below, 10 x 10 －４ Below, 8 x 10 －４ Below, 5 x 10 －４ Below, 3 x 10 －４ Below, 1 x 10 －４The following applies. Note that the lower limit of the absolute value range for the triple birefringence should be 0 or greater, but depending on the application, for example, 0.1 × 10 －４ The above is 1 x 10 －４ The above 5 x 10 －４ The above is 10 x 10 －４ That's all.

[0327] The resins of this disclosure can exhibit a moderately high glass transition temperature Tg, and can achieve a good balance between heat resistance and moldability (or productivity), which are in a trade-off relationship with each other. The glass transition temperature Tg of the resin may be, for example, around 130 to 175°C (for example, 140 to 170°C), preferably 145°C or higher (preferably 150°C or higher) from the viewpoint of high heat resistance, preferably 170°C or lower from the viewpoint of high moldability (or high productivity), and even more preferably 150 to 170°C (for example, 152 to 167°C, preferably 155 to 165°C) from the viewpoint of easily achieving both of these at a higher level. When Tg is within a moderate range and not too low, it tends to suppress discoloration (or staining) during manufacturing and / or use due to a decrease in heat resistance, and it tends to suppress deformation in high-temperature environments after molding to a predetermined shape. When Tg is within a moderate range and not too high, it tends to suppress a decrease in moldability or productivity (especially injection moldability).

[0328] The weight-average molecular weight Mw of the resin may be, for example, around 5,000 to 200,000 in terms of standard polystyrene, and preferably in the following increments: 10,000 to 100,000, 20,000 to 80,000, 30,000 to 70,000, 35,000 to 60,000, 40,000 to 55,000, and 45,000 to 51,000. When the weight-average molecular weight Mw is within a moderate range that is not too low, it tends to suppress a decrease in moldability (productivity) and makes it easier to apply to a wide range of applications.

[0329] In this specification and in the claims, the refractive index nd, Abbe number νd, partial dispersion ratio θgF value, ΔθgF value, triple birefringence, glass transition temperature Tg, and weight-average molecular weight Mw can be measured by the methods described in the examples below.

[0330] While the resin may be crystalline (crystalline polymer), it is preferable that it be amorphous (amorphous polymer), especially for applications such as optical lenses and other optical components, because it is easier to reduce birefringence.

[0331] (Resin Composition and Molded Article Thereof) The resin composition of the present disclosure comprises at least the polyester resin of the present disclosure, and may optionally contain other components different from the resin of the present disclosure. Examples of other components include other resins different from the resin of the present disclosure, conventional additives, etc.

[0332] Other resins different from those of the present disclosure may be conventional curable resins, but thermoplastic resins are preferred. Examples of thermoplastic resins include polyolefin resins (such as chain or cyclic olefin resins); styrene resins [such as polystyrene (PS) or styrene copolymers (including high-impact polystyrene (HIPS), rubber-containing styrene resins such as ABS resin (or rubber-grafted styrene copolymers))]; (meth)acrylic resins [such as (meth)acrylic monomers alone or copolymers]; vinyl acetate resins [including polyvinyl alcohol (PVA) and polyvinyl acetal]; vinyl chloride resins (such as vinyl chloride and / or vinylidene chloride alone or copolymers); fluororesins; polyester resins different from those of the present disclosure [polyalkylene arylate resins, polyarylate resins, liquid crystalline polyesters, polycarbonate resins (PC) (bisphenol A Examples include: bisphenol-type polycarbonate resins (such as molds); polyamide resins (PA) [aliphatic polyamide resins, aromatic polyamide resins (aramid resins), etc.]; polyacetal resins (POM); polyphenylene ether resins (PPE); polyphenylene sulfide resins (PPS); polysulfone resins [polysulfone resins (PSF), polyethersulfone (PES), etc.]; polyetherketone resins [polyetherketone resins (PEK), polyetheretherketone resins (PEEK), polyetherketoneetherketoneketone (PEKEKK), etc.]; phenoxy resins; polyketone resins; cellulose derivatives (cellulose esters, cellulose ethers, etc.); thermoplastic polyimide resins; polyethernitrile resins; thermoplastic elastomers (TPE), etc.

[0333] These other resins may be included individually or in combination of two or more. Furthermore, the resins of this disclosure may, if necessary, form polymer alloys with other resins. The polymer alloys may also contain compatibilizers.

[0334] The proportion of the polyester resin of this disclosure may be, for example, about 10% by mass or more, relative to the total amount of resin components in the resin composition (total amount of the polyester resin of this disclosure and other resins), and preferably in stages as follows: 30% by mass or more, 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, 95% by mass or more, and 100% by mass.

[0335] The resin composition may or may not contain conventional additives, as needed. Examples of additives include fillers or reinforcing agents, colorants such as dyes and pigments, conductive agents, flame retardants, flame retardant aids, plasticizers, lubricants, stabilizers (such as antioxidants, UV absorbers, and heat stabilizers), mold release agents, antistatic agents, dispersants, compatibilizers, flow regulators, leveling agents, defoamers, surface modifiers, stress reducers, and carbon materials. These additives may be used individually or in combination of two or more.

[0336] The total proportion of these additives is, for example, 50 parts by mass or less, preferably 30 parts by mass or less, 0 to 10 parts by mass, or about 0.1 to 5 parts by mass, per 100 parts by mass of the resin component in the resin composition.

[0337] The resin composition can be prepared by mixing the polyester resin of this disclosure with other components as needed using conventional methods such as dry mixing or melt kneading, and the resin composition may be in the form of pellets or the like.

[0338] This disclosure includes molded articles comprising at least the resin of this disclosure (or a resin composition of this disclosure). The shape of the molded article is not particularly limited and may be selected according to the application. For example, it may be pellet-shaped, linear (fibrous or thread-shaped), rod-shaped, or other one-dimensional shapes; film-shaped, sheet-shaped, or plate-shaped, or lenticular-shaped, or hollow (tubular or tubular), or a composite or complex shape combining these shapes. Because the molded article has a good balance of excellent optical properties, it can be effectively used as an optical component such as an optical film (optical sheet), an optical lens, or especially an optical lens.

[0339] Molded articles can be manufactured using conventional molding methods, such as injection molding, injection compression molding, compression molding, powder molding, extrusion molding, blow molding, lamination, casting, calendering, foam molding, and 3D printing.

[0340] Furthermore, when forming the material into a lens shape or similar, it may be formed using methods such as injection molding, injection compression molding, or compression molding.

[0341] When forming it into a film, the resin composition can be manufactured by forming (or molding) it using conventional film-forming methods, such as casting (solvent casting), extrusion (melt extrusion), or calendering.

[0342] The average thickness of the film can be selected from a range of approximately 1 to 1000 μm depending on the application, for example, 1 to 200 μm, preferably 5 to 150 μm, and more preferably 10 to 120 μm.

[0343] The film may be unstretched or stretched, and even if it is stretched, it can maintain low birefringence. Such a stretched film may be either uniaxially oriented or biaxially oriented.

[0344] The stretching ratio is, for example, 1.1 to 10 times, preferably 1.2 to 8 times, and more preferably 1.5 to 6 times, in each direction for uniaxial or biaxial stretching. In the case of biaxial stretching, equal stretching, for example, 1.5 to 5 times in both the longitudinal and transverse directions, is also possible, as is eccentric stretching, for example, 1.1 to 4 times in the longitudinal direction and 2 to 6 times in the transverse direction. In the case of uniaxial stretching, longitudinal stretching, for example, 2.5 to 8 times in the longitudinal direction, is also possible, as is transverse stretching, for example, 1.2 to 5 times in the transverse direction.

[0345] The average thickness of the stretched film is, for example, 1 to 150 μm, preferably 3 to 120 μm, and more preferably 5 to 100 μm.

[0346] Such stretched films can be obtained by subjecting a film (or unstretched film) after film formation to a stretching treatment. The stretching method is not particularly limited; in the case of uniaxial stretching, either wet stretching or dry stretching may be used, and in the case of biaxial stretching, either the tenter method (flat method) or the tube method may be used, but the tenter method is preferred because it is superior in terms of uniformity of stretched thickness.

[0347] Furthermore, the molded article may be a composite molded article comprising the resin (or resin composition) of the present disclosure and other constituent members. The proportion of the resin composition of the present disclosure in the molded article is not particularly limited and may be, for example, 10 to 100% by mass or 20 to 80% by mass.

[0348] The present disclosure will be described in more detail below based on examples, but the present disclosure is not limited to these examples. The evaluation items and raw material details are shown below.

[0349] [Evaluation Method] (HPLC) In synthesis examples 1 and 3, a Shimadzu LC-2060C UHPLC (ultra-high performance liquid chromatography) instrument and a SunShell C18 2μm column from Chromanic Technologies, Inc. were used. The sample was dissolved in acetonitrile, and the HPLC purity [area %] was calculated under the following conditions: mobile phase: acetonitrile / water (volume ratio) = 80:20, retention for 15 minutes, flow rate 0.2 mL / min, detector: D2 lamp, wavelength: 254 nm, measurement temperature: 40°C.

[0350] In Synthesis Example 2, a Shimadzu LC-2030C HPLC (High Performance Liquid Chromatography) instrument and a Tosoh ODS-80TM column were used. The sample was dissolved in acetonitrile, and the HPLC purity [area %] was calculated under the following conditions: mobile phase: acetonitrile / water (volume ratio) = 95 / 5, retention for 36 minutes, flow rate 1.0 mL / min, detector: D2 lamp, wavelength: 254 nm, measurement temperature: 40°C.

[0351] In Synthesis Example 4, a Shimadzu LC-2060C UHPLC (ultra-high performance liquid chromatography) instrument and a SunShell C18 2μm column from Chromanic Technologies, Inc. were used. The sample was dissolved in acetonitrile, and the mobile phase was acetonitrile / water (volume ratio) = 65 / 35, held for 6.3 minutes, then changed to 95 / 5 over 0.6 minutes, held at 95 / 5 for 3.7 minutes, then changed to 65 / 35 over 1.2 minutes, and held for 3.7 minutes. The HPLC purity [area %] was calculated under the following conditions: flow rate 0.2 mL / min, detector: D2 lamp, wavelength: 254 nm, measurement temperature: 30°C.

[0352] ( １ (H-NMR) The sample is dissolved in a deuterated solvent containing tetramethylsilane as an internal standard, and then analyzed using a nuclear magnetic resonance spectrometer (BRUKER "AVANCE III HD") １ The 1H-NMR spectrum was measured.

[0353] (Molecular weight) The sample was dissolved in chloroform, and the weight-average molecular weight Mw, in terms of standard polystyrene, was determined using gel permeation chromatography (HLC-8320GPC, manufactured by Tosoh Corporation).

[0354] (Glass transition temperature Tg) was measured using a differential scanning calorimeter (EXSTAR6000 DSC6220 ASD-2, manufactured by SII Nanotechnology Co., Ltd.) under a nitrogen gas atmosphere at a heating rate of 10°C / min.

[0355] (5% weight loss temperature) Thermogravimetric analysis - Differential thermal analysis (TG-DTA) (TG-DTA8122, manufactured by Rigaku Corporation) was used to measure the temperature at which the mass of the sample decreased by 5% (5% weight loss temperature Td5) under conditions of a nitrogen atmosphere, a heating rate of 10°C / min, and a temperature range of 30 to 500°C.

[0356] (Refractive Index) The refractive index of the dicarboxylic acid or its derivatives obtained in Synthesis Examples 1 and 3 was measured using a refractometer ("RX-7000i" manufactured by Atago Co., Ltd.) at a temperature of 25°C and a wavelength of 589 nm (D-line). The refractive index was calculated by dissolving the sample in dimethylformamide to prepare several solutions of different concentrations (10% by mass, 20% by mass, and 30% by mass), measuring the refractive index of the obtained solutions, and extrapolating the concentration to 100% by mass in a calibration curve (approximate straight line).

[0357] The refractive index of the resin sample was measured as follows: A test specimen with a thickness of approximately 1 mm was formed by hot pressing the sample at 200-240°C. Using a Carnew precision refractometer "KPR-2000" [manufactured by Shimadzu Devices Mfg. Ltd.], the refractive index nd was measured at a wavelength of 587.6 nm (d line) using a contact fluid with a refractive index of 1.68 at a measurement temperature of 20°C. Similarly, the refractive indices nC, nF, and ng were measured in the same manner as for the refractive index nd, except that the measurement wavelengths were changed to 656.3 nm (C line), 486.1 nm (F line), and 435.8 nm (g line).

[0358] (Abbe number νd) The Abbe number νd was calculated from the refractive indices nF, nd, and nC using the following formula.

[0359] Abbe number νd = (nd - 1) / (nF - nC)

[0360] (Partial dispersion ratio θgF) The value of the partial dispersion ratio θgF of the resin was calculated from the refractive indices ng, nF, and nC of the obtained resin using the following formula.

[0361] Partial dispersion ratio θgF=(ng-nF) / (nF-nC)

[0362] Furthermore, the ΔθgF value was calculated using the method described below. Specifically, when two types of optical glasses that do not exhibit anomalous dispersion, K7(νd, θgF) = (60.5, 0.547) and F2(νd, θgF) = (36.3, 0.583), are plotted on a graph with the Abbe number νd on the horizontal axis and the partial dispersion ratio θgF on the vertical axis, the straight line connecting the coordinates of these two reference dispersion glasses is expressed by the following equation.

[0363] θgF=-0.00149×νd+0.637

[0364] The θgF value of the reference dispersion glass, obtained by substituting the Abbe number νd of the resin obtained from this formula, was subtracted from the measured θgF value of the resin to calculate the ΔθgF value.

[0365] (Triple Birefringence (Birefringence at Triple Stretching)) A film with a thickness of 200 to 600 μm was formed by hot pressing the sample at 200 to 240°C. This film was cut into strips of 10 mm x 50 mm and uniaxially stretched (free-end uniaxial stretching) at 25 mm / min under the temperature condition of glass transition temperature Tg + 10°C to obtain test specimens. The retardation of the obtained test specimens was measured using a phase difference film / optical material inspection device (RETS-100, manufactured by Otsuka Electronics Co., Ltd.) under the conditions of a measurement temperature of 20°C and a measurement wavelength of 600 nm, using the parallel nicol rotation method. The birefringence (triple birefringence) was calculated by dividing the value by the thickness of the measurement area.

[0366] [Polymerization components] (Dicarboxylic acid components) BNF-2-dinaphthylbutyrate (ethyl) [or BNF-2-DN butyrate (ethyl)]: 9,9-bis[5-(2-naphthyl)-6-(3-carboxy-n-propyloxy)-2-naphthyl]fluorene or its ethyl ester, BNF-2-DN butyrate is synthesized in Synthesis Example 1 described later, BNF-2-DN butyrate ethyl is synthesized in Synthesis Example 2 BNF-1-dinaphthylbutyrate [or BNF-1-DN butyrate]: 9,9-bis[5-(1-naphthyl)-6-(3-carboxy-n-propyloxy)-2-naphthyl]fluorene, synthesized in Synthesis Example 3 described later BNF diphenylbutyrate ethyl: ethyl ester of 9,9-bis[5-phenyl-6-(3-carboxy-n-propyloxy)-2-naphthyl]fluorene, synthesized according to Example 2 of Japanese Patent Publication No. 2024-048159 BINOL-butyrate: 2,2'-bis(3-carboxy-n-propyloxy)-1,1'-binaphthyl, synthesized according to Synthesis Example 4 described later BNAC-E: 2,2'-bis(ethoxycarbonylmethoxy)-1,1'-binaphthylsuccinate diethyl adipate DMCD: cyclohexane-1,4-dicarboxylate dimethyl (trans / cis (molar ratio) = 98 / 2) FDP-m (registered trademark): 9,9-bis[2-(methoxycarbonyl)ethyl]fluorene DMN: 2,6-bis(methoxycarbonyl)naphthalene (diol component) BINOL-2EO: 2,2'-bis(2-hydroxyethoxy)-1,1'-binaphthyl BPEF®: 9,9-bis[4-(2-hydroxyethoxy)-phenyl]fluorene BOPPEF®: 9,9-bis[4-(2-hydroxyethoxy)-3-phenylphenyl]fluorene BNEF®: 9,9-bis[6-(2-hydroxyethoxy)-2-naphthyl]fluorene EG: Ethylene glycol 1,5-PDO: 1,5-pentanediol TEG: Triethylene glycol

[0367] The structural formulas of each resin raw material (polymerization component) are shown below.

[0368]

[0369] [Synthesis Example 1] Synthesis of BNF-2-dinaphthylbutyrate

[0370]

[0371] In a 1 L reaction vessel, 153 g (0.25 mol) of 9,9-bis(5-bromo-6-hydroxy-2-naphthyl)fluorene (or BNF-Br) synthesized in Synthesis Example 1 of Japanese Patent Publication No. 2024-048159, 113 g (0.575 mol) of ethyl 4-bromobutyrate, and 104 g (0.750 mol) of potassium carbonate were added, and then 147 g of N,N-dimethylformamide (DMF) was added and the temperature was raised. The mixture was stirred at 80°C for 2 hours to confirm the formation of the target product, 9,9-bis[5-bromo-6-(3-ethoxycarbonylpropyloxy)-2-naphthyl]fluorene (or BNF-dibromobutyrate ethyl compound). After cooling to 50°C, 250 g of methyl isobutyl ketone (MIBK) was added, followed by washing with 227 g of deionized water and drainage to obtain a solution containing BNF-dibromobutyrate ethyl compound.

[0372] In a 2 L reaction vessel, add 559 g of the solution containing the BNF-dibromobutyrate ethyl compound, 108 g (0.55 mol) of 2-naphthylboronic acid, 138 g (1.0 mol) of potassium carbonate, and 195 g of deionized water, then N ２ While introducing gas, 265 mg (1.0 mmol) of triphenylphosphine and 115 mg (0.5 mmol) of palladium acetate were added, and the mixture was stirred under reflux for 10 hours to confirm the formation of the target product, 9,9-bis[5-(2-naphthyl)-6-(3-ethoxycarbonylpropyloxy)-2-naphthyl]fluorene (or BNF-2-DN ethyl butyrate).

[0373] To the obtained solution containing BNF-2-DN ethyl butyrate, 342 g of 1,4-dioxane and 208 g of 48% by mass sodium hydroxide aqueous solution were added, and the mixture was stirred at 90°C for 12 hours while removing the solvent with a Dean-Stark filter. 567 g of 98% by mass sulfuric acid was added dropwise until a slurry was formed, then 264 g of MIBK was added and the mixture was drained. The resulting mixture was washed with 98 g of deionized water, and this process was repeated four times. Then, 23 g of activated carbon was added to the resulting solution, and the mixture was stirred at 70°C for 1 hour. The precipitated solid was dissolved by adding 250 g of tetrahydrofuran (THF) and 100 g of DMF, and the activated carbon was separated by Celite filtration. At this time, the residue (Celite and separated activated carbon) was rinsed with 133 g of MIBK. The obtained filtrate was washed with 98 g of deionized water, and this process was repeated four times. Then, the solvent was removed from the organic layer using an evaporator to obtain a high-concentration solution (a solution mainly using MIBK as the solvent). This high-concentration solution was placed in a 2 L round-bottom flask and crystallized by adding 667 g of acetonitrile while stirring at 70°C and 50 rpm. Crystallization was carried out by cooling at 10°C / hour while stirring at 150 rpm after adding acetonitrile, and after reaching 10°C, the temperature was kept below 10°C for 1 hour. The crystals began to precipitate after adding acetonitrile at 70°C. The obtained crystals were recovered by filtration and dried under reduced pressure to obtain the target product, 9,9-bis[5-(2-naphthyl)-6-(3-carboxypropyloxy)-2-naphthyl]fluorene (or BNF-2-DN butyric acid), in a yield of 203 g (yield 92%, HPLC purity 97.4%). Furthermore, the obtained BNF-2-DN butyric acid contained BNF-2-mononaphthylbutyric acid, represented by the following formula, at a concentration of 1.3% as determined by HPLC.

[0374]

[0375] The obtained BNF-2-DN butyrate １ The results of the H-NMR spectrum are shown below.

[0376] １ H-NMR (CDCl ３ ​, 300MHz): δ (ppm) = 1.66-1.75 (4H, m), 2.13 (4H, t), 4.03 (4H, t), 7.19 (2H, d), 7.26- 7.38 (7H, m), 7.41-7.54 (14H, m), 7.81-7.85 (2H, m), 7.89-7.96 (7H, m), 12.05 (2H, s)

[0377] The obtained BNF-2-DN butyric acid had a refractive index nD (D line, 25°C) of 1.6777, indicating high refraction. Furthermore, the 5% weight loss temperature of BNF-2-DN butyric acid exceeded 500°C, and the weight loss rate at 500°C was 3%, demonstrating high heat resistance.

[0378] [Synthesis Example 2] Synthesis of BNF-2-Dinaphthylbutyrate Ethyl BNF-2-DN butyrate ethyl was synthesized according to Example 1 of Japanese Patent Publication No. 2024-048159. The obtained BNF-2-DN butyrate ethyl had an HPLC purity of 95.7%. The obtained BNF-2-DN butyrate ethyl contained BNF-2-Mononaphthylbutyrate ethyl represented by the following formula at a concentration of 1.0% by HPLC.

[0379]

[0380] [Synthesis Example 3] Synthesis of BNF-1-Dinaphthylbutyrate

[0381]

[0382] (Synthesis Example 3A) 150 g (0.25 mol) of BNF-Br compound synthesized in Synthesis Example 1 of Japanese Patent Publication No. 2024-048159, 114 g (0.575 mol) of ethyl 4-bromobutyrate, and 104 g (0.750 mol) of potassium carbonate were added to a 1 L reaction vessel, and 148 g of DMF was added and the temperature was raised. The mixture was stirred at 80°C for 3 hours to confirm the formation of the target product, BNF-dibromobutyrate ethyl compound. After cooling to 50°C, 251 g of MIBK was added, 221 g of deionized water was added for washing, and then the mixture was drained to obtain a solution containing BNF-dibromobutyrate ethyl compound.

[0383] In a 2 L reaction vessel, add 561 g of the solution containing the BNF-dibromobutyrate ethyl compound, 108 g (0.55 mol) of 1-naphthylboronic acid, 139 g (1.0 mol) of potassium carbonate, and 197 g of deionized water, then N２ While introducing gas, 263 mg (1.0 mmol) of triphenylphosphine and 115 mg (0.5 mmol) of palladium acetate were added, and the mixture was stirred under reflux for 2 hours to confirm the formation of the target product, 9,9-bis[5-(1-naphthyl)-6-(3-ethoxycarbonylpropyloxy)-2-naphthyl]fluorene (or BNF-1-DN ethyl butyrate).

[0384] To 756 g of the obtained solution containing BNF-1-DN ethyl butyrate, 265 g of 1,4-dioxane and 157 g of 48% by mass sodium hydroxide aqueous solution were added, and the mixture was stirred at 90°C for 2 hours while removing the solvent with a Dean-Stark filter. 188 g of 98% by mass sulfuric acid was added dropwise to form a slurry, then 246 g of MIBK and 228 g of deionized water were added, washed, and drained. The resulting mixture was washed with 74 g of deionized water four times, and then 18 g of activated carbon was added to the resulting solution, stirred at 70°C for 1 hour, and the activated carbon was separated by Celite filtration. At this time, the residue (Celite and separated activated carbon) was rinsed with 98 g of MIBK. The resulting filtrate was washed with 74 g of deionized water three times, and then the solvent was removed from the organic layer using an evaporator to obtain a high-concentration solution (a solution mainly with MIBK as the solvent). This highly concentrated solution was crystallized in a 1 L round-bottom flask with 213 g of acetonitrile while stirring at 70°C and 50 rpm. Crystallization was carried out by cooling at 10°C / hour while stirring at 200 rpm after adding acetonitrile, and after reaching 10°C, the temperature was kept below 10°C for 1 hour. The crystals began to precipitate after adding acetonitrile at 70°C. The obtained crystals were recovered by filtration and dried under reduced pressure to obtain the target product, 9,9-bis[5-(1-naphthyl)-6-(3-carboxypropyloxy)-2-naphthyl]fluorene (or BNF-1-DN butyric acid), in a yield of 137.7 g (yield 84%, HPLC purity 84.8%).

[0385] Furthermore, the obtained BNF-1-DN butyric acid contained BNF-1-mononaphthylbutyric acid, represented by the following formula, at a concentration of 13.0% as determined by HPLC. The reason for this is unclear, but it is presumed that the steric hindrance during the coupling reaction of 1-naphthylboronic acid was greater than that during the coupling reaction of 2-naphthylboronic acid in Synthesis Example 1.

[0386]

[0387] The obtained BNF-1-DN butyrate １ The results of the H-NMR spectrum are shown below.

[0388] １ H-NMR (CDCl ３ , 300MHz): δ (ppm) = 1.49-1.59 (4H, m), 1.83 (4H, t), 3.93-3.99 (4H, m), 7.08-7.18 (4H, m), 7.21-7.33 (6H, m), 7.36-7.59 (14H, m), 7.77-7.86 (2H, m), 7.88-7.99 (6H, m), 11.97 (2H, s)

[0389] The obtained BNF-1-DN butyric acid had a refractive index nD (D line, 25°C) of 1.6677, indicating high refraction. Furthermore, the 5% weight loss temperature of BNF-1-DN butyric acid exceeded 500°C, and the weight loss rate at 500°C was 3%, demonstrating high heat resistance.

[0390] (Synthesis Example 3B) BNF-1-DN butyric acid (yield 76.6%, HPLC purity 93.7%) was obtained in the same manner as in Synthesis Example 3A, except that tri-o-tolylphosphine (1.0 mmol) was used instead of triphenylphosphine (1.0 mmol) in the coupling reaction between the ethyl BNF-dibromobutyrate and 1-naphthylboronic acid. The obtained BNF-1-DN butyric acid contained BNF-1-mononaphthylbutyric acid represented by the above formula at a rate of 4.7% by HPLC. It appears that using tri(alkylaryl)phosphine such as tri-o-tolylphosphine in the coupling reaction makes it easier to reduce the content of BNF-1-mononaphthylbutyric acid in BNF-1-DN butyric acid. １ ​The H-NMR spectrum, refractive index nD (D line, 25°C), and 5% weight loss temperature were comparable to those of synthesis example 3A.

[0391] [Synthesis Example 4] Synthesis of BINOL Butyrate In a flask equipped with a stirrer, reflux tubing, and thermometer, 11.5 g (40 mmol) of 1,1'-bi-2-naphthol (manufactured by Tokyo Chemical Industry Co., Ltd.), 68 g of N,N-dimethylformamide (DMF), and 16 g (82 mmol) of 4-ethyl bromobutyrate (manufactured by Tokyo Chemical Industry Co., Ltd.) were added and dissolved. Then, 27.6 g (200 mmol) of potassium carbonate was added, and the mixture was stirred at 80°C for 5 hours. After confirming the disappearance of the starting materials by HPLC, the mixture was cooled to 50°C, and 80 g of methyl isobutyl ketone (MIBK) and 80 g of deionized water were added and the mixture was washed with water. After repeating the washing with deionized water five more times, the obtained organic layer was concentrated under reduced pressure to remove the solvent and obtain 20 g of BINOL-ethyl butyrate (100% yield, 99% purity) as a brownish viscous liquid.

[0392] In a flask equipped with a stirrer, reflux tubing, and thermometer, 20 g of the obtained BINOL-ethyl butyrate was placed and diluted with 35 g of MIBK. Then, 32 g of 15% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 80°C for 4 hours. After confirming the disappearance of the ethyl ester by HPLC, 13 g of 35% by mass hydrochloric acid was added to acidify the mixture and drained. Subsequently, 20 g of deionized water was added to the obtained organic layer and washed with water. After repeating the washing with water five times, the obtained organic layer was concentrated under reduced pressure to remove the solvent, and crystallized with isopropyl alcohol (IPA) to obtain 14 g of white crystalline BINOL-butyrate (yield 80%, HPLC purity 99%).

[0393] [Example 1] In a reaction vessel, 22.81 g (24.5 mmol) of BNF-2-DN ethyl butyrate and 4.81 g (10.5 mmol) of BINOL butyrate were added as dicarboxylic acid components, 9.30 g (15.75 mmol) of BOPPEF, 6.55 g (17.5 mmol) of BINOL-2EO, and 4.45 g (71.75 mmol) of EG were added as diol components, and 5.8 mg (17 μmol) of titanium(IV) tetrabutoxide was added as a catalyst for the transesterification and polycondensation reactions. Under a nitrogen gas atmosphere, the mixture was gradually heated to 260°C and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa, and the polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was completed, the contents were removed from the reactor to obtain a polyester resin.

[0394] [Example 2] In a reaction vessel, 22.81 g (24.5 mmol) of BNF-2-DN ethyl butyrate and 4.81 g (10.5 mmol) of BINOL butyrate were added as dicarboxylic acid components, 8.27 g (14 mmol) of BOPPEF, 6.55 g (17.5 mmol) of BINOL-2EO, and 4.56 g (73.5 mmol) of EG were added as diol components, and 5.8 mg (17 μmol) of titanium(IV) tetrabutoxide was added as a catalyst for the transesterification and polycondensation reactions. The mixture was gradually heated to 260°C under a nitrogen gas atmosphere and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa, and the polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was completed, the contents were removed from the reactor to obtain a polyester resin.

[0395] [Example 3] In a reaction vessel, 20.97 g (24.5 mmol) of BNF-1-DN butyric acid obtained in Synthesis Example 3A and 4.81 g (10.5 mmol) of BINOL butyric acid were added as dicarboxylic acid components, 8.27 g (14 mmol) of BOPPEF, 6.55 g (17.5 mmol) of BINOL-2EO, and 4.56 g (73.5 mmol) of EG were added as diol components, and 5.8 mg (17 μmol) of titanium(IV) tetrabutoxide was added as a catalyst for the transesterification and polycondensation reactions. The mixture was gradually heated to 260°C under a nitrogen gas atmosphere and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa, and the polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was completed, the contents were removed from the reactor to obtain a polyester resin.

[0396] Furthermore, since it was estimated that BNF-1-mononaphthylbutyric acid was present in the BNF-1-DN butyric acid obtained in Synthesis Example 3A at a ratio of approximately 15 mol% relative to the total BNF-1-DN butyric acid, the amount to be charged was determined using a hypothetical molecular weight of 875.03 (molecular weight of BNF-1-DN butyric acid) × 0.85 + 748.88 (molecular weight of BNF-1-mononaphthylbutyric acid) × 0.15 = 856.11 (the same applies to subsequent Examples 4 and 9, which also use the BNF-1-DN butyric acid obtained in Synthesis Example 3A).

[0397] [Example 4] In a reaction vessel, 12.84 g (15 mmol) of BNF-1-DN butyric acid obtained in Synthesis Example 3A and 6.88 g (15 mmol) of BINOL butyric acid were charged as dicarboxylic acid components, 7.09 g (12 mmol) of BOPPEF, 5.62 g (15 mmol) of BINOL-2EO, and 3.91 g (63 mmol) of EG were charged as diol components, and 4.4 mg (13 μmol) of titanium(IV) tetrabutoxide was charged as a catalyst for the transesterification and polycondensation reactions. Under a nitrogen gas atmosphere, the mixture was gradually heated to 260°C and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, the temperature was gradually increased to 290°C and 130 Pa, and the pressure was reduced, and the polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was completed, the contents were removed from the reactor to obtain a polyester resin.

[0398] [Example 5] In a reaction vessel, 14.44 g (16.5 mmol) of BNF-2-DN butyric acid and 6.2 g (13.5 mmol) of BINOL butyric acid were charged as dicarboxylic acid components, 4.04 g (7.5 mmol) of BNEF, 11.52 g (19.5 mmol) of BOPPEF, and 3.91 g (63 mmol) of EG were charged as diol components, and 5.4 mg (16 μmol) of titanium(IV) tetrabutoxide was charged as a catalyst for the transesterification and polycondensation reactions. Under a nitrogen gas atmosphere, the mixture was gradually heated to 260°C and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa, and the polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was completed, the contents were removed from the reactor to obtain a polyester resin.

[0399] [Example 6] In a reaction vessel, 10.5 g (12 mmol) of BNF-2-DN butyric acid, 4.13 g (9 mmol) of BINOL butyric acid, and 4.13 g (9 mmol) of BNAC-E were charged as dicarboxylic acid components, 4.85 g (9 mmol) of BNEF, 10.63 g (18 mmol) of BOPPEF, and 3.91 g (63 mmol) of EG were charged as diol components, and 4.8 mg (14 μmol) of titanium(IV) tetrabutoxide was charged as a catalyst for the transesterification and polycondensation reactions. Under a nitrogen gas atmosphere, the mixture was gradually heated to 260°C and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa, and the polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was completed, the contents were removed from the reactor to obtain a polyester resin.

[0400] [Example 7] In a reaction vessel, 10.5 g (12 mmol) of BNF-2-DN butyric acid and 12.84 g (28 mmol) of BINOL butyric acid were charged as dicarboxylic acid components, 6.46 g (12 mmol) of BNEF, 14.18 g (24 mmol) of BOPPEF, and 5.21 g (84 mmol) of EG were charged as diol components, and 3.7 mg (11 μmol) of titanium(IV) tetrabutoxide was charged as a catalyst for the transesterification and polycondensation reactions. Under a nitrogen gas atmosphere, the mixture was gradually heated to 260°C and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa, and the polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was completed, the contents were removed from the reactor to obtain a polyester resin.

[0401] [Example 8] In a reaction vessel, 21.01 g (24 mmol) of BNF-2-DN butyric acid and 2.79 g (16 mmol) of diethyl succinate were added as dicarboxylic acid components, 1.08 g (2 mmol) of BNEF, 7.09 g (12 mmol) of BOPPEF, 8.99 g (24 mmol) of BINOL-2EO, and 5.09 g (82 mmol) of EG were added as diol components, and 8.2 mg (24 μmol) of titanium(IV) tetrabutoxide was added as a catalyst for the transesterification and polycondensation reactions. The mixture was gradually heated to 260°C under a nitrogen gas atmosphere and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa, and the polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was completed, the contents were removed from the reactor to obtain a polyester resin.

[0402] [Example 9] In a reaction vessel, 19.26 g (22.5 mmol) of BNF-1-DN butyric acid obtained in Synthesis Example 3A and 1.31 g (7.5 mmol) of diethyl succinate were added as dicarboxylic acid components, 1.77 g (3 mmol) of BOPPEF, 8.99 g (24 mmol) of BINOL-2EO, and 3.91 g (63 mmol) of EG were added as diol components, and 3.1 mg (9 μmol) of titanium(IV) tetrabutoxide was added as a catalyst for the transesterification and polycondensation reactions. The mixture was gradually heated to 260°C under a nitrogen gas atmosphere and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa, and the polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was completed, the contents were removed from the reactor to obtain a polyester resin.

[0403] [Example 10] In a reaction vessel, 15.31 g (17.5 mmol) of BNF-2-DN butyric acid, 3.21 g (7 mmol) of BNAC-E, and 2.1 g (10.5 mmol) of DMCD were charged as dicarboxylic acid components, 9.17 g (24.5 mmol) of BINOL-2EO and 5 g (80.5 mmol) of EG were charged as diol components, and 4.1 mg (12 μmol) of titanium(IV) tetrabutoxide was charged as a catalyst for the transesterification and polycondensation reactions. Under a nitrogen gas atmosphere, the mixture was gradually heated to 260°C and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa, and the polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was completed, the contents were removed from the reactor to obtain a polyester resin.

[0404] [Example 11] In a reaction vessel, 35.00 g (40 mmol) of BNF-1-DN butyric acid obtained in Example 3B and 6.97 g (40 mmol) of dimethyl adipate were added as dicarboxylic acid components, 17.24 g (32 mmol) of BNEF, 11.98 g (32 mmol) of BINOL-2EO, and 10.92 g (176 mmol) of EG were added as diol components, and 5.1 mg (15 μmol) of titanium(IV) tetrabutoxide was added as a catalyst for the transesterification and polycondensation reactions. The mixture was gradually heated to 240°C under a nitrogen gas atmosphere and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, 14.5 mg (69 μmol) of dibutyl phosphate was added, and the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa. The polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was complete, the contents were removed from the reactor to obtain polyester resin.

[0405] In addition, it was estimated that BNF-1-mononaphthylbutyric acid was present in the BNF-1-DN butyric acid obtained in Synthesis Example 3B at a ratio of approximately 5 mol% relative to the total BNF-1-DN butyric acid. However, since this was within the margin of error, the amount to be charged was determined by assuming 100 mol% BNF-1-DN butyric acid, without using a hypothetical molecular weight, similar to the example using BNF-2-DN butyric acid (the same applies to subsequent Examples 12 to 15, which use the BNF-1-DN butyric acid obtained in Synthesis Example 3B).

[0406] [Example 12] In a reaction vessel, 30.63 g (35 mmol) of BNF-1-DN butyric acid obtained in Example 3B and 11.84 g (35 mmol) of FDP-m were charged as dicarboxylic acid components, 11.31 g (21 mmol) of BNEF, 13.11 g (35 mmol) of BINOL-2EO, and 9.56 g (154 mmol) of EG were charged as diol components, and 4.8 mg (14 μmol) of titanium(IV) tetrabutoxide was charged as a catalyst for the transesterification and polycondensation reactions. The mixture was gradually heated to 240°C under a nitrogen gas atmosphere and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, 13.9 mg (66 μmol) of dibutyl phosphate was added, and the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa, and the polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was complete, the contents were removed from the reactor to obtain polyester resin.

[0407] [Example 13] In a reaction vessel, 22.97 g (26.25 mmol) of BNF-1-DN butyrate obtained in Example 3B and 1.52 g (8.75 mmol) of diethyl succinate were charged as dicarboxylic acid components, 2.07 g (3.5 mmol) of BOPPEF, 9.83 g (26.3 mmol) of BINOL-2EO, 0.36 g (3.5 mmol) of 1,5-PDO, and 1.19 g (19.3 mmol) of EG were charged as diol components, and 4.1 mg (12 μmol) of titanium(IV) tetrabutoxide was charged as a catalyst for the transesterification and polycondensation reactions. The mixture was gradually heated to 240°C under a nitrogen gas atmosphere and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, 7.1 mg (34 μmol) of dibutyl phosphate was added, and the temperature was gradually increased to 290°C and 130 Pa, and the pressure was reduced while removing EG, and the polycondensation reaction was carried out until a predetermined stirring torque was reached. After the reaction was complete, the contents were removed from the reactor to obtain polyester resin.

[0408] [Example 14] In a reaction vessel, 22.97 g (26.25 mmol) of BNF-1-DN butyrate obtained in Example 3B and 1.52 g (8.75 mmol) of diethyl succinate were charged as dicarboxylic acid components, 2.07 g (3.5 mmol) of BOPPEF, 9.83 g (26.3 mmol) of BINOL-2EO, 0.56 g (5.25 mmol) of TEG, and 4.34 g (70 mmol) of EG were charged as diol components, and 4.1 mg (12 μmol) of titanium(IV) tetrabutoxide was charged as a catalyst for the transesterification and polycondensation reactions. The mixture was gradually heated to 240°C under a nitrogen gas atmosphere and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, 7.1 mg (34 μmol) of dibutyl phosphate was added, and the temperature was gradually increased to 290°C and 130 Pa, and the pressure was reduced while removing EG, and the polycondensation reaction was carried out until a predetermined stirring torque was reached. After the reaction was complete, the contents were removed from the reactor to obtain polyester resin.

[0409] [Example 15] In a reaction vessel, 39.38 g (45 mmol) of BNF-1-DN butyric acid obtained in Example 3B and 2.61 g (15 mmol) of diethyl succinate were added as dicarboxylic acid components, 2.63 g (6 mmol) of BPEF, 16.85 g (45 mmol) of BINOL-2EO, and 8.02 g (129 mmol) of EG were added as diol components, and 6.8 mg (20 μmol) of titanium(IV) tetrabutoxide was added as a catalyst for the transesterification and polycondensation reactions. The mixture was gradually heated to 240°C under a nitrogen gas atmosphere and stirred to carry out the transesterification reaction. After removing the alcohol component produced by the transesterification reaction, 12.6 mg (70 μmol) of dibutyl phosphate was added, and the temperature was gradually increased to 290°C and the pressure was reduced to 130 Pa. The polycondensation reaction was carried out while removing EG until a predetermined stirring torque was reached. After the reaction was complete, the contents were removed from the reactor to obtain polyester resin.

[0410] [Comparative Examples 1-4] Polyester resins were obtained according to Examples 3-6 of Japanese Patent Publication No. 2024-048159.

[0411]

[0412] The polymer composition ratios [percentage of constituent units derived from each polymerization component used in preparation (molar ratio)] and evaluation results of each physical property of the polyester resins obtained in the examples and comparative examples are shown in Tables 2 and 3 below. １ Although the peaks in the 1H-NMR spectrum overlapped, making it difficult to accurately calculate the polymer composition ratio, there were no highly volatile monomer components other than EG, 1,5-PDO, and TEG, and no sublimation of by-products was observed during polymerization. Therefore, based on the polymerization conditions such as the charge ratio and reaction method, the composition ratio is estimated to be approximately the values ​​shown in Tables 2 and 3 below.

[0413]

[0414]

[0415] As is clear from the results in Table 3, Comparative Examples 1-2 and Comparative Examples 3-4 differ in that the dicarboxylic acid unit (A1) is either a BNF-2-dinaphthylbutyrate unit or a BNF-diphenylbutyrate unit. Perhaps because the BNF-2-dinaphthylbutyrate unit has more aromatic ring skeletons (benzene ring skeletons), Comparative Examples 1-2 not only have higher refractive indices, but also tend to have higher partial dispersion ratios θgF compared to Comparative Examples 3-4.

[0416] In contrast, in the examples containing a combination of dicarboxylic acid units (A1), dicarboxylic acid units (A2), and / or diol units (B1), as is clear from the results in Table 2, the chemical structure contained many aromatic ring skeletons (benzene ring skeletons), and despite having a higher refractive index compared to the comparative examples, the partial dispersion ratio θgF did not increase significantly (in fact, it was reduced), and was maintained within an appropriate range for optical lens applications.

[0417] Furthermore, in the comparative example, the glass transition temperature Tg exceeded 170°C, indicating excellent heat resistance, but its high temperature resulted in poor moldability. In contrast, in the present invention, despite containing many aromatic ring skeletons (benzene ring skeletons) in its chemical structure, the Tg was surprisingly within a moderate range—neither too high nor too low—achieving a good balance between heat resistance and moldability.

[0418] Furthermore, in the comparative example, the birefringence was 3 times [×10 －４ The birefringence was 20 to 59, and although it was expected that the birefringence would increase in the examples due to the higher refractive index compared to the comparative examples, contrary to expectations, the birefringence was low, ranging from 0.6 to 14, and the optical properties were excellent.

[0419] Among the examples, Examples 1-9 and 11-15 were preferred because they could effectively reduce θgF with respect to the refractive index. Examples 3-4, 9, and 12-15 (especially Example 3) were even preferred because they offered a better balance of refractive index and θgF with other properties such as heat resistance, moldability, and birefringence (especially birefringence).

[0420] Furthermore, when comparing Example 2, which contains BNF-2-dinaphthylbutyrate units as the dicarboxylic acid unit (A1), with Example 3, which contains BNF-1-dinaphthylbutyrate units, Example 3 showed a greater reduction in θgF, which was maintained within a more favorable range for optical lens applications. In addition to effectively reducing θgF, Example 3, which contains BNF-1-dinaphthylbutyrate units, also showed a superior balance with other properties such as refractive index, heat resistance, moldability, and birefringence, particularly exhibiting a lower birefringence despite a higher refractive index. This trend was also observed in the example containing BNF-1-dinaphthylbutyrate units, indicating that using BNF-1-dinaphthylbutyrate units as the dicarboxylic acid unit (A1) is more suitable for optical lens applications than using BNF-2-dinaphthylbutyrate units.

[0421] The polyester resins of this disclosure may be used in a variety of applications, such as coatings or coating films, specifically paints, inks, protective films for electronic equipment and liquid crystal components, etc.; adhesives and sealants; resin fillers; electrical and electronic materials or electrical and electronic components (electrical and electronic equipment), specifically antistatic agents, carrier transport agents, light emitters, organic photoreceptors, thermal recording materials, photochromic materials, hologram recording materials, antistatic trays, conductive sheets, optical discs, inkjet printers, digital paper, color filters, organic EL elements, organic semiconductor lasers, dye-sensitized solar cells, sensors, EMI shielding films, etc.; mechanical materials or mechanical parts (equipment), specifically automotive materials or parts, aerospace-related materials or parts, sliding members, etc.

[0422] The polyester resins disclosed herein can be used particularly effectively as optical components. Typical optical components include optical films (optical sheets) such as liquid crystal films and organic EL films; optical lenses such as eyeglass lenses and camera lenses; prisms, holograms, and optical fibers.

[0423] Examples of optical films include polarizing films, polarizing elements and polarizer protective films that constitute polarizing films, phase difference films, alignment films, viewing angle expansion (compensation) films, diffusers (films), prism sheets, light guide plates, brightness enhancement films, near-infrared absorption films, reflective films, anti-reflective (AR) films, anti-reflective (LR) films, anti-glare (AG) films, transparent conductive (ITO) films, anisotropic conductive (ACF) films, electromagnetic shielding (EMI) films, films for electrode substrates, films for color filter substrates, barrier films, color filter layers, black matrix layers, and adhesive or release layers between optical films. These optical films can be effectively used as optical films for displays such as liquid crystal displays (LCDs), organic light-emitting diodes (OLEDs), plasma displays (PDPs), field emission displays (FEDs), and electronic paper. Specific examples of devices or equipment (electronic devices such as electronic terminals) include televisions; personal computers (PCs) such as desktop PCs, notebook PCs, or tablet PCs; smartphones and mobile phones; car navigation systems; and devices or equipment (electronic devices such as electronic terminals) equipped with flat panel displays (FPDs) such as touch panels.

[0424] Examples of optical lenses include eyeglass lenses, contact lenses, camera lenses, VTR zoom lenses, pickup lenses, Fresnel lenses, solar focusing lenses, objective lenses, and rod lens arrays, and they may be particularly suitable for use as optical lenses, such as camera lenses. Typical devices or equipment that incorporate such optical lenses include devices with camera functions (especially small devices or mobile devices) such as smartphones, mobile phones, digital cameras, tablet terminals, and personal computers (PCs) (notebook PCs or desktop PCs, etc.); and in-vehicle cameras such as drive recorders and backup cameras (rear cameras).

Claims

1. A polyester resin containing a dicarboxylic acid unit (A) containing a dicarboxylic acid unit (A1) represented by the following formula (A-1) and a diol unit (B). (In the formula, R ４ｂ , ３ｂ , ２ , ６ａ , ６ａ , ５ｂ , ５ａ , ４ａ , , ６ｂ , ３ａ , ６ｂ , ４ｂ , ５ represents a substituent, m1 represents an integer from 0 to 8, Z １ａ and Z １ｂ each independently represent an arene ring, Z ２ａ and Z ２ｂ each independently represent an arene ring, A １ａ and A １ｂ each independently represent an alkylene group, n1a and n1b each independently represent an integer of 0 or more, R ２ａ and R ２ｂ each independently represent a substituted or unsubstituted divalent hydrocarbon group, R ３ａ and R ３ｂ each independently represent a substituent, m3a and m3b each independently represent an integer of 0 or more, R ４ａ and R ４ｂ each independently represent a substituent, m4a and m4b each independently represent an integer of 0 or more, p represents 0 or 1.) A polyester resin further containing at least one structural unit selected from a dicarboxylic acid unit (A2) represented by the following formula (A-2) and a diol unit (B1) represented by the following formula (B-1). (In the formula, A ２ represents a direct bond or an alkylene group, A ３ａ and A ３ｂ each independently represent an alkylene group, n3a and n3b each independently represent an integer of 0 or more, A ４ａ and A ４ｂ each independently represent an alkylene group, R ５ａ and R ５ｂ each independently represent a substituent, m5a and m5b each independently represent an integer from 0 to 6; A ５ represents a direct bond or an alkylene group, A ６ａ and A ６ｂ each independently represent an alkylene group, n6a and n6b each independently represent an integer of 0 or more, R ６ａ and R ６ｂ (Each represents a substituent independently, and m6a and m6b independently represent integers from 0 to 6.) 2. The polyester resin according to claim 1, wherein the diol unit (B) comprises at least one constituent unit selected from the diol unit (B1) and the diol unit (B2) represented by the following formula (B-2). (In the formula, R ７ represents a substituent, m7 represents an integer from 0 to 8, and Z ３ａ and Z ３ｂ A independently shows an arene ring. ７ａ and A ７ｂ R independently represents an alkylene group, n7a and n7b independently represent integers of 0 or greater, and ８ａ and R ８ｂ (where m8a and m8b independently represent substituents, and m8a and m8b independently represent integers greater than or equal to 0.) 3. The polyester resin according to claim 2, wherein the diol unit (B) includes a diol unit (B3) represented by the following formula (B-3). (In the formula, A ８ (where represents an alkylene group, and n8 represents an integer greater than or equal to 1.) 4. The ratio of the dicarboxylic acid unit (A1) to the total amount of the dicarboxylic acid unit (A2) and the diol unit (B1) is such that the molar ratio of the former to the latter is 20 / 80 to 65 / 35, and the diol unit (B) includes at least one constituent unit selected from the diol unit (B1) and the diol unit (B2), and the diol unit (B3), and in formula (B-2), Z ３ａ and Z ３ｂ The polyester resin according to claim 3, wherein each independently represents a monocyclic or polycyclic arene ring, and the ratio of the total amount of the diol units (B1) and (B2) to the diol unit (B3) is the former / latter (molar ratio) = 60 / 40 to 99 / 1.

5. The polyester resin according to any one of claims 1 to 4, wherein the dicarboxylic acid unit (A) comprises at least one constituent unit selected from a dicarboxylic acid unit (A3) which is an aliphatic dicarboxylic acid unit, a dicarboxylic acid unit (A4) which is an alicyclic dicarboxylic acid unit, and a dicarboxylic acid unit (A5) represented by the following formula (A-5). (In the formula, R １０ represents a substituent, m10 represents an integer from 0 to 8, and A １０ａ and A １０ｂ (This independently represents an alkylene group.) 6. A polyester resin according to claim 1, which is at least one selected from the following resins (P1) to (P5): (P1): A resin in which the dicarboxylic acid unit (A) comprises at least the dicarboxylic acid unit (A1) and the dicarboxylic acid unit (A2), and the diol unit (B) comprises at least the diol unit (B1), the dicarboxylic acid unit (B2) according to claim 2, and the dicarboxylic acid unit (B3) according to claim 3. (P2): A resin in which the dicarboxylic acid unit (A) comprises at least the dicarboxylic acid unit (A1) and the dicarboxylic acid unit (A2), and the diol unit (B) comprises at least the diol unit (B2) and the diol unit (B3). (P3): A resin in which the dicarboxylic acid unit (A) comprises at least the dicarboxylic acid unit (A1) and the dicarboxylic acid unit (A3) described in claim 5, and the diol unit (B) comprises at least the diol unit (B1), the diol unit (B2), and the diol unit (B3). (P4): A resin in which the dicarboxylic acid unit (A) comprises at least the dicarboxylic acid unit (A1), the dicarboxylic acid unit (A2), and the dicarboxylic acid unit (A4) described in claim 5, and the diol unit (B) comprises at least the diol unit (B1) and the diol unit (B3). (P5): A resin in which the dicarboxylic acid unit (A) comprises at least the dicarboxylic acid unit (A1) and the dicarboxylic acid unit (A5) described in claim 5, and the diol unit (B) comprises at least the diol unit (B1), the diol unit (B2), and the diol unit (B3).

7. In the resin (P1), the ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A2) is such that the molar ratio of the former to the latter is 30 / 70 to 90 / 10, the ratio of the diol unit (B1) to the diol unit (B2) is such that the molar ratio of the former to the latter is 35 / 65 to 75 / 25, and the ratio of the total amount of the diol units (B1) and the diol units (B2) to the diol unit (B3) is such that the molar ratio of the former to the latter is 70 / 30 to 99 / 1; In the resin (P2), the ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A2) is such that the molar ratio of the former to the latter is 10 / 90 to 75 / 25, The ratio of the diol unit (B2) to the diol unit (B3) is such that the molar ratio of the former to the latter is 70 / 30 to 99 / 1; in the resin (P3), the ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A3) is such that the molar ratio of the former to the latter is 30 / 70 to 95 / 5, the ratio of the diol unit (B1) to the diol unit (B2) is such that the molar ratio of the former to the latter is 30 / 70 to 99.5 / 0.5, and the ratio of the total amount of the diol units (B1) and the diol units (B2) to the diol unit (B3) is such that the molar ratio of the former to the latter is 60 / 40 to 99.5 / 0.5; in the resin (P4), The ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A2) is such that the molar ratio of the former to the latter is 50 / 50 to 90 / 10, the ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A4) is such that the molar ratio of the former to the latter is 45 / 55 to 80 / 20, and the ratio of the diol unit (B1) to the diol unit (B3) is such that the molar ratio of the former to the latter is 50 / 50 to 90 / 10;The polyester resin according to claim 6, wherein in the resin (P5), the ratio of the dicarboxylic acid unit (A1) to the dicarboxylic acid unit (A5) is 30 / 70 to 70 / 30, the ratio of the diol unit (B1) to the diol unit (B2) is 45 / 55 to 80 / 20, and the ratio of the total amount of the diol units (B1) and (B2) to the diol unit (B3) is 60 / 40 to 99.5 / 0.

5.

8. In the above formula (A-1), Z ２ａ and Z ２ｂ This represents a naphthalene ring, and the 1-position of the naphthalene ring is Z １ａ and Z １ｂ A polyester resin according to any one of claims 1 to 4 and 6 to 7, which is bonded to the polyester resin.

9. In the above formula (B-2), Z ３ａ and Z ３ｂ The polyester resin according to any one of claims 2 to 4 and 6 to 7, wherein the ring independently represents a polycyclic arene ring.

10. A polyester resin according to any one of claims 1 to 4 and 6 to 7, wherein the refractive index nd is 1.675 or greater and the partial dispersion ratio θgF is less than 0.

68.

11. A polyester resin according to any one of claims 1 to 4 and 6 to 7, wherein the glass transition temperature Tg is 170°C or less.

12. The absolute value of the birefringence of a stretched film obtained by uniaxial stretching under the stretching conditions of stretching temperature (glass transition temperature Tg + 10) °C, stretching speed of 25 mm / min, and stretching ratio of 3 times is 30 × 10⁻¹⁰ at a wavelength of 600 nm. －４ The polyester resin according to any one of claims 1 to 4 and 6 to 7, which is as follows:

13. A polyester resin according to any one of claims 1 to 4 and 6 to 7, wherein the Abbe number νd is 17.5 to 19.5 and the weight-average molecular weight Mw is 10,000 to 100,000.

14. A method for producing a polyester resin according to any one of claims 1 to 4 and 6 to 7, comprising a polymerization step of polymerizing a polymerization component comprising a dicarboxylic acid component corresponding to the dicarboxylic acid unit (A) and a diol component corresponding to the diol unit (B).

15. A molded article comprising a polyester resin according to any one of claims 1 to 4 and 6 to 7.

16. The molded article according to claim 15, which is an optical component.

17. The molded article according to claim 15, which is an optical lens.

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