Resins, methods of making the same, resin compositions, and molded articles

Abstract

The present application relates to resins comprising units of Formula 1 and units of Formula 2, methods for making the same, resin compositions comprising the same, and molded articles comprising the resin compositions.

Description

TECHNICAL FIELD

[0001] This application claims priority to and the benefit of Korean Patent Application Nos. 10-2021-0117642, 10-2022-0080564, and 10-2022-0080561, filed on September 3, 2021, June 30, 2022, and June 30, 2022, respectively, in the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference.

[0002] The present application relates to a resin and a method for preparing the same, a resin composition, and a molded article. BACKGROUND

[0003] The higher the refractive index of an optical material, the thinner the optical lens required to achieve the same level of correction. Therefore, as the refractive index of the optical material increases, a thinner and lighter lens can be manufactured, making it possible to make various devices using the lens smaller.

[0004] In general, when the refractive index of an optical material increases, there is a problem that the Abbe number becomes low, and a certain level or higher level of transparency is required in order to be used as an optical material. SUMMARY

[0005] TECHNICAL PROBLEM

[0006] An exemplary embodiment of the present application is directed to providing a resin having a new structure and a method for preparing the same.

[0007] Another exemplary embodiment of the present application is directed to providing a composition comprising a resin having a new structure and a molded article prepared from the composition.

[0008] TECHNICAL SOLUTION

[0009] An exemplary embodiment of the present application provides a resin comprising a unit of the following Chemical Formula 1 and a unit of the following Chemical Formula 2.

[0010] [Chemical Formula 1]

[0011]

[0012] [Chemical Formula 2]

[0013]

[0014] In Chemical Formula 1 and Chemical Formula 2,

[0015] Ar1 and Ar2 are the same as or different from each other, and each is independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group,

[0016] R1is hydrogen; deuterium; a halogen group; a cyano group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted silyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group,

[0017] r1is an integer of 1 or 2, and when r1is 2, two R1are the same as or different from each other,

[0018] X1to X4, X9, and X10are the same as or different from each other, and each is independently O; or S,

[0019] Z1, Z2, and Z5are the same as or different from each other, and each is independently a substituted or unsubstituted alkylene group; a substituted or unsubstituted cycloalkylene group; a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group,

[0020] Laand La”are the same as or different from each other, and each is independently a direct bond; or -C(=O)-L-, L being a substituted or unsubstituted arylene group,

[0021] a, b, and p are the same as or different from each other, and each is independently an integer of 0 to 6, and when a, b, and p are each 2 or more, the structures in parentheses are the same as or different from each other,

[0022] t is an integer of 1 to 6, and when t is 2 or more, the structures in parentheses are the same as or different from each other,

[0023] m and n are the same as each other, and are 0 or 1,

[0024] when m and n are 0, t, r, and s are 1, and Lais -C(=O)-L-,

[0025] when m and n are 1, t is an integer of 1 to 6, r + s = 1, r is a real number of 0 < r < 1 as a molar fraction, and s is a real number of 0 < s < 1 as a molar fraction,

[0026] L11is a substituted or unsubstituted alkylene group; a substituted or unsubstituted cycloalkylene group; or a substituted or unsubstituted arylene group,

[0027] l11is an integer of 1 to 5, and when l11is 2 or more, two or more L11are the same as or different from each other,

[0028] X11to X16are the same as or different from each other, and each is independently O; or S,

[0029] Z11to Z13are the same as or different from each other, and each is independently a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group,

[0030] Lb and Lb' are the same as or different from each other, and are each independently a direct bond; or -C(=0)-L'-, L' is a substituted or unsubstituted arylene group,

[0031] a', b' and p' are the same as or different from each other, and are each independently an integer of 0 to 6, and when a', b' and p' are each 2 or more, the structures in each bracket are the same as or different from each other,

[0032] t" is an integer of 1 to 6, and when t" is 2 or more, the structures in the brackets are the same as or different from each other,

[0033] m" and n" are the same as each other, and are 0 or 1,

[0034] when m" and n" are 0, t", r' and s' are 1, and Lb is -C(=0)-L'-,

[0035] when m" and n" are 1, t" is an integer of 1 to 6, r' + s' = 1, r' is a real number of 0 < r' < 1 as a mole fraction, and s' is a real number of 0 < s' < 1 as a mole fraction, and

[0036] * means a moiety connected to the main chain of the resin.

[0037] One exemplary embodiment of the present application provides a method for producing a resin, the method comprising: polymerizing a composition for producing a resin, the composition for producing a resin comprising a compound of the following Chemical Formula 1a; a compound of the following Chemical Formula 2a; and 1) a polyester precursor, or 2) a polyester precursor and a polycarbonate precursor.

[0038] [Chemical Formula 1a]

[0039]

[0040] [Chemical Formula 2a]

[0041]

[0042] In Chemical Formulas 1a and 2a,

[0043] Ar1, Ar2, R1, r1, X1 to X4, Z1, Z2, a and b are the same as those defined in Chemical Formula 1, and

[0044] L11, l11, X11 to X14, Z11, Z12, a' and b' are the same as those defined in Chemical Formula 2.

[0045] Another exemplary embodiment of the present application provides a resin composition comprising a resin according to the above exemplary embodiment.

[0046] Yet another exemplary embodiment of the present application provides a molded article comprising the resin composition according to the above exemplary embodiment.

[0047] Advantages

[0048] The resin according to the exemplary embodiment of the present application has a high refractive index and high transparency.

[0049] By using the resin according to the exemplary embodiment of the present application, an excellent optical lens can be obtained. BRIEF DESCRIPTION OF DRAWINGS

[0050] Figure 1 is a graph showing a reduction rate based on a refractive index difference of a lens thickness. DETAILED DESCRIPTION

[0051] Hereinafter, specific exemplary embodiments will be described in more detail.

[0052] In the entire specification of the present application, the term "combination thereof" included in the Markush type expression means a mixture or a combination of one or more selected from the constituent elements described in the Markush type expression, and means to include one or more selected from the above-described constituent elements.

[0053] Examples of substituents in the present specification will be described below, but are not limited thereto.

[0054] In the present specification, means a moiety to be connected.

[0055] In the present specification, the term "substituted" means that a hydrogen atom of a compound is changed to another substituent, and the position of substitution is not limited as long as the position is a position where a hydrogen atom is replaced (i.e., a position where a substituent can be substituted), and when two or more are substituted, the two or more substituents can be the same as or different from each other.

[0056] In the present specification, the term "substituted or unsubstituted" means to be substituted with one or more substituents selected from the group consisting of deuterium; a halogen group; a hydroxyl group; a cyano group; an alkyl group; a cycloalkyl group; an alkoxy group; an alkenyl group; an aryloxy group; an arylthio group; an alkylthio group; a silyl group; an aryl group; a fused ring group of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring; and a heterocyclic ring group, with a substituent substituted with two or more substituents exemplified from among the substituents being connected to each other, or without a substituent.

[0057] In the present specification, the fact that two or more substituents are connected means that a hydrogen of any substituent is connected to another substituent. For example, when two substituents are connected to each other, a phenyl group and a naphthyl group can be connected to each other to become a substituent Further, the case where three substituents are connected to each other includes not only the case where (substituent 1) - (substituent 2) - (substituent 3) are continuously connected to each other, but also the case where (substituent 2) and (substituent 3) are connected to (substituent 1). For example, phenyl, naphthyl and isopropyl can be connected to each other to form a substituent The above definition is also applicable to the case where four or more substituents are connected to each other.

[0058] In the present specification, examples of the halogen group include fluorine, chlorine, bromine or iodine.

[0059] In the present specification, the alkyl group can be linear or branched, and the number of carbon atoms thereof is not particularly limited, but is preferably from 1 to 30. Specific examples thereof include methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, t-butyl, sec-butyl, 1-methyl-butyl, 1-ethyl-butyl, pentyl, n-pentyl, isopentyl, neopentyl, t-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n-heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-octyl, t-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, 1-ethyl-propyl, 1,1-dimethyl-propyl, iso-hexyl, 2-methylpentyl, 4-methylhexyl, 5-methylhexyl, and the like, but are not limited thereto.

[0060] In the present specification, the cycloalkyl group is not particularly limited, but preferably has from 3 to 30 carbon atoms, and specific examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3-dimethylcyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3,4,5-trimethylcyclohexyl, 4-t-butylcyclohexyl, cycloheptyl, cyclooctyl, adamantyl, and the like, but are not limited thereto.

[0061] In the present specification, the alkoxy group can be linear, branched or cyclic. The number of carbon atoms of the alkoxy group is not particularly limited, but is preferably from 1 to 30. Specific examples thereof include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, t-butoxy, sec-butoxy, n-pentoxy, neopentoxy, isopentoxy, n-hexoxy, 3,3-dimethylbutoxy, 2-ethylbutoxy, n-octoxy, n-nonoxy, n-decoxy, benzyloxy, p-methylbenzyloxy, and the like, but are not limited thereto.

[0062] In the present specification, an alkenyl group can be linear or branched, and the number of carbon atoms thereof is not particularly limited, but is preferably from 2 to 30. Specific examples thereof include ethenyl, 1- propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 3-methyl-1-butenyl, 1,3-butanedienyl, allyl, 1-phenylethen-1-yl, 2-phenylethen-1-yl, 2,2-diphenylethen-1-yl, 2-phenyl-2-(naphthyl-1-yl)ethen-1-yl, 2,2-bis(diphenyl-1-yl)ethen-1-yl, stilbenyl, styryl, and the like, but are not limited thereto.

[0063] In the present specification, an aryl group is not particularly limited, but preferably has from 6 to 30 carbon atoms, and the aryl group can be monocyclic or polycyclic.

[0064] When the aryl group is a monocyclic aryl group, the number of carbon atoms thereof is not particularly limited, but is preferably from 6 to 50. Specific examples of the monocyclic aryl group include phenyl, biphenyl, terphenyl, and the like, but are not limited thereto.

[0065] When the aryl group is a polycyclic aryl group, the number of carbon atoms thereof is not particularly limited, but is preferably from 10 to 50. Specific examples of the polycyclic aryl group include naphthyl, anthryl, phenanthryl, triphenylenyl, pyrenyl, phenalenyl, perylenyl, fluorenyl, and the like, but are not limited thereto.

[0066] In the present specification, a fluorenyl group can be substituted, and adjacent groups can be bonded to each other to form a ring.

[0067] Examples of the case where the fluorenyl group is substituted include and the like, but are not limited thereto.

[0068] In the present specification, “adjacent” groups can mean a substituent that substitutes an atom directly connected to an atom substituted by a corresponding substituent, a substituent arranged to be closest in space to the corresponding substituent, or another substituent that substitutes an atom substituted by the corresponding substituent. For example, two substituents substituted at ortho positions in a benzene ring and two substituents substituted at the same carbon in an aliphatic ring can be interpreted as groups “adjacent” to each other.

[0069] In the present specification, a heteroaryl group contains one or more atoms other than carbon (i.e., one or more heteroatoms), and specifically, the heteroatoms can include one or more atoms selected from O, N, Se, S, and the like. The number of carbon atoms thereof is not particularly limited, but is preferably from 2 to 30, and the heteroaryl group can be monocyclic or polycyclic. Examples of the heteroaryl group include thienyl, furanyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxazolyl, pyridyl, bipyridyl, pyrimidyl, triazinyl, triazolyl, acridinyl, pyridazinyl, pyrazinyl, quinolinyl, quinazolinyl, quinoxalinyl, phthalazinyl, pyridopyrimidyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolinyl, indolyl, carbazolyl, benz oxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothiophenyl, dibenzothiophenyl, benzofuranyl, phenanthridinyl, phenanthrolinyl, iso oxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothiophenyl, dibenzothiophenyl, benzofuranyl, phenanthridinyl, phenanthrolinyl, iso oxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothiophenyl, dibenzothiophenyl, benzofuranyl, phenanthridinyl, phenanthrolinyl, iso oxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothiophenyl, dibenzothiophenyl, benzofuranyl, phenanthridinyl, phenanthrolinyl, iso

[0070] In the present specification, a silyl group can be an alkylsilyl group, an arylsilyl group, an alkylarylsilyl group, a heteroarylsilyl group, or the like. The above examples of alkyl groups can be applied to alkyl groups in alkylsilyl groups, the above examples of aryl groups can be applied to aryl groups in arylsilyl groups, examples of alkyl groups and aryl groups can be applied to alkyl groups and aryl groups in alkylarylsilyl groups, and examples of heteroaryl groups can be applied to heteroaryl groups in heteroarylsilyl groups.

[0071] In the present specification, a hydrocarbon ring group can be an aromatic hydrocarbon ring group, an aliphatic hydrocarbon ring group, or a fused ring group of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring, and can be selected from examples of cycloalkyl groups, aryl groups, and combinations thereof, and examples of hydrocarbon ring groups include phenyl groups, cyclohexyl groups, adamantyl groups, bicyclo[2.2.1]heptyl groups, bicyclo[2.2.1]octyl groups, tetrahydronaphthyl groups, tetrahydroanthryl groups, 1,2,3,4-tetrahydro-1,4-methanonenaphthyl groups, 1,2,3,4-tetrahydro-1,4-ethanonenaphthyl groups, spirocyclopentane fluorenyl groups, spiroadamantane fluorenyl groups, spirocyclohexane fluorenyl groups, and the like, but are not limited thereto.

[0072] In the present specification, a heterocyclic group contains one or more atoms other than carbon (i.e., one or more heteroatoms), and specifically, the heteroatoms can include one or more atoms selected from O, N, Se, S, and the like. A heterocyclic group can be monocyclic or polycyclic, and can be an aromatic heterocyclic group; an aliphatic heterocyclic group; a fused ring group of an aromatic heterocycle and an aliphatic heterocycle; a fused ring group of an aliphatic hydrocarbon ring, an aromatic hydrocarbon ring, and an aromatic heterocycle; or a fused ring group of an aliphatic hydrocarbon ring, an aromatic hydrocarbon ring, and an aliphatic heterocycle, and the aromatic heterocyclic group can be selected from examples of heteroaryl groups.

[0073] In this specification, aliphatic heterocyclic group means an aliphatic cyclic group containing one or more heteroatoms. Aliphatic heterocyclic groups include all of the following: aliphatic cyclic groups with single bonds, aliphatic cyclic groups containing multiple bonds, or aliphatic cyclic groups in the form of ring fusion containing both single and multiple bonds. Examples of aliphatic heterocycles include epoxy groups, ethylene oxide groups, tetrahydrofuranyl groups, and 1,4-dioxane groups. Alkyl, pyrrolidinyl, piperidinyl, morpholinyl, oxetaneheptyl, azirheptanyl, thioheptanyl, tetrahydronaphthothiophene, tetrahydronaphthofuranyl, tetrahydrobenzothiophene, tetrahydrobenzofuranyl, etc., but not limited to these.

[0074] In this specification, aryl groups may be represented by -ORo, and the description of the above aryl groups will be applied to Ro.

[0075] In this specification, aryl thio groups may be represented by -SRs1, and the description of the above aryl groups will be applied to Rs1.

[0076] In this specification, an alkyl thio group may be represented by -SRs2, and the description of the above alkyl group is applied to Rs2.

[0077] In this specification, alkylene refers to a group having two bonding positions within an alkyl group, i.e., a divalent group. The above description of alkyl groups can be applied to alkylene groups, except that alkylene groups are divalent.

[0078] In this specification, cycloalkylene refers to a group having two bonding positions in a cycloalkyl group, i.e., a divalent group. The above description of cycloalkyl can be applied to cycloalkylene, except that cycloalkylene is divalent.

[0079] In this specification, fused cyclic groups of divalent aromatic and aliphatic hydrocarbon rings refer to groups having two bonding positions in the fused cyclic group of aromatic and aliphatic hydrocarbon rings, i.e., divalent groups. The above description of fused cyclic groups of aromatic and aliphatic hydrocarbon rings can be applied, except that each of the groups is a divalent group.

[0080] In this specification, arylene refers to a group having two bonding positions within an aryl group, i.e., a divalent group. The above description of aryl can be applied to arylene, the difference being that arylene is divalent.

[0081] Preferred exemplary embodiments of the present invention will be described in detail below. However, the exemplary embodiments of the present invention can be modified into various other forms, and the scope of the present invention is not limited to the exemplary embodiments described below.

[0082] According to an exemplary embodiment of the invention, the resin may contain one or more units of Formula 1, and when two or more are contained, the units may be the same as or different from each other.

[0083] According to one exemplary embodiment of the present application, one or more units of Chemical Formula 2 can be included in the resin, and when two or more are included, the units are the same as or different from each other.

[0084] One exemplary embodiment of the present application provides a resin including a unit of Chemical Formula 1 and a unit of Chemical Formula 2.

[0085] According to a relationship between a molecular structure and a refractive index known from Lorentz-Lorenz’s formula, it can be seen that the refractive index of a material composed of a molecule is increased by increasing the electron density of the molecule and decreasing the volume of the molecule.

[0086] Since the core structure of Chemical Formula 1 is a phenylene group, the resin including a unit represented by Chemical Formula 1 has a small molecular volume and is excellent in packing ability, and thus the refractive index of the resin can be increased. In addition, when Ar1 and Ar2 are electron-rich substituents such as a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, the refractive index of the resin can be further increased by increasing the electron density of the structure represented by Chemical Formula 1. Thus, the resin according to one exemplary embodiment of the present application has a high refractive index and a high transparency, and an optical lens, an optical film, or an optical resin using the resin has a small thickness and can exhibit excellent optical properties.

[0087] In addition, the resin has a technical effect of improving the heat resistance of the resin by further including a unit represented by Chemical Formula 2. In addition, the glass transition temperature (Tg) of the resin can be supplemented or the chain behavior of the resin can be made flexible, and has an advantageous technical effect in injection molding processing of a molded article.

[0088] According to one exemplary embodiment of the present application, the resin is a polyester resin or a polyester-polycarbonate resin.

[0089] According to one exemplary embodiment of the present application, Chemical Formula 1 is the following Chemical Formula 1-1 or 1-2.

[0090] [Chemical Formula 1-1]

[0091]

[0092] [Chemical Formula 1-2]

[0093]

[0094] In Chemical Formula 1-1,

[0095] *, Ar1, Ar2, R1, r1, X1 to X4, Z1, Z2, a, and b are the same as those defined in Chemical Formula 1,

[0096] La is -C(=O)-L-,

[0097] L is a substituted or unsubstituted arylene,

[0098] In Chemical Formula 1-2,

[0099] *, Ar1, Ar2, R1, r1, X1 to X4, X9, X10, Z1, Z2, Z5, a, b, t, and p are the same as those defined in Chemical Formula 1,

[0100] La and La” are the same as or different from each other, and each is independently a direct bond; or -C(=O)-L-,

[0101] L is a substituted or unsubstituted arylene,

[0102] r is a real number of 0 < r < 1 as a mole fraction,

[0103] s is a real number of 0 < s < 1 as a mole fraction, and

[0104] r + s = 1.

[0105] According to one exemplary embodiment of the present application, Chemical Formula 1 is Chemical Formula 1-1.

[0106] According to one exemplary embodiment of the present application, Chemical Formula 1 is Chemical Formula 1-2.

[0107] According to one exemplary embodiment of the present application, Chemical Formula 2 is the following Chemical Formula 2-1 or 2-2.

[0108] [Chemical Formula 2-1]

[0109]

[0110] [Chemical Formula 2-2]

[0111]

[0112] In Chemical Formula 2-1,

[0113] *, L11, l11, X11 to X14, Z11, Z12, a’, and b’ are the same as those defined in Chemical Formula 2,

[0114] Lb is -C(=O)-L’-,

[0115] L’ is a substituted or unsubstituted arylene; and

[0116] wherein, in Chemical Formula 2-2,

[0117] * the definitions of L11, l11, X11 to X16, Z11, Z12, Z13, a', b', t", and p' are the same as those defined in Chemical Formula 2,

[0118] Lb and Lb' are the same as or different from each other, and each is independently a direct bond; or -C(=O)-L'-,

[0119] L' is a substituted or unsubstituted arylene group,

[0120] r' is a real number of 0 < r' < 1 as a mole fraction,

[0121] s' is a real number of 0 < s' < 1 as a mole fraction, and

[0122] r' + s' = 1.

[0123] According to one exemplary embodiment of the present application, Chemical Formula 2 is Chemical Formula 2-1.

[0124] According to one exemplary embodiment of the present application, Chemical Formula 2 is Chemical Formula 2-2.

[0125] According to one exemplary embodiment of the present application, Chemical Formula 1 is the following Chemical Formula 1-1-1.

[0126] [Chemical Formula 1-1-1]

[0127]

[0128] In Chemical Formula 1-1-1,

[0129] * the definitions of Ar1, Ar2, R1, r1, X1 to X4, Z1, Z2, a, and b are the same as those defined in Chemical Formula 1, and

[0130] L1 is a substituted or unsubstituted arylene group.

[0131] According to one exemplary embodiment of the present application, Chemical Formula 2 is the following Chemical Formula 2-1-1.

[0132] [Chemical Formula 2-1-1]

[0133]

[0134] In Chemical Formula 2-1-1,

[0135] * the definitions of L11, l11, X11 to X14, Z11, Z12, a', and b' are the same as those defined in Chemical Formula 2, and

[0136] L'1is a substituted or unsubstituted arylene.

[0137] According to an exemplary embodiment of the present application, Chemical Formula 2 is the following Chemical Formula 2-3.

[0138] [Chemical Formula 2-3]

[0139]

[0140] In Chemical Formula 2-3,

[0141] *, X11to X16, Z11to Z13, Lb, Lb', a', b', m", n", t", s', and r' are the same as those defined in Chemical Formula 2,

[0142] R2and R3are the same as or different from each other, and each is independently hydrogen; or a substituted or unsubstituted alkyl,

[0143] r2and r3are each an integer of 1 to 4, and when r2is 2 or more, two or more R2are the same as or different from each other, and when r3is 2 or more, two or more R3are the same as or different from each other, and

[0144] L11' and L11" are the same as or different from each other, and each is independently a substituted or unsubstituted arylene; or a heteroarylene.

[0145] According to an exemplary embodiment of the present application, Chemical Formula 1 is any one of the following Chemical Formulas 1-2-1 to 1-2-4.

[0146] [Chemical Formula 1-2-1]

[0147]

[0148] [Chemical Formula 1-2-2]

[0149]

[0150] [Chemical Formula 1-2-3]

[0151]

[0152] [Chemical Formula 1-2-4]

[0153]

[0154] In Chemical Formulas 1-2-1 to 1-2-4,

[0155] *, Ar1, Ar2, R1, r1, X1 to X4, X9, X10, Z1, Z2, Z5, a, b, p, t, s, and r are the same as those defined in Chemical Formula 1-2, and

[0156] L1and L2are the same as or different from each other, and are each independently a substituted or unsubstituted arylene.

[0157] According to an exemplary embodiment of the present application, Chemical Formula 2 is any one of the following Chemical Formulas 2-2-1 to 2-2-4.

[0158] [Chemical Formula 2-2-1]

[0159]

[0160] [Chemical Formula 2-2-2]

[0161]

[0162] [Chemical Formula 2-2-3]

[0163]

[0164] [Chemical Formula 2-2-4]

[0165]

[0166] In Chemical Formulas 2-2-1 to 2-2-4,

[0167] *, L11, l11, X11 to X16, Z11 to Z13, a’, b’, s’, r’, t”, and p’ are the same as those defined in Chemical Formula 2-2, and

[0168] L’1and L’2are the same as or different from each other, and are each independently a substituted or unsubstituted arylene.

[0169] According to an exemplary embodiment of the present application, Chemical Formula 2 is the following Chemical Formula 2-3-1 or 2-3-2.

[0170] [Chemical Formula 2-3-1]

[0171]

[0172] [Chemical Formula 2-3-2]

[0173]

[0174] In Chemical Formulas 2-3-1 and 2-3-2,

[0175] * the definitions of X11to X16, Z11to Z13, Lb, Lb’, a’, b’, m”, n”, t”, s’, and r’ are the same as those defined in Chemical Formula 2,

[0176] R2and R3are the same as or different from each other, and each is independently hydrogen; or a substituted or unsubstituted alkyl group,

[0177] r2and r3are each an integer of 1 to 4, and when r2is 2 or more, two or more R2are the same as or different from each other, and when r3is 2 or more, two or more R3are the same as or different from each other, and

[0178] L11’and L11”are the same as or different from each other, and each is independently a substituted or unsubstituted arylene; or a heteroarylene.

[0179] According to one exemplary embodiment of the present application, Chemical Formula 2 is the following Chemical Formula 2-3-1-1.

[0180] [Chemical Formula 2-3-1-1]

[0181]

[0182] In Chemical Formula 2-3-1-1,

[0183] * the definitions of X11to X14, Z11to Z13, a’, and b’ are the same as those defined in Chemical Formula 2-3-1,

[0184] R2and R3are the same as or different from each other, and each is independently hydrogen; or a substituted or unsubstituted alkyl group,

[0185] r2and r3are each an integer of 1 to 4, and when r2is 2 or more, two or more R2are the same as or different from each other, and when r3is 2 or more, two or more R3are the same as or different from each other,

[0186] L11’and L11”are the same as or different from each other, and each is independently a substituted or unsubstituted arylene; or a heteroarylene, and

[0187] L’1is a substituted or unsubstituted arylene.

[0188] According to one exemplary embodiment of the present application, Chemical Formula 2 is any one of the following Chemical Formulas 2-3-2-1 to 2-3-2-4.

[0189] [Chemical Formula 2-3-2-1]

[0190]

[0191] [Chemical Formula 2-3-2-2]

[0192]

[0193] [Chemical Formula 2-3-2-3]

[0194]

[0195] [Chemical Formula 2-3-2-4]

[0196]

[0197] In Chemical Formulas 2-3-2-1 to 2-3-2-4,

[0198] *, R2, R3, r2, r3, L1, L2, X11 to X16, Z11 to Z13, a', b', t", s', r', and p' are the same as those defined in Chemical Formula 2-3-2, and

[0199] L'1and L'2are the same as or different from each other, and each is independently a substituted or unsubstituted arylene group.

[0200] In one exemplary embodiment of the present application, Chemical Formula 2 is the following Chemical Formula 3. The resin further comprises a unit of the following Chemical Formula 3.

[0201] [Chemical Formula 3]

[0202]

[0203] In Chemical Formula 3,

[0204] X13and X14are the same as or different from each other, and each is independently O; or S,

[0205] Lb is -C(=O)-L'-,

[0206] L' is a substituted or unsubstituted arylene group,

[0207] L11is a substituted or unsubstituted alkylene group, and

[0208] * means a moiety connected to the main chain of the resin.

[0209] The resin has a technical effect of improving flowability during processing of the resin by further comprising a unit represented by Chemical Formula 3 because flexibility of a chain forming the main chain of the resin is increased.

[0210] According to an exemplary embodiment of the present application, Ar1and Ar2are the same as or different from each other, and each is independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0211] According to an exemplary embodiment of the present application, Ar1and Ar2are the same as or different from each other, and each is independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0212] According to an exemplary embodiment of the present application, R2and R3are different from each other, and each is independently hydrogen; or an unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms, L11' and L11" are the same as or different from each other, and each is independently a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms, X5to X8, X'9and X'10are O, Z3, Z4and Z6are the same as or different from each other, and each is independently a straight-chain or branched alkylene group having 1 to 30 carbon atoms, and La' is a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0213] According to an exemplary embodiment of the present application, Ar1and Ar2are the same as or different from each other, and each is independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0214] According to an exemplary embodiment of the present application, Ar1and Ar2are the same as or different from each other, and each is independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0215] According to an exemplary embodiment of the present application, Ar1and Ar2are the same as or different from each other, and each is independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0216] According to an exemplary embodiment of the present application, Ar1and Ar2are the same as or different from each other, and each is independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0217] According to an exemplary embodiment of the present application, Ar1and Ar2are the same as or different from each other, and each is independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0218] According to an exemplary embodiment of the present application, R1is hydrogen.

[0219] According to an exemplary embodiment of the present application, X1is O.

[0220] According to an exemplary embodiment of the present application, X2is O.

[0221] According to an exemplary embodiment of the present application, X3is O.

[0222] According to an exemplary embodiment of the present application, X4is O.

[0223] According to an exemplary embodiment of the present application, X9is O.

[0224] According to an exemplary embodiment of the present application, X10is O.

[0225] According to an exemplary embodiment of the present application, Z1, Z2, and Z5are the same as or different from each other, and each is independently a linear or branched alkylene having 1 to 30 carbon atoms.

[0226] According to an exemplary embodiment of the present application, Z1, Z2, and Z5are the same as or different from each other, and each is independently a linear or branched alkylene having 1 to 20 carbon atoms.

[0227] According to an exemplary embodiment of the present application, Z1, Z2, and Z5are the same as or different from each other, and each is independently ethylene; or isopropylene.

[0228] According to an exemplary embodiment of the present application, Laand La"are the same as or different from each other, and each is independently a direct bond; or -C(=O)-L-.

[0229] According to an exemplary embodiment of the present application, Laand La"are different from each other, and each is independently a direct bond; or -C(=O)-L-.

[0230] According to an exemplary embodiment of the present application, Laand La"are a direct bond.

[0231] According to an exemplary embodiment of the present application, Laand La"are -C(=O)-L-.

[0232] According to an exemplary embodiment of the present application, La" is a direct bond, and La is -C(=O)-L-.

[0233] According to an exemplary embodiment of the present application, La is a direct bond, and La" is -C(=O)-L-.

[0234] According to one exemplary embodiment of the present application, L is a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0235] According to one exemplary embodiment of the present application, L is a monocyclic or polycyclic arylene group having 6 to 20 carbon atoms.

[0236] According to one exemplary embodiment of the present application, L is a phenylene group; or a naphthylene group.

[0237] According to one exemplary embodiment of the present application, L1and L2are the same as or different from each other, and are each independently a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms which is unsubstituted or substituted with a linear or branched alkyl group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0238] According to one exemplary embodiment of the present application, L1and L2are the same as or different from each other, and are each independently a monocyclic or polycyclic arylene group having 6 to 20 carbon atoms which is unsubstituted or substituted with a linear or branched alkyl group having 1 to 20 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0239] According to one exemplary embodiment of the present application, L1and L2are the same as or different from each other, and are each independently a phenylene group which is unsubstituted or substituted with a methyl group or a phenyl group; or a naphthylene group.

[0240] According to one exemplary embodiment of the present application, R2and R3are hydrogen.

[0241] According to one exemplary embodiment of the present application, L11is a monocyclic or polycyclic alkylene group having 1 to 30 carbon atoms which is unsubstituted or substituted with a linear or branched alkyl group having 1 to 30 carbon atoms or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms, a fused ring group of a divalent monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 30 carbon atoms and an aliphatic hydrocarbon ring having 3 to 30 carbon atoms, or a monocyclic or polycyclic arylene group having 6 to 50 carbon atoms.

[0242] According to one exemplary embodiment of the present application, L11is a monocyclic or polycyclic alkylene group having 1 to 20 carbon atoms which is unsubstituted or substituted with a linear or branched alkyl group having 1 to 20 carbon atoms or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, a fused ring group of a divalent monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 20 carbon atoms and an aliphatic hydrocarbon ring having 3 to 20 carbon atoms, or a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0243] According to an exemplary embodiment of the present application, L11is unsubstituted or substituted methylene; isopropylidene; unsubstituted or substituted phenylene; divalent naphthyl; or divalent fluorene.

[0244] According to an exemplary embodiment of the present application, l11is 1.

[0245] According to an exemplary embodiment of the present application, l11is 2, and two L11are the same or different from each other.

[0246] According to an exemplary embodiment of the present application, l11is 3, and three L11are the same or different from each other.

[0247] According to an exemplary embodiment of the present application, X11is O.

[0248] According to an exemplary embodiment of the present application, X12is O.

[0249] According to an exemplary embodiment of the present application, X13is O.

[0250] According to an exemplary embodiment of the present application, X14is O.

[0251] According to an exemplary embodiment of the present application, X15is O.

[0252] According to an exemplary embodiment of the present application, X16is O.

[0253] According to an exemplary embodiment of the present application, Z11to Z13are the same or different from each other, and are each independently a straight-chain or branched alkylene having 1 to 30 carbon atoms.

[0254] According to an exemplary embodiment of the present application, Z11to Z13are the same or different from each other, and are each independently a straight-chain or branched alkylene having 1 to 20 carbon atoms.

[0255] According to an exemplary embodiment of the present application, Z11to Z13are ethylene.

[0256] According to an exemplary embodiment of the present application, Lband Lb’are the same or different from each other, and are each independently a direct bond; or -C(=O)-L’-.

[0257] According to an exemplary embodiment of the present application, Lband Lb’are different from each other, and are each independently a direct bond; or -C(=O)-L’-.

[0258] According to an exemplary embodiment of the present application, Lband Lb’are a direct bond.

[0259] According to an exemplary embodiment of the present application, Lb and Lb' are -C(=0)-L'-.

[0260] According to an exemplary embodiment of the present application, Lb' is a direct bond, and Lb is -C(=0)-L'-.

[0261] According to an exemplary embodiment of the present application, Lb is a direct bond, and Lb' is -C(=0)-L'-.

[0262] According to an exemplary embodiment of the present application, L' is a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0263] According to an exemplary embodiment of the present application, L' is a monocyclic or polycyclic arylene group having 6 to 20 carbon atoms.

[0264] According to an exemplary embodiment of the present application, L' is phenylene; or naphthylene.

[0265] According to an exemplary embodiment of the present application, L'1 and L'2 are the same as or different from each other, and are each independently a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0266] According to an exemplary embodiment of the present application, L'1 and L'2 are the same as or different from each other, and are each independently a monocyclic or polycyclic arylene group having 6 to 20 carbon atoms.

[0267] According to an exemplary embodiment of the present application, L'1 and L'2 are the same as or different from each other, and are each independently phenylene; or naphthylene.

[0268] According to an exemplary embodiment of the present application, a' is 1.

[0269] According to an exemplary embodiment of the present application, b' is 1.

[0270] According to an exemplary embodiment of the present application, a' is 0.

[0271] According to an exemplary embodiment of the present application, b' is 0.

[0272] According to an exemplary embodiment of the present application, p' is 0.

[0273] According to an exemplary embodiment of the present application, p' is 1.

[0274] In an exemplary embodiment of the present application, X13 and X14 are O.

[0275] In an exemplary embodiment of the present application, X13 and X14 are S.

[0276] In one exemplary embodiment of the present application, L11 is a substituted or unsubstituted alkylene having 1 to 30 carbon atoms.

[0277] In one exemplary embodiment of the present application, L11 is a substituted or unsubstituted alkylene having 1 to 20 carbon atoms.

[0278] In one exemplary embodiment of the present application, L11 is a substituted or unsubstituted alkylene having 1 to 10 carbon atoms.

[0279] In one exemplary embodiment of the present application, L11 is a substituted or unsubstituted ethylene.

[0280] In one exemplary embodiment of the present application, L11 is ethylene.

[0281] In one exemplary embodiment of the present application, L11' and L11" are defined identically to L11.

[0282] According to one exemplary embodiment of the present application, the resin can have -OH; -SH; -CO2CH3; -Cl; or -OC6H5 as two end groups.

[0283] In one exemplary embodiment of the present application, in Chemical Formula 1, r is 0.001 to 0.999 as a mole fraction, s is 0.001 to 0.999 as a mole fraction, preferably, r is 0.01 to 0.99 and s is 0.01 to 0.99, and more preferably, r is 0.1 to 0.9 and s is 0.1 to 0.9.

[0284] When r and s of Chemical Formula 1 are within the above ranges, a resin having desired physical properties can be obtained by appropriately adjusting r and s as mole fractions.

[0285] In one exemplary embodiment of the present application, in Chemical Formula 2, r' is 0.001 to 0.999 as a mole fraction, s' is 0.001 to 0.999 as a mole fraction, preferably, r' is 0.01 to 0.99 and s' is 0.01 to 0.99, and more preferably, r' is 0.1 to 0.9 and s' is 0.1 to 0.9.

[0286] When r' and s' of Chemical Formula 2 are within the above ranges, a resin having desired physical properties can be obtained by appropriately adjusting r' and s' as mole fractions.

[0287] In one exemplary embodiment of the present application, the resin has a weight average molecular weight of 3,000 g / mol to 500,000 g / mol, preferably 5,000 g / mol to 300,000 g / mol, 7,000 g / mol to 250,000 g / mol, and 8,000 g / mol to 200,000 g / mol. The resin has a weight average molecular weight more preferably of 9,000 g / mol to 150,000 g / mol, 10,000 g / mol to 100,000 g / mol, 12,000 g / mol to 80,000 g / mol, and 13,000 g / mol to 70,000 g / mol.

[0288] In one exemplary embodiment of the present application, the resin has a number average molecular weight of 2,000 g / mol to 300,000 g / mol, 3,000 g / mol to 200,000 g / mol, 4,000 g / mol to 150,000 g / mol, 4,500 g / mol to 100,000 g / mol, preferably 5,000 g / mol to 80,000 g / mol.

[0289] When the resin satisfies the above-mentioned ranges of weight average molecular weight and number average molecular weight, the resin can have optimal flowability and processability.

[0290] In the present application, the weight average molecular weight and the number average molecular weight of the resin and the oligomers used in the preparation thereof can be measured by gel permeation chromatography (GPC) using polystyrene (PS) standards using an Agilent 1200 series. Specifically, the weight average molecular weight can be measured using a Polymer Laboratories PLgel MIX-B 300 mm length column using an Agilent 1200 series device, and in this case, the measurement temperature is 40°C, tetrahydrofuran (THF) is used as the solvent, and the flow rate is 1 mL / min. Samples of the resin or the oligomers are each prepared at a concentration of 1.0 mg / 1 mL, then fed in an amount of 10 μL, and the weight average molecular weight and the number average molecular weight values are derived using a calibration curve formed using polystyrene standards. In this case, 9 types of polystyrene standard products having molecular weights (g / mol) of 2,000 / 10,000 / 30,000 / 70,000 / 200,000 / 700,000 / 2,000,000 / 4,000,000 / 10,000,000 are used.

[0291] In one exemplary embodiment of the present invention, the glass transition temperature (Tg) of the resin can be from 90°C to 200°C. Preferably, the glass transition temperature can be from 100°C to 190°C, 120°C to 170°C, 130°C to 160°C, 117°C to 168°C, and 110°C to 187°C. When the resin meets the above glass transition temperature ranges, the glass transition temperature can be easily adjusted when preparing a resin composition by mixing it with a resin having excellent heat resistance and injection molding properties and a glass transition temperature different from the above ranges, so that the desired physical properties in the present invention can be met.

[0292] The glass transition temperature (Tg) can be measured using differential scanning calorimetry (DSC). Specifically, the glass transition temperature can be measured from a graph obtained by heating a resin sample of 5.5 mg to 8.5 mg to 270 °C under a nitrogen atmosphere, and then scanning the resin sample during a secondary heating process after cooling, while heating the resin sample at a heating rate of 10 °C / min.

[0293] In one exemplary embodiment of the invention, the resin has a refractive index of 1.50 to 1.75 measured at a wavelength of 587 nm or 589 nm. The refractive index may preferably be 1.60 to 1.72, and more preferably 1.646 to 1.695, or 1.611 to 1.695. When the resin meets the above refractive index, thin and lightweight optical lenses can be manufactured when the resin is applied to molded articles such as optical lenses.

[0294] In one exemplary embodiment of the invention, the Abbe number of the resin, measured and calculated at wavelengths of 589 nm (or 587 nm), 486 nm, and 656 nm, can be between 5 and 45. The Abbe number is preferably between 10 and 25, and more preferably between 15.1 and 22.3, or 15.1 and 25.8. When the resin meets the above Abbe number range, when the resin is applied to molded articles such as optical lenses, it has the effect of reduced dispersion and improved sharpness while maintaining a high refractive index. Specifically, the Abbe number can be determined by measuring the refractive index (n) at wavelengths of D (589 nm or 587 nm), F (486 nm), and C (656 nm) at 25°C. D n F and n C The value is obtained through the following formula.

[0295] Abbe number = (n D -1) / (n F -n C )

[0296] The refractive index and Abbe number can be measured from a film prepared by applying a solution (which is prepared by dissolving a resin in a solvent) to a silicon wafer by spin coating, and can be measured by obtaining a result value according to the wavelength of light at 25°C using an ellipsometer for the applied film. The solution can be applied by spin coating at a rotation speed of 150 rpm to 300 rpm, and the thickness of the applied film can be 5 μm to 20 μm. The silicon wafer is not particularly limited, and any silicon wafer that can measure the refractive index and Abbe number of the resin composition according to the present application can be appropriately used. The solvent can be dimethylacetamide or 1,2-dichlorobenzene, and the solution can be prepared by dissolving a resin sample in an amount of 10% by weight based on the total weight of the solution.

[0297] One exemplary embodiment of the present application provides a method for preparing a resin, the method comprising: polymerizing a composition for preparing a resin, the composition for preparing a resin comprising a compound of the following Chemical Formula 1a; a compound of the following Chemical Formula 2a; and 1) a polyester precursor, or 2) a polyester precursor and a polycarbonate precursor.

[0298] [Chemical Formula 1a]

[0299]

[0300] [Chemical Formula 2a]

[0301]

[0302] In Chemical Formulas 1a and 2a,

[0303] Ar1, Ar2, R1, r1, X1 to X4, Z1, Z2, a, and b are the same as those defined in Chemical Formula 1, and

[0304] L11, l11, X11 to X14, Z11, Z12, a’, and b’ are the same as those defined in Chemical Formula 2.

[0305] According to one exemplary embodiment of the present application, Chemical Formula 2a is the following Chemical Formula 2a-1.

[0306] [Chemical Formula 2a-1]

[0307]

[0308] In Chemical Formula 2a-1,

[0309] X11 to X14, Z11, Z12, a’, and b’ are the same as those defined in Chemical Formula 2, and

[0310] R2, R3, r2, r3, L11', and L11" are the same as those defined in Chemical Formula 2-3.

[0311] In one exemplary embodiment of the present application, Chemical Formula 3 is the following Chemical Formula 3a. The composition for preparing a resin can further include a compound represented by the following Chemical Formula 3a.

[0312] [Chemical Formula 3a]

[0313]

[0314] In Chemical Formula 3a, the definition of the substituent is the same as that in Chemical Formula 3.

[0315] One exemplary embodiment of the present application provides a composition for preparing a resin, which includes a compound of Chemical Formula 1a; a compound of Chemical Formula 2a; and 1) a polyester precursor, or 2) a polyester precursor and a polycarbonate precursor.

[0316] According to one exemplary embodiment of the present application, the composition for preparing a resin further includes a compound of the following Chemical Formula 3a, and the compound of Chemical Formula 1a and the compound of Chemical Formula 2a are included in an amount of 0.01 mol% to 99.99 mol% : 99.99 mol% to 0.01 mol%. Specifically, the compound of Chemical Formula 1a and the compound of Chemical Formula 2a are included in an amount of 0.1 mol% to 99.9 mol% : 99.9 mol% to 0.1 mol%, 1 mol% to 99 mol% : 99 mol% to 1 mol%, 5 mol% to 90 mol% : 5 mol% to 90 mol%.

[0317] When Chemical Formulas 1a and 2a are included in the above amount, the compounds are easily polymerized, have a wide range of refractive indexes or a high refractive index depending on the substituent, and have a wide range of glass transition temperatures.

[0318] The composition for preparing a resin can further include a solvent.

[0319] The solvent can be, for example, diphenyl ether, dimethylacetamide, or methanol, but is not limited thereto, and any solvent applied in the art can be appropriately used.

[0320] The solvent can be included in an amount of 5 parts by weight to 60 parts by weight with respect to 100 parts by weight of the composition for preparing a resin.

[0321] The solvent can be preferably included in an amount of 5 parts by weight to 50 parts by weight, 7 parts by weight to 45 parts by weight, or 8 parts by weight to 40 parts by weight with respect to 100 parts by weight of the composition for preparing a resin.

[0322] According to one exemplary embodiment of the present application, two or more compounds of Chemical Formula 1a can be included. The two or more compounds of Chemical Formula 1a can be the same as or different from each other.

[0323] In one exemplary embodiment of the present application, the compound of Chemical Formula 1a can be any one of the following compounds, but is not limited thereto.

[0324]

[0325] In one exemplary embodiment of the present application, the compound of Chemical Formula 2a can be any one of the following compounds, but is not limited thereto.

[0326]

[0327] In one exemplary embodiment of the present application, the compound of Chemical Formula 3a can be the following compound, but is not limited thereto.

[0328]

[0329] One exemplary embodiment of the present application provides a method for preparing a resin, the method including polymerizing a composition for preparing a resin, the composition for preparing a resin preferably including a compound of Chemical Formula 1a; and a compound of Chemical Formula 2a, and including a polyester precursor.

[0330] In one exemplary embodiment of the present application, the compound of Chemical Formula 1a can be included in an amount of 1 to 99 parts by weight, with respect to 100 parts by weight of the composition for preparing a resin.

[0331] The compound of Chemical Formula 1a can be included in an amount of preferably 1 to 60 parts by weight, 1 to 50 parts by weight, 1 to 40 parts by weight, 1 to 30 parts by weight, 1 to 20 parts by weight, or 1 to 10 parts by weight, with respect to 100 parts by weight of the composition for preparing a resin.

[0332] In one exemplary embodiment of the present application, the compound of Chemical Formula 2a can be included in an amount of 1 to 99 parts by weight, with respect to 100 parts by weight of the composition for preparing a resin.

[0333] The compound of Chemical Formula 2a can be included in an amount of preferably 1 to 60 parts by weight, 1 to 50 parts by weight, 1 to 40 parts by weight, 1 to 30 parts by weight, 1 to 20 parts by weight, or 1 to 10 parts by weight, with respect to 100 parts by weight of the composition for preparing a resin.

[0334] In one exemplary embodiment of the present application, the polyester precursor can be included in an amount of 1 to 150 parts by weight, relative to 100 parts by weight of the composition for preparing a resin.

[0335] The polyester precursor can be included in an amount of preferably 1 to 150 parts by weight, 1 to 140 parts by weight, 1 to 130 parts by weight, 1 to 125 parts by weight, or 1 to 120 parts by weight, relative to 100 parts by weight of the composition for preparing a resin.

[0336] One exemplary embodiment of the present application provides a method for preparing a resin, the method including polymerizing a composition for preparing a resin, the composition for preparing a resin preferably including a compound of Chemical Formula 1a; and a compound of Chemical Formula 2a, and including a polyester precursor and a polycarbonate precursor.

[0337] In one exemplary embodiment of the present application, the compound of Chemical Formula 1a can be included in an amount of 1 to 99 parts by weight, relative to 100 parts by weight of the composition for preparing a resin.

[0338] The compound of Chemical Formula 1a can be included in an amount of preferably 1 to 60 parts by weight, 1 to 50 parts by weight, 1 to 40 parts by weight, 1 to 30 parts by weight, 1 to 20 parts by weight, or 1 to 10 parts by weight, relative to 100 parts by weight of the composition for preparing a resin.

[0339] In one exemplary embodiment of the present application, the compound of Chemical Formula 2a can be included in an amount of 1 to 99 parts by weight, relative to 100 parts by weight of the composition for preparing a resin.

[0340] The compound of Chemical Formula 2a can be included in an amount of preferably 1 to 60 parts by weight, 1 to 50 parts by weight, 1 to 40 parts by weight, 1 to 30 parts by weight, 1 to 20 parts by weight, or 1 to 10 parts by weight, relative to 100 parts by weight of the composition for preparing a resin.

[0341] In one exemplary embodiment of the present application, the polyester precursor can be included in an amount of 1 to 60 parts by weight, relative to 100 parts by weight of the composition for preparing a resin.

[0342] The polyester precursor can be included in an amount of preferably 1 to 60 parts by weight, 1 to 55 parts by weight, 1 to 50 parts by weight, 1 to 45 parts by weight, or 1 to 40 parts by weight, relative to 100 parts by weight of the composition for preparing a resin.

[0343] In one exemplary embodiment of the present application, the polycarbonate precursor can be included in an amount of 1 to 60 parts by weight, relative to 100 parts by weight of the composition for preparing a resin.

[0344] The polycarbonate precursor can be included in an amount of preferably 1 to 60 parts by weight, 1 to 55 parts by weight, 1 to 50 parts by weight, 1 to 45 parts by weight, or 1 to 40 parts by weight, relative to 100 parts by weight of the composition for preparing a resin.

[0345] The compound of Chemical Formula 1a can be prepared by the following Reaction Scheme 1.

[0346] [Reaction Scheme 1]

[0347]

[0348] In this reaction scheme, the definition of the substituent is the same as that in Chemical Formula 1a described above.

[0349] The compound of Chemical Formula 2a-1 can be prepared by the following Reaction Scheme 2.

[0350] [Reaction Scheme 2]

[0351]

[0352] In this reaction scheme, the definition of the other substituent is the same as that in Chemical Formula 2a-1 described above.

[0353] Although the reaction schemes exemplify the process of synthesizing a compound in which a specific substituent is bonded to a specific position, units corresponding to the range of Chemical Formula 1a or Chemical Formula 2a can also be synthesized using starting materials, intermediate materials, etc. known in the art by a synthetic method known in the art.

[0354] According to one exemplary embodiment of the present application, the polyester precursor is the following Chemical Formula A, and the polycarbonate precursor is the following Chemical Formula B.

[0355] [Chemical Formula A]

[0356]

[0357] [Chemical Formula B]

[0358]

[0359] In Chemical Formulas A and B,

[0360] Ra1, Ra2, Rb1and Rb2are the same as or different from each other, and each independently hydrogen; a halogen group; a hydroxyl group; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, Ar is a substituted or unsubstituted arylene group, and

[0361] a1to a4are each 0 or 1.

[0362] According to an exemplary embodiment of the present application, Ra1, Ra2, Rb1and Rb2are the same as or different from each other, and each independently hydrogen; a halogen group; a hydroxyl group; a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 6 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0363] According to an exemplary embodiment of the present application, Ra1, Ra2, Rb1and Rb2are the same as or different from each other, and each independently hydrogen; a halogen group; a hydroxyl group; a substituted or unsubstituted linear or branched alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 6 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0364] According to an exemplary embodiment of the present application, Ra1, Ra2, Rb1and Rb2are the same as or different from each other, and each independently hydrogen; a halogen group; a hydroxyl group; a substituted or unsubstituted linear or branched alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 6 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0365] According to an exemplary embodiment of the present application, Ra1, Ra2, Rb1and Rb2are the same as or different from each other, and each independently hydrogen; a halogen group; a hydroxyl group; a substituted or unsubstituted linear or branched alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 6 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0366] According to an exemplary embodiment of the present application, Ra1, Ra2, Rb1and Rb2are the same as or different from each other, and each independently hydrogen; a halogen group; a hydroxyl group; a substituted or unsubstituted linear or branched alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 6 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0367] According to an exemplary embodiment of the present application, the above-mentioned limitations of Laand Lbcan be applied to the limitation of Ar.

[0368] According to an exemplary embodiment of the present application, Ar is a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0369] According to an exemplary embodiment of the present application, Ar is a monocyclic or polycyclic arylene group having 6 to 20 carbon atoms.

[0370] According to an exemplary embodiment of the present application, Ar is a phenylene group; or a naphthalene group.

[0371] According to an exemplary embodiment of the present application, Chemical Formula A is selected from any one of the following compounds.

[0372]

[0373] According to an exemplary embodiment of the present application, Chemical Formula B is selected from any one of the following compounds.

[0374]

[0375] If necessary, the polycarbonate precursor is used to connect additional comonomers, and other specific examples of the polycarbonate precursor which can be applied in addition to the compound of Chemical Formula B include phosgene, triphosgene, diphosgene, bromo-diphosgene, dimethyl carbonate, diethyl carbonate, dibutyl carbonate, dicyclohexyl carbonate, ditolyl carbonate, bis(chlorophenyl) carbonate, m-cresyl carbonate, dinaphthyl carbonate, bis(diphenyl) carbonate, bis-halogenated formic acid ester, and the like, and any one of them or a mixture of two or more of them can be used.

[0376] In an exemplary embodiment of the present application, the resin is a polyester resin.

[0377] In an exemplary embodiment of the present application, it is preferable that the resin is polymerized from the compound of Chemical Formula 1a; the compound of Chemical Formula 2a, and the polyester precursor of Chemical Formula A.

[0378] By polymerizing the compound of Chemical Formula 1a and the polyester precursor of Chemical Formula A, the unit of Chemical Formula 1 described above can be formed.

[0379] The compound of Chemical Formula 1a can be used in an amount of 1 to 99 mol parts with respect to 100 mol parts of the total monomers constituting the resin including the unit of Chemical Formula 1.

[0380] The polyester precursor of Chemical Formula A can be used in an amount of 1 to 150 mol parts, and 50 to 150 mol parts with respect to 100 mol parts of the total monomers constituting the resin of Chemical Formula 1a.

[0381] The unit of the above-described Formula 2 can be formed by polymerizing the compound of Formula 2a and the polyester precursor of Formula A.

[0382] The compound of Formula 2a can be used in an amount of 1 to 99 mol parts, relative to 100 mol parts of the total monomers constituting the resin containing the unit of Formula 2.

[0383] The polyester precursor of Formula A can be used in an amount of 1 to 150 mol parts, and 50 to 150 mol parts, relative to 100 mol parts of the total monomers of the compound of Formula 2a constituting the resin.

[0384] In one exemplary embodiment of the present application, the resin is a polyester-polycarbonate resin.

[0385] In one exemplary embodiment of the present application, it is preferable that the resin is polymerized from the compound of Formula la; the compound of Formula 2a; the polyester precursor of Formula A; and the polycarbonate precursor of Formula B.

[0386] The unit of the above-described Formula 1 can be formed by polymerizing the compound of Formula la, the polyester precursor of Formula A, and the polycarbonate precursor of Formula B, and the unit of the above-described Formula 2 can be formed by polymerizing the compound of Formula 2a, the polyester precursor of Formula A, and the polycarbonate precursor of Formula B.

[0387] The unit of the above-described Formula 1 can be formed by polymerizing the compound of Formula la, the polyester precursor of Formula A, and the polycarbonate precursor of Formula B.

[0388] The compound of Formula la can be used in an amount of 1 to 100 mol parts, and 1 to 99 mol parts, relative to 100 mol parts of the total monomers constituting the resin containing the unit of Formula 1.

[0389] The polyester precursor of Formula A can be used in an amount of 1 to 150 mol parts, and 50 to 150 mol parts, relative to 100 mol parts of the total monomers of the compound of Formula la constituting the resin.

[0390] The polycarbonate precursor of Formula B can be used in an amount of 1 to 150 mol parts, and 50 to 150 mol parts, relative to 100 mol parts of the total monomers of the compound of Formula la constituting the resin.

[0391] The unit of the above-described Formula 2 can be formed by polymerizing the compound of Formula 2a, the polyester precursor of Formula A, and the polycarbonate precursor of Formula B.

[0392] The compound of Chemical Formula 2a can be used in an amount of 1 to 100 parts by mol, and 1 to 99 parts by mol, with respect to 100 parts by mol of the total monomers of the compound of Chemical Formula 2a constituting the resin.

[0393] The polyester precursor of Chemical Formula A can be used in an amount of 1 to 150 parts by mol, and 50 to 150 parts by mol, with respect to 100 parts by mol of the total monomers of the compound of Chemical Formula 2a constituting the resin.

[0394] The polycarbonate precursor of Chemical Formula B can be used in an amount of 1 to 150 parts by mol, and 50 to 150 parts by mol, with respect to 100 parts by mol of the total monomers of the compound of Chemical Formula 2a constituting the resin.

[0395] In one exemplary embodiment of the present application, the molar ratio of the compound of Chemical Formula 1a: the compound of Chemical Formula 2a is 0.01:99.99 to 99.99:0.01, preferably 0.1:99.9 to 99.9:0.1, and more preferably 1:99 to 99:1.

[0396] Preferably, the molar ratio of the compound represented by Chemical Formula 1a: the compound represented by Chemical Formula 2a is 20:80 to 50:50.

[0397] For polymerization of the resin according to the present application, a method known in the art can be used.

[0398] Preferably, the polymerization is performed by a melt polycondensation method.

[0399] In the melt polycondensation method, a catalyst can be further applied as needed for the composition used to prepare the resin, and the melt polycondensation can be performed with heating and further under normal pressure or reduced pressure, while removing a by-product compound through an ester exchange reaction. As the catalyst, a substance commonly applied in the art can be employed.

[0400] Specifically, in the melt polycondensation method, the compound of Chemical Formula 1a; the compound of Chemical Formula 2a; and the polyester precursor are preferably melted in a reaction vessel, and then the reaction is performed in a state allowing the by-product compound to stay.

[0401] Alternatively, in the melt polycondensation method, the compound of Chemical Formula 1a; the compound of Chemical Formula 2a; the polyester precursor; and the polycarbonate precursor are preferably melted in a reaction vessel, and then the reaction is performed in a state allowing the by-product compound to stay.

[0402] To allow the by-product compound to stay, the reaction device can be closed, or the pressure can be controlled by reducing or increasing the pressure.

[0403] The reaction time of the process is 20 minutes or longer and 600 minutes or shorter, preferably 40 minutes or longer and 450 minutes or shorter, and more preferably 60 minutes or longer and 300 minutes or shorter.

[0404] In this scenario, when the byproduct compounds are distilled off immediately after generation, the resulting resin has a low content of high molecular weight substances. However, when the byproduct monohydroxy compounds are allowed to remain in the reaction vessel for a certain period, the resulting resin has a high content of high molecular weight substances.

[0405] Melt polycondensation can be carried out continuously or intermittently. The reaction apparatus used for this reaction can be a vertical type equipped with anchor-type impellers, maxblend impellers, spiral belt impellers, etc., a horizontal type equipped with paddle-shaped blades, grid-shaped blades, spectacle-shaped blades, etc., or an extruder type equipped with a screw. Furthermore, considering the viscosity of the polymer, it is desirable to use a reaction apparatus with an appropriate combination of these reaction apparatuses.

[0406] In the method for preparing the resin used in this invention, the catalyst may be removed or deactivated to maintain thermal and hydrolytic stability after the polymerization reaction is complete. Deactivation of the catalyst may preferably be performed by adding an acidic material known in the art.

[0407] As acidic materials, esters are preferred, such as butyl benzoate; aromatic sulfonic acids, such as p-toluenesulfonic acid; aromatic sulfonates, such as butyl p-toluenesulfonate and hexyl p-toluenesulfonate; phosphoric acids, such as phosphorous acid, phosphoric acid, and phosphonic acid; phosphite esters, such as triphenyl phosphite, monophenyl phosphite, diphenyl phosphite, diethyl phosphite, di-n-propyl phosphite, di-n-butyl phosphite, di-n-hexyl phosphite, dioctyl phosphite, and monooctyl phosphite; phosphate esters, such as triphenyl phosphate, diphenyl phosphate, monophenyl phosphate, dibutyl phosphate, dioctyl phosphate, and monooctyl phosphate; phosphonic acids, such as diphenylphosphonic acid, dioctylphosphonic acid, and dibutylphosphonic acid; phosphonate esters, such as diethyl phenylphosphonate; phosphine derivatives, such as triphenylphosphine and bis(diphenylphosphino)ethane; boric acids, such as boric acid and phenylboronic acid; and aromatic sulfonates, such as tetrabutyl dodecylbenzenesulfonate. Salts; organohalides, such as stearoyl chloride, benzoyl chloride and p-toluenesulfonyl chloride; alkyl sulfuric acid, such as dimethyl sulfuric acid; organohalides such as benzyl chloride, etc.

[0408] The acidic material can be used in amounts of 0.1 mol to 5 mol, preferably 0.1 mol to 1 mol, relative to 100 mol of catalyst.

[0409] When the amount of the acidic material is less than 0.1 mol parts, the deactivation effect becomes insufficient, which is not preferred. In addition, when the amount exceeds 5 mol parts, the heat resistance of the resin deteriorates, and the molded article is easily colored, which is not preferred.

[0410] After the catalyst is deactivated, the process of removing low-boiling compounds in the resin can be further performed at a pressure of 0.1 mm Hg to 1 mm Hg and a temperature of 200°C to 350°C. In this process, it is preferred to use a horizontal type device equipped with stirring blades having excellent surface renewal ability, such as paddle blades, lattice blades, and spectacle blades, or a thin film evaporator.

[0411] It is preferred that the content of foreign matter in the resin of the present application is as small as possible, and filtration of the molten raw material, filtration of the catalyst solution, and the like are preferably performed.

[0412] The mesh of the filter used for the filtration is preferably 5 μm or less, and more preferably 1 μm or less. In addition, it is preferred to use a polymer filter for the filtration of the produced resin. The mesh of the polymer filter is preferably 100 μm or less, and more preferably 30 μm or less. In addition, the process of obtaining the resin pellets needs to be performed in a low-dust environment, and the environment is preferably Class 6 or less, and more preferably Class 5 or less.

[0413] Another exemplary embodiment of the present application provides a resin composition comprising the resin according to the above-described exemplary embodiment.

[0414] In one exemplary embodiment of the present application, the resin can be included in an amount of 1 part by weight to 80 parts by weight, based on 100 parts by weight of the resin composition.

[0415] In one exemplary embodiment of the present application, the resin composition can further comprise a solvent. The solvent can be, for example, dimethylacetamide or 1,2-dichlorobenzene.

[0416] The solvent can be included in an amount of 20 parts by weight to 99 parts by weight, based on 100 parts by weight of the resin composition.

[0417] The resin composition can comprise a resin in which another monomer in addition to the compound of Chemical Formula 1a and the compound of Chemical Formula 2a is further polymerized. The other monomer is not particularly limited, and a monomer generally applied in the field related to polyesters can be appropriately used, as long as the main physical properties of the resin composition are not changed. The other monomer can be used in an amount of 1 mol parts to 50 mol parts, with respect to 100 mol parts of the total monomers constituting the resin comprising the unit of Chemical Formula 1 and the unit of Chemical Formula 2.

[0418] If necessary, the resin composition can contain one or more selected from, for example, antioxidants, plasticizers, antistatic agents, nucleating agents, flame retardants, lubricants, impact modifiers, optical brighteners, UV absorbers, pigments, and dyes, in addition to the resin containing the unit of Chemical Formula 1 and the unit of Chemical Formula 2.

[0419] The additive can be contained in an amount of 1 part by weight to 99 parts by weight, based on 100 parts by weight of the resin composition.

[0420] The type of the antioxidant, plasticizer, antistatic agent, nucleating agent, flame retardant, lubricant, impact modifier, optical brightener, UV absorber, pigment, or dye is not particularly limited, and those used in the art can be appropriately used.

[0421] Yet another exemplary embodiment of the present application provides a molded article containing the resin composition according to the above-described exemplary embodiment.

[0422] In one exemplary embodiment of the present application, the molded article can be prepared from the resin composition or a cured product thereof.

[0423] As one example of a method of preparing the molded article, it can include efficiently mixing the resin containing the unit of Chemical Formula 1 and the unit of Chemical Formula 2 described above and the additive using a mixer, preparing the mixture into a pellet by extrusion molding of the resulting mixture using an extruder, drying the pellet, and then injection molding the pellet using an injection molding machine.

[0424] Further, examples of a method of molding the molded article containing the resin include compression molding, casting, roll processing, extrusion molding, stretching, etc., in addition to injection molding, but are not limited thereto.

[0425] In one exemplary embodiment of the present application, the molded article is an optical lens.

[0426] In one exemplary embodiment of the present application, the optical lens has a thickness of 0.1 μm to 30 mm.

[0427] According to a difference in refractive index of the optical lens, a focal point position of light focusing varies in lenses having the same thickness. This is shown in Figure 1 This changes a position of a focal point of focusing between a camera lens and an image sensor and between a spectacle lens and a human pupil, and as the refractive index increases, the thickness of the lens and the film decreases to adjust the focal point at the same position. The optical lens according to one exemplary embodiment of the present application has a high refractive index, and thus an optical lens having a small thickness can be achieved.

[0428] An optical lens is manufactured by using the resin, has a high refractive index and high transparency, and can be preferably applied to a camera.

[0429] In one exemplary embodiment of the present application, the molded article is an optical film or optical sheet. The optical film or optical sheet is manufactured using the polyester resin, has a small thickness and excellent light-capturing and light-diffusing effects, and can be preferably applied to a backlight module of a liquid crystal display, a planar lens, a superlens, and the like.

[0430] In one exemplary embodiment of the present application, the optical film or optical sheet has a thickness of 0.1 nm to 10 mm.

[0431] In one exemplary embodiment of the present application, the molded article is an optical resin. The optical resin is manufactured using the polyester resin, and has low optical loss due to its small thickness, high refractive index, and low birefringence.

[0432] The optical resin according to one exemplary embodiment of the present application has low optical loss due to its high refractive index and low birefringence. The glass transition temperature of the optical resin according to one exemplary embodiment of the present application is 90°C to 200°C, which is not very high or very low in heat resistance properties compared to general optical materials in the related art, and thus is easily processed and exhibits excellent heat resistance properties. When the glass transition temperature exceeds 200°C, the optical resin is difficult to process due to an increase in melt flow index, and when the glass transition temperature is lower than 90°C, low heat resistance properties due to external environments result in poor weather resistance. Thus, the optical resin according to one exemplary embodiment of the present application having suitable thermal properties and achieving a high refractive index is not many.

[0433] INVENTION EMBODIMENT

[0434] Hereinafter, the present application will be illustrated in more detail through examples.

[0435] EXAMPLE

[0436] 1. Synthesis of monomer 1-1

[0437]

[0438] 1) Synthesis of intermediate 1-C

[0439] Dissolve 10.0 g (38.9 mmol, 1.0 equivalent) of compound 1-A and 13.25 g (77 mmol, 2.05 equivalents) of compound 1-B in 90 g of tetrahydrofuran (THF) and stir the resulting solution in an oil bath at 80 °C for 30 minutes. After dissolving 15.48 g (112 mmol, 3.0 equivalents) of K2CO3 in 100 mL of water, add the solution dropwise thereto over 10 minutes while maintaining the internal temperature of the solution at 50 °C or higher. Add 0.76 g (1.5 mmol, 0.04 equivalents) of Pd(t-Bu3P)2 catalyst thereto at an internal temperature of 60 °C. After stirring for 1 hour, wash the mixture with ethyl acetate (EA) / H2O to separate the organic layer, and concentrate the solvent in vacuo. After purifying the resulting product by column chromatography via n-hexane (n-Hex) and dichloromethane (DCM), precipitate the product in n-hexane (n-Hex) to obtain intermediate 1-C as a solid.

[0440] 2) Synthesis of monomer 1-1

[0441] Dissolve 9.0 g (25 mmol, 1.0 equivalent) of intermediate 1-C, 5.47 g (62 mmol, 2.5 equivalents) of compound 1-D, and 1.37 g (5 mmol, 0.40 equivalents) of K2CO3 in 45 g of dimethylacetamide (DMAc) and stir the resulting solution in an oil bath at 120 °C for 2 hours. After cooling, precipitate the solid by adding water thereto, and then filter. Purify the obtained solid by column chromatography via ethyl acetate (EA) and dichloromethane (DCM), and then precipitate in n-hexane (n-Hex) to obtain 6.7 g of monomer 1-1 as a white solid.

[0442] MS: [M+H] + = 450

[0443] 2. Synthesis of monomer 2-6

[0444]

[0445] 1) Synthesis of intermediate 2-C

[0446] Dissolve 18.1 g (100 mmol, 1.0 equivalent) of compound 2-A and 47.1 g (500 mmol, 5.0 equivalents) of compound 2-B in 80 g of 1,4-dioxane and stir the resulting solution in an oil bath at 120 °C for 2 hours. After cooling, precipitate the solid by adding water thereto, and then filter. Purify the obtained solid by column chromatography via ethyl acetate (EA) and dichloromethane (DCM), and then precipitate in n-hexane (n-Hex) to obtain 18.1 g of intermediate 2-C as a white solid. In an alkali, and the resulting solution was stirred in a bath at 60°C for 30 minutes. While maintaining the temperature, 29.4 g (300 mmol, 3.0 equivalents) of H2SO4 was added dropwise thereto over 30 minutes. 0.53 g (5 mmol, 0.05 equivalents) of 3-mercaptopropionic acid (HSCH2CH2CO2H) was added thereto. After stirring for 6 hours, the mixture was washed with toluene / 10% NaOH several times for neutralization, and the organic layer was separated and precipitated in n-hexane (n-Hex) to obtain intermediate 2-C.

[0447] 2) Synthesis of monomer 2-6

[0448] 35 g (100 mmol, 1.0 equivalent) of intermediate 2-C, 19.39 g (220 mmol, 2.2 equivalents) of compound 1-D, and 2.77 g (20 mmol, 0.20 equivalent) of K2CO3 were dissolved in 240 g of dimethylacetamide (DMAc), and the resulting solution was stirred in an oil bath at 120°C for 2 hours. After cooling, the solid was precipitated by adding water thereto, and then filtered. The obtained solid was purified by column chromatography via ethyl acetate (EA) and dichloromethane (DCM), and then precipitated in n-hexane (n-Hex) to obtain 28.1 g of monomer 2-6 as a white solid. In addition, monomer 2-6 can be purchased from TCI or Sigma-Aldrich.

[0449] MS: [M+H] + = 438

[0450] 3. Monomer 2-8

[0451]

[0452] Monomer 2-8 was purchased from Sigma-Aldrich and used as it is.

[0453] Example 1-1. Preparation of resin 1-1

[0454]

[0455] 9 g (20 mmol) of monomer 1-1, 35.1 g (80 mmol) of monomer 2-6, and 25.4 g (100 mmol) of bis-2-hydroxyethyl terephthalate were melted and reacted at 260°C for 6 hours. As the reaction proceeded, ethylene glycol was produced as a by-product, and the degree of reduced pressure was adjusted to 1 torr to remove the ethylene glycol. After the completion of the reaction, the polymerized polymer melt resin was taken out by blowing nitrogen into the reactor to create an atmospheric pressure atmosphere, thereby obtaining resin 1-1 in Example 1-1.

[0456] Example 1-2. Preparation of resin 1-2

[0457] Resin 1-2 of Example 1-2 was prepared in the same manner as in the preparation of the resin of Example 1-1, except that 18 g (40 mmol) of monomer 1-1 and 26.3 g (60 mmol) of monomer 2-6 were applied to the preparation of the resin of Example 1-1.

[0458] Example 1-3. Preparation of Resin 1-3

[0459] Resin 1-3 of Example 1-3 was prepared in the same manner as in the preparation of the resin of Example 1-1, except that 22.5 g (50 mmol) of monomer 1-1 and 21.9 g (50 mmol) of monomer 2-6 were applied to the preparation of the resin of Example 1-1.

[0460] Example 2-1. Preparation of Resin 2-1

[0461] 45.05 g (100 mmol) of monomer 1-1 and 19.42 g (100 mmol) of dimethyl terephthalate were melted and reacted at 250°C for 5 hours. As the reaction proceeds, methanol is produced as a by-product, and the degree of reduced pressure was adjusted to 1 torr to remove the methanol. After the completion of the reaction, Resin 2-1 was obtained, which is a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmospheric pressure atmosphere. Monomer 1-1:

[0462] Example 2-2. Preparation of Resin 2-2

[0463] 22.53 g (50 mmol) of monomer 1-1, 9.91 g (50 mmol) of monomer 2-8, and 19.42 g (100 mmol) of dimethyl terephthalate were melted and reacted at 250°C for 5 hours. As the reaction proceeds, methanol is produced as a by-product, and the degree of reduced pressure was adjusted to 1 torr to remove the methanol. After the completion of the reaction, Resin 2-2 was obtained, which is a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmospheric pressure atmosphere.

[0464]

[0465] Example 2-3. Preparation of Resin 2-3

[0466] melt 24.78 g (55 mmol) of monomer 1-1, 1.87 g (5 mmol) of monomer 2-4, 21.55 g (40 mmol) of monomer 2-1, and 19.42 g (100 mmol) of dimethyl terephthalate and react at 250°C for 5 hours. As the reaction proceeds, methanol is produced as a byproduct, and the degree of reduced pressure is adjusted to 1 torr to remove the methanol. After the reaction is complete, resin 2-3, which is a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmosphere of normal pressure, is obtained.

[0467] Example 2-4. Preparation of Resin 2-4

[0468] melt 24.78 g (55 mmol) of monomer 1-1, 1.87 g (5 mmol) of monomer 2-4, 21.55 g (40 mmol) of monomer 2-1, and 19.42 g (100 mmol) of dimethyl terephthalate and react at 250°C for 5 hours. As the reaction proceeds, methanol is produced as a byproduct, and the degree of reduced pressure is adjusted to 1 torr to remove the methanol. After the reaction is complete, resin 2-3, which is a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmosphere of normal pressure, is obtained.

[0469] Example 2-5. Preparation of Resin 2-5

[0470] melt 24.78 g (55 mmol) of monomer 1-1, 1.87 g (5 mmol) of monomer 2-4, 21.55 g (40 mmol) of monomer 2-1, and 19.42 g (100 mmol) of dimethyl terephthalate and react at 250°C for 5 hours. As the reaction proceeds, methanol is produced as a byproduct, and the degree of reduced pressure is adjusted to 1 torr to remove the methanol. After the reaction is complete, resin 2-3, which is a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmosphere of normal pressure, is obtained.

[0471] Example 2-6. Preparation of Resin 2-6

[0472] melt 24.78 g (55 mmol) of monomer 1-1, 1.87 g (5 mmol) of monomer 2-4, 21.55 g (40 mmol) of monomer 2-1, and 19.42 g (100 mmol) of dimethyl terephthalate and react at 250°C for 5 hours. As the reaction proceeds, methanol is produced as a byproduct, and the degree of reduced pressure is adjusted to 1 torr to remove the methanol. After the reaction is complete, resin 2-3, which is a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmosphere of normal pressure, is obtained.

[0473] Example 2-7. Preparation of Resin 2-7

[0474] Example 2-8. Preparation of Resin 2-8

[0475] Example 2-8. Preparation of Resin 2-8

[0476] Example 2-8. Preparation of Resin 2-8

[0477] Example 2-9. Preparation of Resin 2-9

[0478] Example 2-8. Preparation of Resin 2-8

[0479] Example 2-10. Preparation of Resin 2-10

[0480] Example 2-8. Preparation of Resin 2-8

[0481] Example 2-11. Preparation of Resin 2-11

[0482] Example 2-11. Preparation of Resin 2-11

[0483] Example 2-12. Preparation of Resin 2-12

[0484] Example 2-13. Preparation of Resin 2-13

[0485] Example 2-14. Preparation of Resin 2-14

[0486] Example 2-15. Preparation of Resin 2-15

[0487] Example 2-16. Preparation of Resin 2-16

[0488] Example 2-17. Preparation of Resin 2-17

[0489] Example 2-15. Preparation of Resin 2-15

[0490] Melted 2.25 g (5 mmol) of monomer 1-1, 26.58 g (45 mmol) of monomer 2-2, 18.71 g (50 mmol) of monomer 2-4, 9.71 g (50 mmol) of dimethyl terephthalate, and 9.71 g (50 mmol) of dimethyl isophthalate and reacted at 250°C for 5 hours. As the reaction proceeds, methanol is produced as a by-product, and the degree of reduced pressure was adjusted to 1 torr to remove the methanol. After completion of the reaction, resin 2-15 was obtained as a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmospheric pressure atmosphere.

[0491] [Table 1]

[0492]

[0493]

[0494] Table 1 shows the mole fraction of each monomer included in the resins 2-1 to 2-15 of Examples 2-1 to 2-15. In addition, para means the mole fraction of dimethyl terephthalate as a polyester precursor, and meta means the mole fraction of dimethyl isophthalate as a polyester precursor.

[0495] Example 3-1. Preparation of Resin 3-1

[0496] Melted 45.05 g (0.100 mol) of monomer 1-1, 15.00 g (0.070 mol) of diphenyl carbonate, and 5.83 g (0.030 mol) of dimethyl terephthalate and reacted at 250°C for 5 hours. As the reaction proceeds, phenol is produced as a by-product, and the degree of reduced pressure was adjusted to 1 torr to remove the phenol. After completion of the reaction, resin 3-1 was obtained as a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmospheric pressure atmosphere.

[0497] Monomer 1-1:

[0498] Example 3-2. Preparation of Resin 3-2

[0499] 31.54 g (0.07 mol) of monomer 1-1, 14.36 g (0.03 mol) of monomer 1-2, 15.00 g (0.070 mol) of diphenyl carbonate, and 5.83 g (0.030 mol) of dimethyl terephthalate were melted and reacted at 250 °C for 5 hours. Phenol was produced as a byproduct during the reaction, and the pressure was adjusted to 1 Torr to remove the phenol. After the reaction was complete, resin 3-2 was obtained, which was a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmospheric pressure atmosphere.

[0500] Monomer 1-2:

[0501] Example 3-3. Preparation of Resin 3-3

[0502] 13.52 g (0.030 mol) of monomer 1-1, 26.59 g (0.040 mol) of monomer 2-1, 13.52 g (0.030 mol) of monomer 2-2, 15.00 g (0.070 mol) of diphenyl carbonate, and 5.83 g (0.030 mol) of dimethyl terephthalate were melted and reacted at 250 °C for 5 hours. Phenol was produced as a byproduct during the reaction, and the pressure was adjusted to 1 Torr to remove the phenol. After the reaction was complete, resin 3-3 was obtained, which was a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmospheric pressure atmosphere.

[0503]

[0504] Examples 3-4. Preparation of Resin 3-4

[0505] 13.52 g (0.030 mol) of monomer 1-1, 26.59 g (0.040 mol) of monomer 2-1, 6.43 g (0.030 mol) of monomer 2-4, 15.00 g (0.070 mol) of diphenyl carbonate, and 5.83 g (0.030 mol) of dimethyl terephthalate were melted and reacted at 250 °C for 5 hours. Phenol was produced as a byproduct during the reaction, and the pressure was adjusted to 1 Torr to remove the phenol. After the reaction was complete, resin 3-4 was obtained, which was a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmospheric pressure atmosphere.

[0506] Examples 3-5. Preparation of Resin 3-5

[0507] Example 3-5. Preparation of Resin 3-5 2.25 g (0.005 mol) of monomer 1-1, 19.94 g (0.030 mol) of monomer 2-1, 8.57 g (0.040 mol) of monomer 2-4, 2.10 g (0.025 mol) of monomer 2-5, 15.00 g (0.070 mol) of diphenyl carbonate, and 5.83 g (0.030 mol) of dimethyl terephthalate were melted and reacted at 250°C for 5 hours. As the reaction proceeds, phenol is produced as a by-product, and the degree of reduced pressure was adjusted to 1 torr to remove the phenol. After completion of the reaction, Resin 3-5 was obtained, which is a polymer melt resin polymerized by blowing nitrogen gas into the reactor to create an atmosphere of normal pressure.

[0508] Example 3-6. Preparation of Resin 3-6

[0509] Example 3-5. Preparation of Resin 3-5 2.25 g (0.005 mol) of monomer 1-1, 19.94 g (0.030 mol) of monomer 2-1, 8.57 g (0.040 mol) of monomer 2-4, 2.10 g (0.025 mol) of monomer 2-5, 15.00 g (0.070 mol) of diphenyl carbonate, and 5.83 g (0.030 mol) of dimethyl terephthalate were melted and reacted at 250°C for 5 hours. As the reaction proceeds, phenol is produced as a by-product, and the degree of reduced pressure was adjusted to 1 torr to remove the phenol. After completion of the reaction, Resin 3-5 was obtained, which is a polymer melt resin polymerized by blowing nitrogen gas into the reactor to create an atmosphere of normal pressure.

[0510] Example 3-7. Preparation of Resin 3-7

[0511] Example 3-5. Preparation of Resin 3-5 2.25 g (0.005 mol) of monomer 1-1, 19.94 g (0.030 mol) of monomer 2-1, 8.57 g (0.040 mol) of monomer 2-4, 2.10 g (0.025 mol) of monomer 2-5, 15.00 g (0.070 mol) of diphenyl carbonate, and 5.83 g (0.030 mol) of dimethyl terephthalate were melted and reacted at 250°C for 5 hours. As the reaction proceeds, phenol is produced as a by-product, and the degree of reduced pressure was adjusted to 1 torr to remove the phenol. After completion of the reaction, Resin 3-5 was obtained, which is a polymer melt resin polymerized by blowing nitrogen gas into the reactor to create an atmosphere of normal pressure.

[0512] Example 3-8. Preparation of Resin 3-8

[0513] Example 3-9. Preparation of Resin 3-9

[0514] Example 3-9. Preparation of Resin 3-9

[0515] Example 3-9. Preparation of Resin 3-9

[0516] Example 3-10. Preparation of Resin 3-10

[0517] Example 3-9. Preparation of Resin 3-9

[0518] Example 3-11. Preparation of Resin 3-11

[0519] 2.25 g (0.005 mol) of monomer 1-1, 23.27 g (0.035 mol) of monomer 2-1, 7.50 g (0.035 mol) of monomer 2-4, 2.10 g (0.025 mol) of monomer 2-5, 8.57 g (0.040 mol) of diphenyl carbonate, 8.74 g (0.045 mol) of dimethyl terephthalate, and 2.91 g (0.015 mol) of dimethyl isophthalate were melted and reacted at 250 °C for 5 hours. Phenol was produced as a byproduct during the reaction, and the pressure was adjusted to 1 Torr to remove the phenol. After the reaction was complete, resin 3-11 was obtained, which was a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmospheric pressure atmosphere.

[0520] Example 3-12. Preparation of Resin 3-12

[0521] 2.25 g (0.005 mol) of monomer 1-1, 15.77 g (0.035 mol) of monomer 2-2, 8.57 g (0.040 mol) of monomer 2-4, 0.48 g (0.020 mol) of monomer 2-6, 10.71 g (0.050 mol) of diphenyl carbonate, 6.80 g (0.035 mol) of dimethyl terephthalate, and 2.91 g (0.015 mol) of dimethyl isophthalate were melted and reacted at 250 °C for 5 hours. Phenol was produced as a byproduct during the reaction, and the pressure was adjusted to 1 Torr to remove the phenol. After the reaction was complete, resin 3-12 was obtained, which was a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmospheric pressure atmosphere.

[0522] Example 3-13. Preparation of Resin 3-13

[0523] 2.25 g (0.005 mol) of monomer 1-1, 11.97 g (0.018 mol) of monomer 2-1, 18.92 g (0.042 mol) of monomer 2-2, 7.50 g (0.035 mol) of monomer 2-4, 12.85 g (0.060 mol) of diphenyl carbonate, 5.83 g (0.030 mol) of dimethyl terephthalate, and 1.94 g (0.010 mol) of dimethyl isophthalate were melted and reacted at 250 °C for 5 hours. Phenol was produced as a byproduct during the reaction, and the pressure was adjusted to 1 Torr to remove the phenol. After the reaction was complete, resin 3-13 was obtained, which was a polymer melt resin polymerized by blowing nitrogen into the reactor to create an atmospheric pressure atmosphere.

[0524] [Table 2]

[0525]

[0526]

[0527] Table 2 shows the mole fraction of each monomer contained in the resins 3-1 to 3-13 of Examples 3-1 to 3-13. Further, PE precursor (para) means the mole fraction of dimethyl terephthalate as a polyester precursor, and PE precursor (meta) means the mole fraction of dimethyl isophthalate as a polyester precursor.

[0528] Experimental Examples

[0529] The molecular weight and the molecular weight distribution of the polymerized resin samples were determined by gel permeation chromatography (GPC), and the thermogram was obtained using a differential scanning calorimeter (DSC) to investigate thermal properties. After forming a film for measuring the refractive index and the Abbe number, the result values according to the wavelength of light were obtained using an ellipsometer.

[0530] For the molecular weight by gel permeation chromatography (GPC), the result was obtained by injecting a solution produced by dissolving a resin sample in tetrahydrofuran at a concentration of 1.0 mg / 1 ml using tetrahydrofuran (THF, stabilized with butylated hydroxytoluene (BHT)) as a solvent and filtering the dissolved resin sample with a syringe filter, and measuring the molecular weight at 40℃, and the results are each shown in Tables 3 to 5 below. A Waters RI detector was used, and two Agilent PLgel MIXED-B columns were used.

[0531] A differential scanning calorimeter (DSC) was measured to determine the glass transition temperature (Tg) of the resin. The glass transition temperature (Tg) was obtained on a graph obtained by heating 5.5 mg to 8.5 mg of a resin sample to 270℃ under N2 flow, allowing the resin sample to cool, and then scanning the resin sample while heating the resin sample at a heating rate of 10℃ / minute during the second heating, and the glass transition temperature (Tg) is each shown in Tables 3 to 5 below.

[0532] To measure the refractive index and the Abbe number of the resin, a polymer solution prepared by dissolving a resin powder sample obtained via polymerization in a solvent dimethylacetamide at an amount of 10% by weight based on the total weight of the polymer solution was applied to a silicon wafer by spin coating at a rotation speed of 220 rpm to form a film having a thickness of 20 μm, and then the result values according to the wavelength of light were obtained at 25℃ using an ellipsometer, and are each shown in Tables 3 to 5 below. Specifically, the refractive index was measured at a wavelength of 589 nm or 587 nm, and the Abbe number was obtained by measuring the refractive index (nD) at a wavelength of D (589 nm or 587 nm), F (486 nm), and C (656 nm), respectively, and the Abbe number (νD) was calculated using the following equation. D , n F and n C) obtained via the following equation.

[0533] Abbe number = (n D -1) / (n F -n C )

[0534] [Table 3]

[0535]

[0536] [Table 4]

[0537]

[0538]

[0539] [Table 5]

[0540]

[0541] In Tables 3 to 5, Mn means number average molecular weight, Mw means weight average molecular weight, PDI means polydispersity index, RI means refractive index, Tg means glass transition temperature, the refractive index in Table 3 is a value measured at a wavelength of 589 nm, and the refractive index of Tables 4 and 5 is a value measured at a wavelength of 587 nm.

[0542] According to Tables 3 to 5, it can be determined that the resin according to one exemplary embodiment of the present application includes a unit of Chemical Formula 1 and a unit of Chemical Formula 2, and in particular, the core structure of Chemical Formula 1 is phenylene, so that the refractive index of the resin is improved due to small molecular volume and excellent packing ability. In addition, since Ar1 and Ar2 have an electron-rich substituent, the electron density is high, so the resin including Ar1 and Ar2 has an improved refractive index.

[0543] In addition, since the unit of Chemical Formula 2 is included, the glass transition temperature (Tg) and the refractive index can be adjusted, and the chain behavior of the resin can be made flexible, so that it has an advantageous technical effect on injection molding processing of a molded article.

[0544] According to Table 5, it can be seen that for the resin, by appropriately adjusting the molar ratio of the polyester precursor and the polycarbonate precursor and the isomer to combine the characteristics of the polyester resin and the polycarbonate resin, a resin having desired physical properties can be prepared.

[0545] Therefore, since in order to appropriately apply the resin according to the exemplary embodiment of the present application to a molded article such as an optical lens, a high refractive index is preferably required to achieve a high refractive performance, it can be determined that the resin of the embodiment is better as an optical material.

Claims

1. A resin comprising units represented by the following Chemical Formula 1 and units represented by the following Chemical Formula 2: [Chemical Formula 1] [Chemical Formula 2] in, In Chemical Formulas 1 and 2, Ar1 and Ar2 are the same as or different from each other, and each independently is an unsubstituted polycyclic aryl group having 10 to 20 carbon atoms, R1 is hydrogen, r1 is 2, X1 to X4, X9, and X10 are the same as or different from each other, and each independently is O; or S, Z1, Z2, and Z5 are the same as or different from each other, and each independently is an unsubstituted straight-chain or branched alkylene group having 1 to 20 carbon atoms, La and La” are the same as or different from each other, and each independently is a direct bond; or -C(=O)-L-, L is an unsubstituted monocyclic or polycyclic arylene group having 6 to 20 carbon atoms, a, b, and p are the same as or different from each other, and each independently is an integer from 0 to 6, and when a, b, and p are each 2 or greater, the structures in the parentheses are the same as or different from each other, t is an integer from 1 to 6, and when t is 2 or greater, the structures in the parentheses are the same as or different from each other, m and n are the same, and are 0 or 1, When m and n are 0, t, r, and s are 1, and La is -C(=O)-L-, When m and n are 1, t is an integer from 1 to 6, r + s = 1, r is a real number with a molar fraction of 0 < r < 1, and s is a real number with a molar fraction of 0 < s < 1, L11 is an unsubstituted or methyl-substituted methylene group; an isopropylidene group; an unsubstituted or methyl- or phenyl-substituted phenylene group; a divalent naphthyl group; or a divalent fluorene group, l11 is an integer from 1 to 5, and when l11 is 2 or greater, two or more L11s are the same as or different from each other, X11 to X16 are the same as or different from each other, and each independently is O; or S, Z11 to Z13 are the same as or different from each other, and each independently is an unsubstituted straight-chain or branched alkylene group having 1 to 20 carbon atoms, Lb and Lb’ are the same as or different from each other, and each independently is a direct bond; or -C(=O)-L’-, L’ is an unsubstituted monocyclic or polycyclic arylene group having 6 to 20 carbon atoms, a’, b’, and p’ are the same as or different from each other, and each independently is an integer from 0 to 6, and when a’, b’, and p’ are each 2 or greater, the structures in each parentheses are the same as or different from each other, t” is an integer from 1 to 6, and when t” is 2 or greater, the structures in the parentheses are the same as or different from each other, m” and n” are the same, and are 0 or 1, When m” and n” are 0, t”, r’, and s’ are 1, and Lb is -C(=O)-L’-, When m” and n” are 1, t” is an integer from 1 to 6, r’ + s’ = 1, r’ is a real number with a molar fraction of 0 < r’ < 1, and s’ is a real number with a molar fraction of 0 < s’ < 1, and * means the portion connected to the main chain of the resin.

2. The resin according to claim 1, wherein Chemical Formula 1 is the following Chemical Formula 1-1 or 1-2: [Chemical Formula 1-1] [Chemical Formula 1-2] In Chemical Formula 1-1, *, Ar1, Ar2, R1, r1, X1 to X4, Z1, Z2, a and b are defined the same as those defined in Chemical Formula 1, La is -C(=O)-L-, L is an unsubstituted monocyclic or polycyclic arylene group having 6 to 20 carbon atoms, In Chemical Formula 1-2, *, Ar1, Ar2, R1, r1, X1 to X4, X9, X10, Z1, Z2, Z5, a, b, t and p are defined the same as those defined in Chemical Formula 1, La and La” are the same as or different from each other, and are each independently a direct bond; or -C(=O)-L-, L is an unsubstituted monocyclic or polycyclic arylene group having 6 to 20 carbon atoms, r is a real number with a molar fraction of 0 < r < 1, s is a real number with a molar fraction of 0 < s < 1, and r+s＝1。 3. The resin according to claim 1, wherein Chemical Formula 2 is the following Chemical Formula 2-1 or 2-2: [Chemical Formula 2-1] [Chemical Formula 2-2] In Chemical Formula 2-1, *, L11, l11, X11 to X14, Z11, Z12, a’ and b’ are defined the same as those defined in Chemical Formula 2, Lb is -C(=O)-L’-, L’ is an unsubstituted monocyclic or polycyclic arylene group having 6 to 20 carbon atoms; and Wherein, in Chemical Formula 2-2, *, L11, l11, X11 to X16, Z11, Z12, Z13, a’, b’, t” and p’ are defined the same as those defined in Chemical Formula 2, Lb and Lb’ are the same as or different from each other, and are each independently a direct bond; or -C(=O)-L’-, L’ is an unsubstituted monocyclic or polycyclic arylene group having 6 to 20 carbon atoms, r’ is a real number with a molar fraction of 0 < r’ < 1, s’ is a real number with a molar fraction of 0 < s’ < 1, and r’+s’＝1。 4. The resin according to claim 1, wherein Chemical Formula 2 is the following Chemical Formula 2-3: [Chemical Formula 2-3] In Chemical Formula ​ ​ ​ ​ ​ ​ ​ 8. A method for preparing a resin according to any one of claims 1 to 7, the method comprising: Polymerization of a composition for preparing a resin, wherein the composition for preparing the resin comprises a compound of the following chemical formula 1a; a compound of the following chemical formula 2a; and 1) a polyester precursor, or 2) a polyester precursor and a polycarbonate precursor: [Chemical Formula 1a] [Chemical Formula 2a] Among them, in chemical formulas 1a and 2a, The definitions of Ar1, Ar2, R1, r1, X1 to X4, Z1, Z2, a, and b are the same as those defined in Formula 1, and L11, l11, X11 to X14, Z11, Z12, a' and b' are the same as those defined in Chemical Formula 2.

9. The method of claim 8, wherein the polyester precursor is of chemical formula A, and the polycarbonate precursor is of chemical formula B: [Chemical Formula A] [Chemical Formula B] In chemical formulas A and B, Ra1, Ra2, Rb1, and Rb2 may be the same as or different from each other, and each is independently hydrogen; a halogen group; a hydroxyl group; a straight-chain or branched alkyl group having 1 to 20 carbon atoms, either unsubstituted or hydroxylated; or an unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms. Ar is an unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms, and a1 to a4 are each 0 or 1.

10. A resin composition comprising the resin according to any one of claims 1 to 7.

11. A molded article comprising the resin composition according to claim 10.

12. The molded article according to claim 11, wherein the molded article is an optical lens.

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