Resin composition, molded article, and optical member

Abstract

A resin composition comprising a cyclic olefin copolymer (A) and a fatty acid ester composition (B) comprising pentaerythritol (B-1) and a fatty acid ester (B-2) of pentaerythritol, the cyclic olefin copolymer (A) includes at least one olefin-derived repeating unit (a) represented by general formula (I), and at least one cyclic olefin monomer-derived repeating unit (b) selected from the group consisting of a repeating unit (AA) represented by general formula (II), a repeating unit (AB) represented by general formula (III), and a repeating unit (AC) represented by general formula (IV). When the total content of pentaerythritol (B-1) and the fatty acid ester (B-2) of pentaerythritol in the fatty acid ester composition (B) is taken as 100 mass%, the content of pentaerythritol (B-1) in the fatty acid ester composition (B) is 5.0 mass% or less.

Description

Technical Field

[0001] This invention relates to resin compositions, molded articles, and optical components. Background Technology

[0002] Cyclic olefin copolymer resin compositions have excellent optical properties and are therefore used, for example, as optical components such as optical lenses.

[0003] As for the technology related to cyclic olefin resin compositions used in optical components, the technology described in Patent Document 1 can be cited as an example.

[0004] Patent Document 1 discloses a thermoplastic norbornene resin composition that exhibits sufficient mold release properties, does not generate pores, and possesses the heat resistance, chemical resistance, and electrical properties of a thermoplastic norbornene resin, in order to obtain a thermoplastic norbornene resin composition that exhibits sufficient mold release properties, does not generate pores, and possesses the heat resistance, chemical resistance, and electrical properties of a thermoplastic norbornene resin. n (In the formula, n represents a natural number, R represents a hydrocarbon group that may have a hydroxyl group, and X represents a hydroxyl acyl group. Wherein, when n is 2 or more, the n Xs may be the same or different. In addition, the total number of carbon atoms in the formula is 16 or more) the compound shown and / or (b) a resin composition consisting of a saturated alcohol with 16 or more carbon atoms.

[0005] Existing technical documents

[0006] Patent documents

[0007] Patent Document 1: Japanese Patent Application Publication No. 9-241484 Summary of the Invention

[0008] The problem that the invention aims to solve

[0009] In recent years, for optical components, in order to increase design freedom, there has been a demand to further improve the resistance to damp heat and transparency when the thickness is relatively large.

[0010] The present invention was made in view of the above circumstances, and provides a resin composition that provides a molded body and an optical component with improved performance balance of moisture and heat resistance and transparency, as well as a molded body and an optical component with improved performance balance of moisture and heat resistance and transparency.

[0011] Methods for solving problems

[0012] The inventors have conducted repeated and in-depth research to achieve the above-mentioned objectives. As a result, they discovered that by using a fatty acid ester composition with a pentaerythritol content within a specific range, it is possible to provide a resin composition that provides a balanced improvement in the properties of molded articles and optical components with improved resistance to damp heat and transparency, thereby completing the present invention.

[0013] That is, according to the present invention, the following resin composition, molded body and optical component are provided. [1]

[0015] A resin composition comprising a cyclic olefin copolymer (A) and a fatty acid ester composition (B) comprising pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (B-2), wherein the cyclic olefin copolymer (A) comprises at least one repeating unit (a) derived from an olefin as shown in general formula (I) below, and at least one repeating unit (b) derived from a cyclic olefin monomer selected from the group consisting of repeating units (AA) shown in general formula (II), repeating units (AB) shown in general formula (III), and repeating units (AC) shown in general formula (IV) below, wherein when the total content of the pentaerythritol (B-1) and the fatty acid ester of pentaerythritol (B-2) in the fatty acid ester composition (B) is set to 100% by mass, the content of the pentaerythritol (B-1) in the fatty acid ester composition (B) is 5.0% by mass or less.

[0016] [Chemistry 1]

[0017]

[0018] (In the above general formula (I), R) 300 A linear or branched hydrocarbon group representing 1 to 29 hydrogen or carbon atoms.

[0019] [Chemistry 2]

[0020]

[0021] (In the above general formula (II), u is 0 or 1, v is 0 or a positive integer, w is 0 or 1, R 61 ~R 78 and R a1 and R b1 They can be the same or different, and can be hydrogen atoms, halogen atoms, alkyl groups with 1 to 20 carbon atoms, haloalkyl groups with 1 to 20 carbon atoms, cycloalkyl groups with 3 to 15 carbon atoms, or aromatic hydrocarbon groups with 6 to 20 carbon atoms, R 75 ~R 78 They can also bond together to form single or multiple rings.

[0022] [Chemistry 3]

[0023]

[0024] (In the above general formula (III), x and d are integers greater than or equal to 0 or 1, y and z are 0, 1 or 2, and R 81 ~R 99They can be the same or different, consisting of hydrogen atoms, halogen atoms, alkyl groups with 1-20 carbon atoms or cycloalkyl groups with 3-15 carbon atoms (i.e., aliphatic hydrocarbon groups), aromatic hydrocarbon groups with 6-20 carbon atoms or alkoxy groups, R 89 and R 90 The bonded carbon atom and R 93 The bonded carbon atoms or R 91 The bonded carbon atoms can be directly bonded or bonded via alkylene groups having 1 to 3 carbon atoms. Additionally, when y=z=0, R... 95 With R 92 Or R 95 With R 99 They can bond with each other to form monocyclic or polycyclic aromatic rings.

[0025] [Chemistry 4]

[0026]

[0027] (In the above general formula (IV), R) 100 R 101 These can be the same or different, representing hydrocarbon groups with 1 to 5 hydrogen or carbon atoms, where f is 1 ≤ f ≤ 18. [2]

[0029] According to the resin composition described above [1], when the total content of the above-mentioned pentaerythritol (B-1) and the above-mentioned pentaerythritol fatty acid ester (B-2) in the above-mentioned fatty acid ester composition (B) is set to 100% by mass, the content of the above-mentioned pentaerythritol (B-1) in the above-mentioned fatty acid ester composition (B) is 3.0% by mass or less. [3]

[0031] According to the resin composition described in [1] or [2] above, the fatty acid constituting the fatty acid ester (B-2) of the above pentaerythritol comprises a fatty acid with 12 or more and 18 or fewer carbon atoms. [4]

[0033] The resin composition according to any one of [1] to [3] above, wherein the fatty acid ester (B-2) of the above pentaerythritol comprises the compound shown in formula (1).

[0034] RCOOCH2C(CH2OH)3 (1)

[0035] (In the above formula (1), R is a saturated hydrocarbon group with 11 or more but less than 17 carbon atoms.) [5]

[0037] The resin composition according to any one of [1] to [4] above, wherein the above-mentioned pentaerythritol fatty acid ester (B-2) comprises pentaerythritol monostearate. [6]

[0039] According to any one of the resin compositions described above [1] to [5], when the content of the cyclic olefin copolymer (A) is set to 100 parts by mass, the content of the fatty acid ester composition (B) is 0.05 parts by mass or more and 5.0 parts by mass or less. [7]

[0041] According to any one of the resin compositions described in [1] to [6] above, when the total solid content of the resin composition is set to 100% by mass, the total content of the cyclic olefin copolymer (A) and the fatty acid ester composition (B) is 70% by mass or more and 100% by mass or less. [8]

[0043] The resin composition according to any one of [1] to [7] above further comprises a fatty acid metal salt (C). [9]

[0045] The resin composition according to any one of [1] to [8] above, wherein the fatty acid metal salt (C) comprises a metal salt of a long-chain fatty acid having 12 or more carbon atoms.

[10]

[0047] According to any one of the resin compositions described in [1] to [9] above, the content of the fatty acid metal salt (C) is 0.0001 parts by mass or more and 0.50 parts by mass or less relative to 100 parts by mass of the cyclic olefin copolymer (A).

[11]

[0049] The resin composition according to any one of [1] to

[10] above further comprises a hindered amine compound (D).

[12]

[0051] According to the resin composition described above

[11] , the content of the hindered amine compound (D) is 0.05 parts by mass or more and 3.0 parts by mass or less relative to 100 parts by mass of the cyclic olefin copolymer (A).

[13]

[0053] According to any one of the resin compositions described in [1] to

[12] above, when the total repeating unit constituting the cyclic olefin copolymer (A) is set to 100 mol%, the proportion of the repeating unit (a) in the cyclic olefin copolymer (A) is 5 mol% or more and 95 mol% or less.

[14]

[0055] According to any one of the resin compositions described above [1] to

[13] , wherein the repeating unit (a) in the cyclic olefin copolymer (A) comprises repeating units derived from ethylene.

[15]

[0057] According to any one of the resin compositions described in [1] to

[14] above, when the total repeating unit constituting the cyclic olefin copolymer (A) is set to 100 mol%, the proportion of the repeating unit (b) in the cyclic olefin copolymer (A) is 5 mol% or more and 95 mol% or less.

[16]

[0059] According to any one of the resin compositions described above [1] to

[15] , wherein the repeating unit (b) in the cyclic olefin copolymer (A) comprises the repeating unit (AA) shown in the general formula (II).

[17]

[0061] According to any one of the resin compositions described above [1] to

[16] , wherein the repeating unit (b) in the cyclic olefin copolymer (A) comprises a component selected from bicyclo[2.2.1]-2-heptene and tetracyclo[4.4.0.1]. 2,5 .1 7,10 A repeating unit of at least one of the groups consisting of ]-3-dodecene.

[18]

[0063] The resin composition according to any one of [1] to

[17] above, wherein the cyclic olefin copolymer (A) comprises selected from ethylene and tetracyclic [4.4.0.1] 2,5 .1 7,10 Random copolymers of 3-dodecene, random copolymers of ethylene with bicyclo[2.2.1]-2-heptene, and random copolymers of ethylene with tetracyclo[4.4.0.1]-3-dodecene. 2,5 .1 7,10 It consists of one or more of the following groups: random copolymers of 3-dodecene and benzonorbornene.

[19]

[0065] The resin composition according to any one of [1] to

[18] above, wherein the internal haze measured by the following (method) is 0.4% or less.

[0066] (method)

[0067] Using an injection molding machine, the above resin composition was injection molded at a barrel temperature of 270°C and a mold temperature of 126°C to produce test pieces with an optical surface of 35mm × 65mm × 10mm thickness. The internal haze of the injection-molded test pieces was measured using a haze meter with benzyl alcohol, based on JIS K7136:2000.

[20]

[0069] A molded article comprising the resin composition described in any one of [1] to

[19] above. [twenty one]

[0071] An optical component comprising the molded body described above

[20] .

[0072] Invention Effects

[0073] According to the present invention, a resin composition is provided that provides a molded body and optical component with an improved balance of moisture and heat resistance and transparency, as well as a molded body and optical component with an improved balance of moisture and heat resistance and transparency. Detailed Implementation

[0074] The present invention will now be described based on its embodiments.

[0075] <Resin Composition>

[0076] First, the resin composition of this embodiment will be described.

[0077] The resin composition of this embodiment is a resin composition comprising a cyclic olefin copolymer (A) and a fatty acid ester composition (B) comprising pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (B-2). The cyclic olefin copolymer (A) comprises at least one repeating unit (a) from an olefin as shown in general formula (I) below, and at least one repeating unit (b) from a cyclic olefin monomer selected from the group consisting of repeating units (AA) shown in general formula (II), repeating units (AB) shown in general formula (III), and repeating units (AC) shown in general formula (IV) below. When the total content of the above-mentioned pentaerythritol (B-1) and the above-mentioned fatty acid ester of pentaerythritol (B-2) in the fatty acid ester composition (B) is set to 100% by mass, the content of the above-mentioned pentaerythritol (B-1) in the fatty acid ester composition (B) is 5.0% by mass or less.

[0078] [Chemistry 5]

[0079]

[0080] In the above general formula (I), R 300 A straight-chain or branched hydrocarbon group representing 1 to 29 hydrogen or carbon atoms.

[0081] [Chemistry 6]

[0082]

[0083] In the above general formula (II), u is 0 or 1, v is 0 or a positive integer, preferably an integer greater than or equal to 0 and less than or equal to 2, more preferably 0 or 1, w is 0 or 1, and R 61 ~R 78 and R a1 and R b1 They can be the same or different, and can be hydrogen atoms, halogen atoms, alkyl groups with 1 to 20 carbon atoms, haloalkyl groups with 1 to 20 carbon atoms, cycloalkyl groups with 3 to 15 carbon atoms, or aromatic hydrocarbon groups with 6 to 20 carbon atoms, R 75 ~R 78 They can bond with each other to form single or multiple rings.

[0084] [Chemistry 7]

[0085]

[0086] In the above general formula (III), x and d are integers of 0 or 1 or higher, preferably integers of 0 or higher and less than 2, more preferably 0 or 1, y and z are 0, 1 or 2, and R 81 ~R 99 They can be the same or different, consisting of hydrogen atoms, halogen atoms, alkyl groups with 1-20 carbon atoms or cycloalkyl groups with 3-15 carbon atoms (i.e., aliphatic hydrocarbon groups), aromatic hydrocarbon groups with 6-20 carbon atoms or alkoxy groups, R 89 and R 90 The bonded carbon atom and R 93 The bonded carbon atoms or R 91 The bonded carbon atoms can be directly bonded or bonded via alkylene groups having 1 to 3 carbon atoms. Additionally, when y=z=0, R... 95 With R 92 Or R 93 With R 99 They can bond with each other to form monocyclic or polycyclic aromatic rings.

[0087] [Chemistry 8]

[0088]

[0089] In the above general formula (IV), R 100 R 101 They can be the same or different, representing hydrocarbon groups with 1 to 5 hydrogen or carbon atoms, where f is 1 ≤ f ≤ 18.

[0090] According to the resin composition of this embodiment, molded articles and optical components with improved balance between resistance to damp heat and transparency can be obtained.

[0091] The reasons are still uncertain, but it is believed that by setting the content of pentaerythritol in the fatty acid ester composition (B) within a specific range, the more polar pentaerythritol does not undergo phase separation and is uniformly dispersed in the less polar cyclic olefin copolymer (A), thus improving the balance between the moisture resistance and transparency of the resulting molded articles and optical components.

[0092] As can be seen from the above, the resin composition of this embodiment can achieve a balance between improved resistance to damp heat and improved transparency, even when manufacturing thick molded bodies and optical components.

[0093] When the total content of pentaerythritol (B-1) and the fatty acid ester of pentaerythritol (B-2) in the above-described fatty acid ester composition (B) is set to 100% by mass, the content of pentaerythritol (B-1) in the fatty acid ester composition (B) is 5.0% by mass or less, preferably 4.5% by mass or less, more preferably 3.0% by mass or less, even more preferably 2.5% by mass or less, even more preferably 2.0% by mass or less, even more preferably 1.8% by mass or less, even more preferably 1.5% by mass or less, even more preferably 1.0% by mass or less, even more preferably 0.8% by mass or less, and even more preferably 0.5% by mass or less. By keeping the content of pentaerythritol (B-1) below the above-described upper limit, the balance between the resistance to damp heat and the transparency of the molded articles and optical components using the resin composition of this embodiment can be improved.

[0094] In addition, there is no particular limitation on the lower limit of the content of pentaerythritol (B-1) in the fatty acid ester composition (B), for example, it can be 0.01% by mass or more, 0.05% by mass or more, 0.1% by mass or more, 0.3% by mass or more, or 0.4% by mass or more.

[0095] Furthermore, from the viewpoint of improving the balance between the resistance to damp heat and the transparency of molded articles and optical components using the resin composition of this embodiment, when the total content of pentaerythritol (B-1) and the fatty acid ester of pentaerythritol (B-2) in the fatty acid ester composition (B) of the above-mentioned fatty acid ester composition (B) is set to 100% by mass, the content of pentaerythritol (B-1) in the fatty acid ester composition (B) of this embodiment is preferably 0.01% by mass or more and 5.0% by mass or less, more preferably 0.01% by mass or more and 4.5% by mass or less, and even more preferably 0. More preferably, it is 0.01% or more and 3.0% or less by mass, even more preferably 0.01% or more and 2.5% or less by mass, even more preferably 0.01% or more and 2.0% or less by mass, even more preferably 0.01% or more and 1.8% or less by mass, even more preferably 0.05% or more and 1.5% or less by mass, even more preferably 0.1% or more and 1.0% or less by mass, even more preferably 0.3% or more and 0.8% or less by mass, even more preferably 0.4% or more and 0.5% or less by mass.

[0096] The content of pentaerythritol (B-1) in the fatty acid ester composition (B) can be quantified by gas chromatography, for example, by using a standard curve prepared with pentaerythritol (manufactured by Wako Pure Chemical Industries, Ltd.).

[0097] Specifically, the following measurement conditions can be exemplified, for example.

[0098] Measurement equipment: 6890N (Agilent Technologies)

[0099] Column: DB-1 HT (manufactured by J & W Corporation)

[0100] Carrier gas: He (constant flow mode)

[0101] Detector: FID

[0102] More specifically, the content of pentaerythritol (B-1) in the fatty acid ester composition (B) of this embodiment can be determined by the method described in paragraphs 0168 to 0170 of Japanese Patent No. 5778884.

[0103] The following is a detailed explanation of each component.

[0104] [Cyclic olefin copolymer (A)]

[0105] The cyclic olefin copolymer (A) in the resin composition of this embodiment includes at least one repeating unit (a) from an olefin as shown in general formula (I) above, and at least one repeating unit (b) from a cyclic olefin monomer selected from the group consisting of repeating unit (AA) shown in general formula (II) above, repeating unit (AB) shown in general formula (III) above, and repeating unit (AC) shown in general formula (IV) above.

[0106] An olefin monomer, which is one of the copolymer raw materials for the cyclic olefin copolymer (A) of this embodiment, is subjected to addition copolymerization to form the repeating unit (a) shown in the above general formula (I). Specifically, an olefin monomer shown in the following general formula (Ia) corresponding to the above general formula (I) is used.

[0107] [Chemistry 9]

[0108]

[0109] In the above general formulas (I) and (Ia), R 300 This refers to a straight-chain or branched hydrocarbon group having 1 to 29 hydrogen atoms or carbon atoms. Examples of olefin monomers represented by the above general formula (Ia) include ethylene, propylene, 1-butene, 1-pentene, 1-hexene, 3-methyl-1-butene, 3-methyl-1-pentene, 3-ethyl-1-pentene, 4-methyl-1-pentene, 4-methyl-1-hexene, 4,4-dimethyl-1-hexene, 4,4-dimethyl-1-pentene, 4-ethyl-1-hexene, 3-ethyl-1-hexene, 1-octene, 1-decene, 1-dodecene, 1-tetradecene, 1-hexadecene, 1-octadecene, and 1-eicosene. From the viewpoint of obtaining a molded article with superior heat resistance, mechanical properties, and optical properties, at least one selected from ethylene and propylene is preferred, and ethylene is more preferred. That is, the repeating unit (a) in the cyclic olefin copolymer (A) preferably includes a repeating unit selected from at least one of ethylene and propylene, and more preferably includes a repeating unit from ethylene. Two or more olefin monomers represented by the above general formula (Ia) may be used. Furthermore, as an olefin monomer, at least one monomer derived from biomass (ethylene, propylene, α-olefin) may be included.

[0110] From the viewpoint of obtaining a molded article with superior heat resistance, mechanical properties and optical properties, when the total repeating unit constituting the cyclic olefin copolymer (A) of this embodiment is set to 100 mol%, the proportion of repeating unit (a) in the cyclic olefin copolymer (A) of this embodiment is preferably 5 mol% or more, more preferably 20 mol% or more, even more preferably 40 mol% or more, even more preferably 50 mol% or more, and even more preferably 60 mol% or more.

[0111] Furthermore, from the viewpoint of obtaining a molded article with superior heat resistance, mechanical properties, and optical properties, when the total repeating unit constituting the cyclic olefin copolymer (A) of this embodiment is set to 100 mol%, the proportion of repeating units (a) from olefins in the cyclic olefin copolymer (A) of this embodiment is preferably 95 mol% or less, more preferably 90 mol% or less, even more preferably 85 mol% or less, even more preferably 80 mol% or less, even more preferably 75 mol% or less, even more preferably 70 mol% or less, and even more preferably 65 mol% or less.

[0112] Furthermore, from the viewpoint of obtaining a molded article with superior heat resistance, mechanical properties, and optical properties, when the total repeating unit constituting the cyclic olefin copolymer (A) of this embodiment is set to 100 mol%, the proportion of repeating units (a) from olefins in the cyclic olefin copolymer (A) of this embodiment is preferably 5 mol% or more and 95 mol% or less, more preferably 5 mol% or more and 90 mol% or less, even more preferably 5 mol% or more and 85 mol% or less, even more preferably 20 mol% or more and 80 mol% or less, even more preferably 40 mol% or more and 75 mol% or less, even more preferably 50 mol% or more and 70 mol% or less, and even more preferably 60 mol% or more and 65 mol% or less.

[0113] It should be noted that the proportion of repeating units (a) from olefins can be determined by... 13 C-NMR determination.

[0114] The cyclic olefin monomer, which is one of the copolymer raw materials of the cyclic olefin copolymer (A) of this embodiment, is subjected to addition copolymerization to form repeating units (b) from the cyclic olefin monomer shown in the above general formula (II), the above general formula (III), or the above general formula (IV). Specifically, the cyclic olefin monomers shown in general formulas (IIa), (IIIa), and (IVa), which correspond to the above general formulas (II), (III), and (IV), respectively, are used.

[0115] [Chemistry 10]

[0116]

[0117] In the above general formulas (II) and (IIa), u is 0 or 1, v is 0 or a positive integer, preferably an integer greater than or equal to 0 and less than or equal to 2, more preferably 0 or 1, w is 0 or 1, and R 61 ~R 78 and R a1 and R b1They can be the same or different from each other, and can be hydrogen atoms, halogen atoms, alkyl groups with 1 to 20 carbon atoms, haloalkyl groups with 1 to 20 carbon atoms, cycloalkyl groups with 3 to 15 carbon atoms, or aromatic hydrocarbon groups with 6 to 20 carbon atoms, R 75 ~R 78 They can bond with each other to form single or multiple rings.

[0118] [Chemistry 11]

[0119]

[0120] In the above general formulas (III) and (IIIa), x and d are integers of 0 or 1 or more, preferably integers of 0 or more and less than 2, more preferably 0 or 1, y and z are 0, 1 or 2, and R 81 ~R 99 They can be the same or different, consisting of hydrogen atoms, halogen atoms, alkyl groups with 1-20 carbon atoms or cycloalkyl groups with 3-15 carbon atoms (i.e., aliphatic hydrocarbon groups), aromatic hydrocarbon groups with 6-20 carbon atoms or alkoxy groups, R 89 and R 90 The bonded carbon atom and R 93 The bonded carbon atoms or R 91 The bonded carbon atoms can be directly bonded or bonded via alkylene groups having 1 to 3 carbon atoms. Additionally, when y=z=0, R... 95 With R 92 Or R 95 With R 91 They can bond with each other to form monocyclic or polycyclic aromatic rings.

[0121] [Chemistry 12]

[0122]

[0123] In the above general formulas (IV) and (IVa), R 100 R 101 They can be the same or different, representing hydrocarbon groups with 1 to 5 hydrogen or carbon atoms, where f is 1 ≤ f ≤ 18.

[0124] By using olefin monomers represented by the above general formula (Ia), cyclic olefin monomers represented by general formulas (IIa), (IIIa) or (IVa) as copolymerizing components, the solubility of cyclic olefin copolymers (A) in solvents is further improved, thus improving moldability and increasing the yield of finished products.

[0125] Specific examples of cyclic olefin monomers represented by general formulas (IIa), (IIIa), or (IVa) may be used, for example, compounds described in paragraphs 0037 to 0063 of International Publication No. 2006 / 118261. The aforementioned cyclic olefin monomers are obtained from dicyclopentadiene and ethylene, wherein the ethylene may contain units of a monomer (ethylene) derived from a biomass source.

[0126] Specifically, examples include bicyclic-2-heptene derivatives (bicyclic hept-2-ene derivatives), tricyclic-3-decene derivatives, tricyclic-3-undecene derivatives, tetracyclic-3-dodecene derivatives, pentacyclic-4-pentadecaene derivatives, pentacyclic pentadecadiene derivatives, pentacyclic-3-pentadecaene derivatives, pentacyclic-4-hexadecene derivatives, pentacyclic-3-hexadecene derivatives, hexacyclic-4-heptadecene derivatives, and heptacyclic-5-eicosene derivatives. Compounds, heptacyclic-4-eicosene derivatives, heptacyclic-5-docophyllene derivatives, octacyclic-5-docophyllene derivatives, nonacyclic-5-pentacyclic-benzene derivatives, nonacyclic-6-hexacyclic-benzene derivatives, cyclopentadiene-acenaphthene adducts, 1,4-methylbridged-1,4,4a,9a-tetrahydrofluorene derivatives, 1,4-methylbridged-1,4,4a,5,10,10a-hexahydroanthracene derivatives, and cycloalkylene derivatives with 3 to 20 carbon atoms, etc.

[0127] As the repeating unit (b) in the cyclic olefin copolymer (A), among the cyclic olefin monomers represented by general formula (IIa), (IIIa) or (IVa), the repeating unit from the cyclic olefin monomer represented by general formula (IIa), namely the repeating unit (AA) represented by general formula (II), is preferred.

[0128] In addition, it is preferred to use any one of the cyclic olefin monomers represented by general formula (IIa) and general formulas (IIIa) or (IVa).

[0129] As the cyclic olefin monomer represented by the above general formula (IIa), it is preferable to use bicyclo[2.2.1]-2-heptene (also known as norbornene) and tetracyclo[4.4.0.1]. 2,5 .1 7,10 At least one of the group consisting of ]-3-dodecene (also known as tetracyclic dodecene), more preferably tetracyclic [4.4.0.1] 2,5 .1 7,10 ]-3-Dodecene. That is, the repeating unit (b) in the cyclic olefin copolymer (A) preferably comprises a compound selected from bicyclo[2.2.1]-2-heptene and tetracyclo[4.4.0.1]. 2 ,5 .1 7,10At least one repeating unit of the group consisting of ]-3-dodecene. These cyclic olefin monomers have a rigid ring structure, thus having the advantage of easily maintaining the elastic modulus of the copolymer and the molded body.

[0130] From the viewpoint of obtaining a molded article with superior heat resistance, mechanical properties, and optical properties, when the total repeating unit constituting the cyclic olefin copolymer (A) of this embodiment is set to 100 mol%, the proportion of repeating units (b) from cyclic olefin monomers in the cyclic olefin copolymer (A) of this embodiment is preferably 5 mol% or more, more preferably 10 mol% or more, even more preferably 15 mol% or more, even more preferably 20 mol% or more, even more preferably 25 mol% or more, even more preferably 30 mol% or more, and even more preferably 35 mol% or more.

[0131] Furthermore, from the viewpoint of obtaining a molded article with superior heat resistance, mechanical properties, and optical properties, when the total repeating unit constituting the cyclic olefin copolymer (A) of this embodiment is set to 100 mol%, the proportion of repeating units (b) from cyclic olefin monomers in the cyclic olefin copolymer (A) of this embodiment is preferably 95 mol% or less, more preferably 80 mol% or less, even more preferably 60 mol% or less, even more preferably 50 mol% or less, and even more preferably 40 mol% or less.

[0132] Furthermore, from the viewpoint of obtaining a molded article with superior heat resistance, mechanical properties, and optical properties, when the total repeating unit constituting the cyclic olefin copolymer (A) of this embodiment is set to 100 mol%, the proportion of repeating units (b) from cyclic olefin monomers in the cyclic olefin copolymer (A) of this embodiment is preferably 5 mol% or more and 95 mol% or less, more preferably 10 mol% or more and 95 mol% or less, even more preferably 15 mol% or more and 95 mol% or less, even more preferably 20 mol% or more and 80 mol% or less, even more preferably 25 mol% or more and 60 mol% or less, even more preferably 30 mol% or more and 50 mol% or less, and even more preferably 35 mol% or more and 40 mol% or less.

[0133] The copolymer type of the cyclic olefin copolymer (A) in this embodiment is not particularly limited; for example, random copolymers and block copolymers can be cited. In the resin composition of this embodiment, from the viewpoint of obtaining molded articles and optical components with further improved transparency, random copolymers are preferred as the cyclic olefin copolymer (A).

[0134] The cyclic olefin copolymer (A) of this embodiment preferably comprises a mixture selected from ethylene and tetracyclo[4.4.0.1]. 2,5 .17 ,10 Random copolymers of 3-dodecene, random copolymers of ethylene with bicyclo[2.2.1]-2-heptene, and random copolymers of ethylene with tetracyclo[4.4.0.1]-3-dodecene. 2,5 .1 7,10 The mixture comprises one or more of the following groups: 3-dodecene and benzonorbornene, more preferably comprising ethylene and tetracyclo[4.4.0.1](x, y ... 2,5 .1 7,10 Random copolymers of 3-dodecene and ethylene with tetracyclic [4.4.0.1] 2,5 .1 7,10 It consists of one or more of the following groups: random copolymers of 3-dodecene and benzonorbornene.

[0135] In this embodiment, one type of cyclic olefin copolymer (A) can be used alone, or two or more types can be used in combination.

[0136] The cyclic olefin copolymer (A) of this embodiment can be manufactured, for example, by selecting appropriate conditions according to Japanese Patent Application Publication Nos. 60-168708, 61-120816, 61-115912, 61-115916, 61-271308, 61-272216, 62-252406, and 62-252407.

[0137] The cyclic olefin copolymer (A) of this embodiment improves its optical properties, such as heat resistance and transparency, by contacting the cyclic olefin copolymer (A) or a system comprising the cyclic olefin copolymer (A) and monomers as raw materials with hydrogen at least once, thereby hydrogenating at least a portion of the unsaturated bonds in the cyclic olefin copolymer (A) and / or the monomers. It should be noted that the hydrogenation, or so-called hydrogenation, can be carried out using conventionally known methods.

[0138] The glass transition temperature (Tg) of the cyclic olefin copolymer (A) in this embodiment is preferably 120°C or higher, more preferably 125°C or higher, and even more preferably 130°C or higher. If the glass transition temperature (Tg) of the cyclic olefin copolymer (A) is within the above range, when used as an optical component requiring heat resistance, such as an automotive camera lens or a portable device camera lens, it can achieve even better heat resistance, resistance to damp heat, and transparency. The upper limit of the glass transition temperature (Tg) of the cyclic olefin copolymer (A) in this embodiment is not particularly limited, but from a moldability viewpoint, it is preferably 180°C or lower, more preferably 170°C or lower.

[0139] Furthermore, when used as an optical component requiring heat resistance, such as a lens for an automotive camera or a lens for a portable device, from the viewpoint of obtaining even better heat resistance, resistance to damp heat, and transparency, the glass transition temperature (Tg) of the cyclic olefin copolymer (A) in this embodiment is preferably 120°C or higher and 180°C or lower, more preferably 125°C or higher and 180°C or lower, and even more preferably 130°C or higher and 170°C or lower.

[0140] The glass transition temperature (Tg) of the cyclic olefin copolymer (A) involved in this embodiment can be measured using a differential scanning calorimeter (DSC).

[0141] [Fatty acid ester composition (B)]

[0142] The fatty acid ester composition (B) of this embodiment comprises pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (B-2).

[0143] The resin composition of this embodiment contains a fatty acid ester composition (B), and the content of pentaerythritol (B-1) is below the above-mentioned upper limit, thereby enabling the production of molded articles and optical components with improved balance between moisture resistance and transparency, even for thick molded articles.

[0144] Here, the fatty acid ester composition (B) of this embodiment is preferably a composition obtained by esterification reaction of pentaerythritol and fatty acids, and the pentaerythritol (B-1) in the fatty acid ester composition (B) of this embodiment preferably includes unreacted pentaerythritol that has not undergone esterification reaction.

[0145] In the fatty acid ester composition (B) of this embodiment, the fatty acid constituting the pentaerythritol fatty acid ester (B-2) preferably contains fatty acids with 12 or more and 18 or less carbon atoms, more preferably fatty acids with 14 or more and 18 or less carbon atoms, even more preferably fatty acids with 16 or more and 18 or less carbon atoms, and even more preferably fatty acids with 18 carbon atoms. This results in molded articles and optical components with a further improved balance between resistance to damp heat and transparency, and further reduces mold contamination during the molding of molded articles and optical components.

[0146] In the fatty acid ester composition (B) of this embodiment, the fatty acid ester of pentaerythritol (B-2) preferably contains the compound shown in the following formula (1).

[0147] RCOOCH2C(CH2OH)3 (1)

[0148] (In the above formula (1), R is a saturated hydrocarbon group with 11 or more but less than 17 carbon atoms.)

[0149] Furthermore, R is more preferably a saturated hydrocarbon group with 13 or more and 17 or less carbon atoms, more preferably a saturated hydrocarbon group with 15 or more and 17 or less carbon atoms, and even more preferably a saturated hydrocarbon group with 17 carbon atoms.

[0150] Examples of such fatty acid esters (B-2) include one or more selected from the group consisting of pentaerythritol laurate, pentaerythritol myristate, pentaerythritol palmitate, and pentaerythritol stearate. Among these, pentaerythritol stearate is preferred from the viewpoint of obtaining molded articles and optical components with a further improved balance between resistance to damp heat and transparency, and from the viewpoint of further reducing mold contamination during the molding of molded articles and optical components.

[0151] Such fatty acid esters (B-2) preferably contain one or more of the group consisting of monoesters, diesters, triesters and tetraesters.

[0152] When the fatty acid ester (B-2) contains two or more of the group consisting of monoesters, diesters, triesters and tetraesters, from the viewpoint of obtaining molded articles and optical components with further improved performance balance of moisture and heat resistance and transparency, when the total amount of fatty acid ester (B-2) is set to 100% by mass, the content of monoesters in fatty acid ester (B-2) is preferably 10% by mass or more and 50% by mass or less, more preferably 15% by mass or more and 45% by mass or less, and even more preferably 20% by mass or more and 40% by mass or less.

[0153] In addition, when the fatty acid ester (B-2) contains two or more of the groups selected from monoesters, diesters, triesters and tetraesters, the total content of diesters and triesters in the fatty acid ester (B-2) can be, for example, 50% or more and 90% or less by mass, 55% or more and 85% or less by mass, or 60% or more and 80% or less by mass.

[0154] When the content of the cyclic olefin copolymer (A) is set to 100 parts by mass, the lower limit of the content of the fatty acid ester composition (B) in the resin composition of this embodiment is preferably 0.05 parts by mass or more, more preferably 0.1 parts by mass or more, even more preferably 0.5 parts by mass or more, even more preferably 1.0 parts by mass or more, and even more preferably 1.5 parts by mass or more. By setting the content of the fatty acid ester composition (B) to the above-mentioned lower limit or more, it is possible to obtain molded articles and optical components with a further improved balance between resistance to damp heat and transparency.

[0155] Furthermore, when the content of the cyclic olefin copolymer (A) is set to 100 parts by weight, the upper limit of the content of the fatty acid ester composition (B) in the resin composition of this embodiment is preferably 5.0 parts by weight or less, more preferably 4.0 parts by weight or less, and even more preferably 3.0 parts by weight or less. By keeping the content of the fatty acid ester composition (B) at or below the above-mentioned upper limit, the amount of vaporization of the fatty acid ester composition (B) during molding can be suppressed, and the generation of turbidity can be suppressed.

[0156] Furthermore, from the viewpoint of obtaining molded articles and optical components that can further improve the balance between resistance to damp heat and transparency, when the content of the cyclic olefin copolymer (A) is set to 100 parts by mass, the content of the fatty acid ester composition (B) in the resin composition of this embodiment is preferably 0.05 parts by mass or more and 5.0 parts by mass or less, more preferably 0.1 parts by mass or more and 5.0 parts by mass or less, even more preferably 0.5 parts by mass or more and 5.0 parts by mass or less, even more preferably 1.0 parts by mass or more and 4.0 parts by mass or less, and even more preferably 1.5 parts by mass or more and 3.0 parts by mass or less.

[0157] When the total solid content of the above-described resin composition is set to 100% by mass, the lower limit of the total content of the cyclic olefin copolymer (A) and fatty acid ester composition (B) in the resin composition of this embodiment is preferably 70% by mass or more, more preferably 80% by mass or more, even more preferably 85% by mass or more, even more preferably 90% by mass or more, even more preferably 95% by mass or more, and even more preferably 98% by mass or more. By making the total content of the cyclic olefin copolymer (A) and fatty acid ester composition (B) at or above the above-described lower limit, the balance between the resistance to damp heat and the transparency of the molded articles and optical components using the resin composition of this embodiment can be further improved.

[0158] Furthermore, the upper limit of the total content of the cyclic olefin copolymer (A) and fatty acid ester composition (B) in the resin composition of this embodiment is not particularly limited, for example, it is 100% by mass or less.

[0159] Furthermore, from the viewpoint of further improving the balance between the resistance to damp heat and the transparency of the molded articles and optical components using the resin composition of this embodiment, when the total solid content of the above-mentioned resin composition is set to 100% by mass, the total content of the cyclic olefin copolymer (A) and fatty acid ester composition (B) in the resin composition of this embodiment is preferably 70% by mass or more and 100% by mass or less, more preferably 80% by mass or more and 100% by mass or less, even more preferably 85% by mass or more and 100% by mass or less, even more preferably 90% by mass or more and 100% by mass or less, even more preferably 95% by mass or more and 100% by mass or less, and even more preferably 98% by mass or more and 100% by mass or less.

[0160] [Fatty acid metal salts (C)]

[0161] The resin composition of this embodiment preferably further comprises a fatty acid metal salt (C).

[0162] By further including fatty acid metal salts (C) in the resin composition of this embodiment, the balance between the processability and demolding properties of the resulting resin composition can be improved, resulting in a molded body with a superior appearance.

[0163] From the viewpoint of achieving a performance balance that can further improve processability and demolding properties, the fatty acid metal salt (C) of this embodiment is preferably a metal salt containing long-chain fatty acids with 12 or more carbon atoms.

[0164] As a metal salt of a long-chain fatty acid having 12 or more carbon atoms, from the viewpoint of achieving a balance between performance that can further improve the processability and mold release properties of the resulting resin composition, it includes one or more salts selected from the group consisting of lithium stearate, magnesium stearate, calcium stearate, calcium laurate, calcium ricinoleate, strontium stearate, barium stearate, barium laurate, barium ricinoleate, cadmium stearate, cadmium laurate, cadmium ricinoleate, cadmium naphthenate, cadmium 2-ethylhexyneate, zinc laurate, zinc ricinoleate, zinc 2-ethylhexyneate, zinc stearate, zinc distearate, and zinc naphthenate; from the viewpoint of achieving a balance between performance that can further improve the processability, mold release properties, and transparency of the molded body using the above-described resin composition, it is more preferable to include one or more salts selected from the group consisting of calcium stearate and zinc stearate, and even more preferably to include zinc stearate.

[0165] From the viewpoint of achieving a performance balance that can further improve the processability and release properties of the obtained resin composition, when the content of the cyclic olefin copolymer (A) is set to 100 parts by mass, the lower limit of the content of fatty acid metal salt (C) in the resin composition of this embodiment is preferably 0.0001 parts by mass or more, more preferably 0.0005 parts by mass or more, even more preferably 0.0010 parts by mass or more, even more preferably 0.0015 parts by mass or more, even more preferably 0.0020 parts by mass or more, even more preferably 0.0025 parts by mass or more, even more preferably 0.0030 parts by mass or more, and even more preferably 0.0035 parts by mass or more.

[0166] Furthermore, from the viewpoint of further improving the transparency of the molded article using the above-described resin composition, when the content of the cyclic olefin copolymer (A) is set to 100 parts by weight, the upper limit of the content of fatty acid metal salt (C) in the resin composition of this embodiment is preferably 0.50 parts by weight or less, more preferably 0.40 parts by weight or less, even more preferably 0.30 parts by weight or less, even more preferably 0.20 parts by weight or less, even more preferably 0.15 parts by weight or less, even more preferably 0.12 parts by weight or less, even more preferably 0.10 parts by weight or less, even more preferably 0.07 parts by weight or less, and even more preferably 0.05 parts by weight or less.

[0167] Furthermore, in the resin composition of this embodiment, from the viewpoint of balancing the processability, release properties, and transparency of the molded body using the resin composition, which can further improve the processability, release properties, and transparency of the obtained resin composition, when the content of the cyclic olefin copolymer (A) is set to 100 parts by mass, the content of the fatty acid metal salt (C) is preferably 0.0001 parts by mass or more and 0.50 parts by mass or less, more preferably 0.0001 parts by mass or more and 0.40 parts by mass or less, even more preferably 0.0005 parts by mass or more and 0.30 parts by mass or less, even more preferably 0.0010 parts by mass or more and 0.20 parts by mass or less, even more preferably 0.0015 parts by mass or more and 0.15 parts by mass or less, even more preferably 0.0020 parts by mass or more and 0.12 parts by mass or less, even more preferably 0.0025 parts by mass or more and 0.10 parts by mass or less, even more preferably 0.0030 parts by mass or more and 0.07 parts by mass or less, even more preferably 0.0035 parts by mass or more and 0.05 parts by mass or less.

[0168] Regarding the fatty acid metal salt (C) of this embodiment, it can be contained in the resin composition by simultaneously blending the cyclic olefin copolymer (A), the fatty acid ester composition (B), and the fatty acid metal salt (C), or it can be added later to the granules obtained by molding the resin composition containing the cyclic olefin copolymer (A) and the fatty acid ester composition (B). Furthermore, when the resin composition of this embodiment contains the hindered amine compound (D) described later, regarding the fatty acid metal salt (C) of this embodiment, it can be contained in the resin composition by simultaneously blending the cyclic olefin copolymer (A), the fatty acid ester composition (B), the fatty acid metal salt (C), and the hindered amine compound (D), or it can be added later to the granules obtained by molding the resin composition containing the cyclic olefin copolymer (A), the fatty acid ester composition (B), and the hindered amine compound (D).

[0169] [Hindered amine compounds (D)]

[0170] The resin composition of this embodiment preferably further comprises a hindered amine compound (D).

[0171] By further including the hindered amine compound (D) in the resin composition of this embodiment, the lightfastness of the resulting resin composition can be improved, and deterioration and discoloration caused by UV light can be suppressed.

[0172] From the viewpoint of improving the lightfastness of the resulting resin composition, the proportion of carbon atoms in the molecular structure of the hindered amine compound (D) is preferably 67% by mass or more and 80% by mass or less, more preferably 68% by mass or more and 79% by mass or less, and even more preferably 70% by mass or more and 77% by mass or less.

[0173] The aforementioned proportion of carbon atoms in the molecular structure of the hindered amine compound (D) is a theoretical value calculated from the chemical formula, which is roughly consistent with the proportion of carbon atoms measured using a CHN elemental analysis device (e.g., LECO, CHNS-932, etc.).

[0174] From the viewpoint of improving the lightfastness of the resulting resin composition, the molecular weight of the hindered amine compound (D) is preferably 500 or more and 3500 or less, more preferably 600 or more and 3000 or less, and even more preferably 700 or more and 2000 or less.

[0175] The molecular weight of the hindered amine compound (D) mentioned above is a theoretical value calculated from the chemical formula, which is roughly consistent with the converted weight-average molecular weight of polystyrene determined by gel permeation chromatography (GPC) or by mass spectrometry.

[0176] As hindered amine compounds (D) that satisfy the above characteristics, the compounds shown in the following chemical formulas [1] to

[37] can be cited as examples.

[0177] [Chemistry 13]

[0178]

[0179] [Chemistry 14]

[0180]

[0181] [Chemistry 15]

[0182]

[0183] [Chemistry 16]

[0184]

[0185] [Chemistry 17]

[0186]

[0187] [Chemistry 18]

[0188]

[0189] [Chemistry 19]

[0190]

[0191] [Chemistry 20]

[0192]

[0193] [Chemistry 21]

[0194]

[0195] [Chemistry 22]

[0196]

[0197] [Chemistry 23]

[0198]

[0199] [Chemistry 24]

[0200]

[0201] From the viewpoint of improving the lightfastness of the resulting resin composition, the solubility of the hindered amine compound (D) in 100g of hexane at 23°C is preferably 25g or more, more preferably 50g or more, and even more preferably 100g or more.

[0202] Hindered amine compounds (D) that satisfy the above hexane solubility can be exemplified by the compounds shown in the above chemical formulas [1] to

[37] .

[0203] From the viewpoint of improving the lightfastness of the resulting resin composition, the 5% thermal weight loss temperature of the hindered amine compound (D) at a heating rate of 5°C / min in nitrogen is preferably 300°C or higher, more preferably 320°C or higher.

[0204] Thermogravimetric temperature can be measured, for example, using a simultaneous TG / DTA (Thermogravimetry / Differential Thermal Analysis) measuring device (e.g., Shimadzu DTG-60A / 60AH).

[0205] The hindered amine compound (D) in this embodiment preferably comprises the hindered amine compound shown in the following general formula (1).

[0206] [Chemistry 25]

[0207]

[0208] In general formula (1), n ​​represents 1 or 2.

[0209] R 1 R 2 They can be the same or different, representing hydrogen atoms or methyl groups, preferably methyl groups. Through R... 1 R 2 The methyl group can prevent the molded body from discoloring at high temperatures and in the presence of acidic substances.

[0210] R 3 R 4 and R 5 They can be the same or different, as can be shown in (1) to (5) below.

[0211] (1) Hydrogen atom

[0212] (2) Alkyl groups with 1 to 24 carbon atoms

[0213] (3) Containing an alicyclic skeleton with 5 to 12 carbon atoms, wherein the alicyclic skeleton is a saturated hydrocarbon group containing an alicyclic skeleton that may have 1 to 3 alkyl substituents with 1 to 4 carbon atoms.

[0214] (4)-R A -Ph(R B )p(where R is the formula) A Ph indicates an alkylene group with 1 to 3 carbon atoms, and Ph indicates that it can be converted by R. BThe groups shown are alkyl-substituted or unsubstituted phenyl groups with 1 to 4 carbon atoms. p is an integer from 0 to 3.

[0215] (5) An alkyl group having 2 to 4 carbon atoms, wherein the alkyl group having at least one substituent selected from the group consisting of an OH group, an alkoxy group having 1 to 8 carbon atoms, or a dialkylamino group (multiple alkyl groups may be the same or different, and are alkyl groups having 1 to 4 carbon atoms) on a carbon atom other than the carbon atom directly bonded to the nitrogen atom.

[0216] In (3) above, saturated hydrocarbon groups containing alicyclic skeletons can be exemplified by unsubstituted or cycloalkyl groups having 1 to 3 carbon atoms or 1 to 4 carbon atoms, or carbon atoms of 5 to 12.

[0217] R 3 R 4 and R 5 The groups can be the same or different, and preferably include (1) a hydrogen atom, (2) an alkyl group having 1 to 24 carbon atoms, or (3) an unsubstituted cycloalkyl group having 1 to 3 alkyl groups having 1 to 4 carbon atoms and 5 to 12 carbon atoms. By using such a group as R... 3 R 4 and R 5 The transmittance on the short wavelength side becomes good, making it particularly suitable for use as an optical component.

[0218] R 6 It indicates an alkylene group or a single bond with 1 to 4 carbon atoms.

[0219] R 7 They can be the same or different, as can be shown in (1) to (7) below.

[0220] (1) Hydrogen atom

[0221] (2) Aliphatic saturated hydrocarbon groups with 1 to 17 carbon atoms

[0222] (3) A saturated hydrocarbon group containing an alicyclic skeleton, comprising an alicyclic skeleton having 5 to 12 carbon atoms, wherein the alicyclic skeleton may have 1 to 3 alkyl substituents having 1 to 4 carbon atoms.

[0223] (4)-R 7A -Ph(-R 7B )p(where R is the formula) 7A Ph indicates a divalent or trivalent saturated hydrocarbon group with 1 to 3 carbon atoms; Ph represents a group that can be converted by R. 7B The groups shown are alkyl-substituted or unsubstituted phenyl groups with 1 to 4 carbon atoms. p is an integer from 0 to 3.

[0224] (5)-N(R 7F (R)7G (where R) 7F R 7G Each of the following is an N,N-dialkylamino group, or -N(R) represented by an alkyl group having 1 to 18 carbon atoms. 7F )-(where R 7F The group indicated by the alkyl group (representing 1 to 18 carbon atoms, with - indicating the bond end) is a functional group.

[0225] (6) Aliphatic saturated hydrocarbon groups with 2-4 carbon atoms, and their interaction with R 6 The carbon atom other than the directly bonded carbon atom has at least one substituent selected from the group consisting of an OH group, an alkoxy group having 1 to 8 carbon atoms, or a dialkylamino group (multiple alkyl groups may be the same or different, and may be alkyl groups having 1 to 4 carbon atoms).

[0226] (7) Groups represented by the following formulas

[0227] [Chemistry 26]

[0228]

[0229] (R 8 Indicates a hydrogen atom or a methyl group. (Indicates the bonding end.)

[0230] In (2) above, when n=1, it represents a hydrogen atom or an alkyl group with 1 to 17 carbon atoms, and when n=2, it represents an alkylene group with 1 to 17 carbon atoms.

[0231] In addition, in (3) above, the saturated hydrocarbon group containing an alicyclic skeleton is a monovalent group when n=1 and a divalent group when n=2. Examples of monovalent groups include cyclohexyl, and examples of divalent groups include 1,2-cyclohexene, 1,3-cyclohexene, and 1,4-cyclohexene.

[0232] Furthermore, in the substituted aliphatic saturated hydrocarbon groups of (6) above, R 6 When it is a single bond, there are substituents on carbon atoms other than the carbon atom directly bonded to the nitrogen atom.

[0233] R, as in the above general formula (1) 7 Preferably, when n=1, the following can be used: (1) hydrogen atom, (2) alkyl group with 1 to 17 carbon atoms, (3) unsubstituted or cycloalkyl group with 1 to 3 alkyl groups having 1 to 4 carbon atoms and 5 to 12 carbon atoms, and (5) -N(R 7F (R) 7G (where R) 7F R 7GEach is an alkyl group having 1 to 18 carbon atoms, representing an N,N-dialkylamino group, or a group represented by the above formula (7). On the other hand, in the case of n=2, as R 7 Preferably, (2) alkylene groups having 1 to 17 carbon atoms, (3) unsubstituted or cycloalkylene groups having 1 to 3 alkyl groups having 1 to 4 carbon atoms having 5 to 12 carbon atoms, or (5) -N(R) 7F )-(where R 7F The group indicated by the symbol (representing an alkyl group with 1 to 18 carbon atoms, and - indicating the bond end) is an alkyl group.

[0234] By using such a group as R 7 The transmittance on the short wavelength side becomes good, making it particularly suitable for use as an optical component.

[0235] As hindered amine compounds represented by the above general formula (1), compounds represented by the above chemical formulas [4] to

[37] can be exemplified.

[0236] Furthermore, as the hindered amine compound represented by the above general formula (1), the hindered amine compound represented by the following general formula (2) can be used. By using the hindered amine compound, it is possible to suppress coloring of the molded article at high temperatures.

[0237] [Chemistry 27]

[0238]

[0239] In equation (2), a and b are 0 or 1, satisfying a+b=1.

[0240] R represents an alkyl group with 1 to 24 carbon atoms.

[0241] Y is represented by the following general formula.

[0242] [Chemistry 28]

[0243]

[0244] (Where, X represents a hydrogen atom or a methyl group, and R represents an alkyl group with 1 to 24 carbon atoms,) (Indicates the bonding end.)

[0245] Q is represented by the following general formula.

[0246] [Chemistry 29]

[0247]

[0248] (In the formula, m is 0 or 1, and X and Y are the same as above. R represents an alkyl group with 1 to 24 carbon atoms when m=0, and an alkylene group with 1 to 24 carbon atoms when m=1.) (Indicates the bonding end.)

[0249] Multiple existing X, Y, and R values ​​can be the same or different from each other.

[0250] As hindered amine compounds represented by the above general formula (2), compounds represented by the above chemical formulas

[12] to

[37] can be exemplified.

[0251] From the viewpoint of improving the lightfastness of the resulting resin composition, the content of hindered amine compound (D) in the resin composition of this embodiment is preferably 0.05 parts by mass or more and 3.0 parts by mass or less, more preferably 0.10 parts by mass or more and 2.5 parts by mass or less, and even more preferably 0.15 parts by mass or more and 2.3 parts by mass or less, relative to 100 parts by mass of the cyclic olefin copolymer (A).

[0252] Hindered amine compounds (D) can be manufactured, for example, by selecting appropriate conditions according to the methods described in Japanese Patent Application Publication Nos. 52-73886, 63-286448, 5-9356, and 5-43745.

[0253] [Other ingredients]

[0254] In the resin composition of this embodiment, in addition to the cyclic olefin copolymer (A) and the fatty acid ester composition (B), known additives may be included as any component within a range that does not impair the good physical properties of the resin composition of this embodiment.

[0255] Examples of additives include antioxidants, secondary antioxidants, lubricants, mold release agents, antifogging agents, weather stabilizers, light stabilizers, ultraviolet absorbers, and metal passivators.

[0256] In the resin composition of this embodiment, the upper limit of the internal haze, as measured by the following (method), is preferably 0.4% or less, more preferably 0.3% or less. By keeping the internal haze below the above-mentioned upper limit, the balance between moisture resistance and transparency can be further improved in molded articles and optical components using the resin composition of this embodiment.

[0257] Furthermore, there is no particular limitation on the lower limit of the aforementioned internal haze; for example, it can be above 0.0% or above, or it can be above 0.1%.

[0258] Furthermore, in the resin composition of this embodiment, from the viewpoint of further improving the balance between resistance to damp heat and transparency in the molded body and optical component using the resin composition of this embodiment, the internal haze measured by the following (method) is preferably 0.0% or more and 0.4% or less, more preferably 0.1% or more and 0.3% or less.

[0259] (method)

[0260] Using an injection molding machine, the above resin composition was injection molded at a barrel temperature of 270°C and a mold temperature of 126°C to produce test pieces with an optical surface of 35mm × 65mm × 10mm thickness. The internal haze of the injection-molded test pieces was measured using a haze meter with benzyl alcohol, based on JIS K7136:2000.

[0261] The resin composition of this embodiment can be obtained by the following methods: a method of melt-blending a cyclic olefin copolymer (A) and a fatty acid ester composition (B) using a known mixing apparatus such as an extruder and a Banbury mixer; a method of dissolving the cyclic olefin copolymer (A) and the fatty acid ester composition (B) in a common solvent and then evaporating the solvent; a method of adding a solution of the cyclic olefin copolymer (A) and the fatty acid ester composition (B) to a poor solvent to precipitate it, etc.

[0262] In the resin composition of this embodiment, the method of mixing the cyclic olefin copolymer (A), fatty acid ester composition (B) and fatty acid metal salt (C) or the cyclic olefin copolymer (A), fatty acid ester composition (B), fatty acid metal salt (C) and hindered amine compound (D) is not particularly limited. It can be premixed using an extruder or the like, or the components can be dry-mixed and fed into an extruder or the like.

[0263] Alternatively, a resin composition can be prepared by premixing a cyclic olefin copolymer (A) and a fatty acid ester composition (B), and then fatty acid metal salt (C) powder can be added to the molded resin composition. A resin composition can also be prepared by premixing a cyclic olefin copolymer (A) with a fatty acid ester composition (B) and a hindered amine compound (D), and then fatty acid metal salt (C) powder can be added to the molded resin composition.

[0264] <Molded bodies and optical components>

[0265] Next, the molded body of this embodiment will be described.

[0266] The molded article of this embodiment comprises the resin composition of this embodiment. Therefore, the molded article of this embodiment achieves an improved balance between resistance to damp heat and transparency.

[0267] The molded body of this embodiment can be used as an optical component in optical systems that require high-precision image recognition. An optical component refers to a component used in optical system equipment, etc. Specifically, examples include various sensor lenses, pickup lenses, projection lenses, prisms, fθ lenses, camera lenses, light guide plates, and lenses for head-mounted displays. From the viewpoint of the effectiveness of this embodiment, it can be suitable for use as an fθ lens, camera lens, sensor lens, prism, or light guide plate.

[0268] There are no particular limitations on the method for molding the resin composition of this embodiment to obtain a molded article, and known methods can be used. Depending on the application and shape, methods such as extrusion molding, injection molding, blow molding, blow molding, extrusion blow molding, injection blow molding, compression molding, vacuum molding, powder slush molding, calendering, and foam molding can be applied. From the viewpoint of moldability and productivity, injection molding is preferred. Furthermore, the molding conditions are appropriately selected according to the intended use or molding method; for example, the resin temperature in injection molding is typically selected within the range of 150°C to 400°C, preferably 200°C to 350°C, and more preferably 230°C to 330°C.

[0269] The embodiments of the present invention have been described above, but these are merely examples of the present invention, and various configurations other than those described above are also possible.

[0270] Furthermore, the present invention is not limited to the embodiments described above, and variations and improvements made within the scope of achieving the purpose of the present invention are included in the present invention.

[0271] Example

[0272] The present invention will now be described in more detail by way of examples, but the present invention is not limited to these examples.

[0273] [Example 1]

[0274] Polymerization of cyclic olefin copolymers (A)

[0275] (Preparation of catalysts)

[0276] Ethyl sesquichloride (Al(C2H5)) was diluted using cyclohexane as a solvent. 1.5 C l1.5 ), to prepare organoaluminum compound catalyst solutions.

[0277] (polymerization)

[0278] The reaction of ethylene with tetracyclo[4.4.0.1] was carried out continuously using a stirred polymerizer. 2,5 .1 7,10The copolymerization of 3-dodecene yields a copolymer solution. Here, an organoaluminum compound catalyst solution prepared in the above (catalyst preparation) is used as the catalyst, and ethylene is supplied to the polymerizer along with hydrogen.

[0279] (deashing)

[0280] Water and an aqueous sodium hydroxide solution were added to the obtained copolymer solution to stop the polymerization reaction and remove catalyst residues (de-ashing) from the copolymer solution. Pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] ester as a stabilizer was added to the de-ashed copolymer solution, and the mixture was stirred in a stirred tank for 1 hour.

[0281] (Desolventization)

[0282] The solution containing the added stabilizer and mixture was heated to 180°C to remove the solvent and unreacted monomers, thereby obtaining a molten cyclic olefin copolymer (A) (ethylene and tetracyclo[4.4.0.1]). 2,5 .1 7,10 [-3-Dodecene random copolymer].

[0283] When the total repeating unit constituting the above-mentioned cyclic olefin copolymer (A) is set at 100 mol%, the content of repeating units from ethylene (repeating unit (a)) is 62 mol%, and the content of repeating units from tetracyclic [4.4.0.1] is 62 mol%. 2,5 .1 7,10 The content of repeating units (repeating unit (b)) of 3-3-dodecene is 38 moles.

[0284] At this point, the repeating units (repeating unit (a)) from ethylene and the units from tetracyclic [4.4.0.1] constituting the cyclic olefin copolymer (A) 2,5 .1 7,10 The content of repeating units (repeating unit (b)) of 3-dodecene was determined under the following conditions using an ECA 500 nuclear magnetic resonance apparatus manufactured by NEC Corporation.

[0285] Solvent: Deuterated tetrachloroethane

[0286] Sample concentration: 50~100g / L - solvent

[0287] Pulse repetition time: 5.5 seconds

[0288] Total number of times: 6000~16000

[0289] Measurement temperature: 120℃

[0290] Measured under the conditions described above 13C-NMR spectra were used to analyze the repeating units (repeating unit (a)) from ethylene and the repeating units from tetracyclic [4.4.0.1] constituting the cyclic olefin copolymer (A). 2,5 .1 7,10 The content of repeating units (repeating unit (b)) of 3-dodecene was quantified.

[0291] Synthesis of Hindered Amine Compounds

[0292] The hindered amine compound (D-1) (N,N',N”-tris(dodecyl)-N,N',N”-tri-(1,2,2,6,6-pentamethyl-4-piperidinyl)-[1,3,5]-triazine-2,4,6-triamine (T12M)) shown in chemical formula

[35] was synthesized by the following method.

[0293] [Chemistry 30]

[0294]

[0295] (1) Synthesis of N-dodecyl-2,2,6,6-tetramethylpiperidine-4-amine (TADA)

[0296] 77.6 g (0.5 mol) of 2,2,6,6-tetramethyl-4-piperidinone (TAA), 97.3 g (0.525 mol) of dodecylamine, and 2.3 g of 2% platinum-carbon (50% aqueous) were added to 77.6 g of methanol and reacted at 0.3 MPa hydrogen pressure and 50 °C for 2.5 hours. After filtering off the catalyst, the mixture was desolventized and distilled to obtain 144.4 g of TADA (89% yield) as a yellow liquid.

[0297] (2) Synthesis of N,N',N”-tris(dodecyl)-N,N',N”-tris-(2,2,6,6-tetramethyl-4-piperidinyl)-[1,3,5]-triazine-2,4,6-triamine (TTADA)

[0298] 194.8 g (0.6 mol) of TADA synthesized in (1) above and 27.5 g (0.66 mol) of 96% sodium hydroxide were added to 115 g of water. 55.3 g (0.3 mol) of cyanuric chloride dissolved in 210 g of toluene was added dropwise over 1 hour, and the mixture was allowed to mature for 3 hours. The mixture was separated and washed twice with water to obtain a toluene solution of the reaction product. Then, toluene was distilled off from the toluene solution of the reaction product, and 274 g of dimethylacetamide (DMAc) and 21.8 g (0.16 mol) of potassium carbonate were added. After adding the DMAc, 97.4 g (0.3 mol) of TADA dissolved in 97.4 g of DMAc was added dropwise over 2 hours, and the mixture was allowed to mature under reflux for 18 hours. After cooling the reaction materials, they were discharged into water containing 3.8 g (0.09 mol) of 96% sodium hydroxide solution. The reaction products were extracted with toluene and then washed twice with water to obtain a toluene solution of TTADA.

[0299] (3) Synthesis of N,N',N”-tris(dodecyl)-N,N',N”-tris-(1,2,2,6,6-pentamethyl-4-piperidin-4-yl)-[1,3,5]-triazine-2,4,6-triamine (T12M)

[0300] 35.1 g (1.17 mol) of paraformaldehyde was added to the toluene solution of TTADA synthesized in (2) above, and the temperature was raised to 80 °C. After heating, 49.7 g (1.08 mol) of formic acid was added dropwise over 1 hour, followed by aging for 3 hours. After cooling the reaction mixture, it was washed with 125 g of water containing 7.9 g (0.19 mol) of 96% sodium hydroxide, and then washed twice more with water. The resulting toluene solution was purified by silica gel column chromatography and concentrated to obtain 291.3 g of T12M as a viscous solution. (Yield 89% / TCTA)

[0301] <Preparation of Resin Compositions>

[0302] (Extrusion)

[0303] 100 parts by weight of the above-mentioned cyclic olefin copolymer (A) and 2.3 parts by weight of a fatty acid ester composition (Ba) consisting of pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (Pentaerythritol monostearate: 32% by weight, pentaerythritol distearate: 45% by weight, and pentaerythritol tripearate: 23% by weight) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Ba) is 0.5% by weight) were mixed and granulated. The resulting granules were dried with hot air at 100°C for 4 hours and used as a resin composition. The glass transition temperature (Tg) of the resin composition was 137°C.

[0304] [Example 2]

[0305] The fatty acid ester composition (Ba) in Example 1 was replaced with a fatty acid ester composition (Bb) consisting of pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (a mixture of pentaerythritol monostearate: 32% by mass, pentaerythritol distearate: 45% by mass, and pentaerythritol tripearate: 23% by mass) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Bb) is 1.5% by mass). Otherwise, the resin composition was prepared by the same method as in Example 1. The glass transition temperature (Tg) of the resin composition was 137°C.

[0306] [Example 5]

[0307] The fatty acid ester composition (Ba) in Example 1 was replaced with a fatty acid ester composition (Bd) consisting of pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (a mixture of pentaerythritol monostearate: 32% by mass, pentaerythritol distearate: 45% by mass, and pentaerythritol tripearate: 23% by mass) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Bd) is 2.5% by mass). Otherwise, the resin composition was prepared by the same method as in Example 1. The glass transition temperature (Tg) of the resin composition was 137°C.

[0308] [Example 6]

[0309] The fatty acid ester composition (Ba) in Example 1 was replaced with a fatty acid ester composition (Be) consisting of pentaerythritol (B-1) and a mixture of pentaerythritol fatty acid esters (pentaerythritol monostearate: 32% by mass, pentaerythritol distearate: 45% by mass, and pentaerythritol tripearate: 23% by mass) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Be) is 4.5% by mass). Otherwise, the resin composition was prepared by the same method as in Example 1. The glass transition temperature (Tg) of the resin composition was 137°C.

[0310] [Example 7]

[0311] During the extrusion process, 0.04 parts by weight of zinc stearate (C-1) were added, and the resin composition was otherwise prepared by the same method as in Example 6. The glass transition temperature (Tg) of the resin composition was 137°C.

[0312] [Example 8]

[0313] 0.001 parts by weight of calcium stearate (C-2) were added during the extrusion process, and the resin composition was otherwise prepared by the same method as in Example 1. The glass transition temperature (Tg) of the resin composition was 137°C.

[0314] [Example 9]

[0315] During the extrusion process, 0.6 parts by weight of a hindered amine compound ((D-1), compound name: N,N',N”-tris(dodecyl)-N,N',N”-tri-(1,2,2,6,6-pentamethyl-4-piperidinyl)-[1,3,5]-triazine-2,4,6-triamine (T12M)) were added, and the resin composition was prepared by the same method as in Example 1. The glass transition temperature (Tg) of the resin composition was 135°C.

[0316] [Example 10]

[0317] During the extrusion process, 0.04 parts by weight of zinc stearate (C-1) and 0.4 parts by weight of hindered amine compound (D-1) were added, and the resin composition was prepared by the same method as in Example 2. The glass transition temperature (Tg) of the resin composition was 136°C.

[0318] [Example 17]

[0319] Zinc stearate (C-1) was not added during the extrusion process, but 0.04 parts by weight of zinc stearate (C-1) was added after the extrusion process. Otherwise, the resin composition was prepared by the same method as in Example 10. The glass transition temperature (Tg) of the resin composition was 136°C.

[0320] [Comparative Example 1]

[0321] In the extrusion process of Example 1, the fatty acid ester composition (Ba) was not used; otherwise, the granulated resin composition was obtained by the same method as in Example 1. The glass transition temperature (Tg) of the resin composition was 150°C.

[0322] [Comparative Example 2]

[0323] The fatty acid ester composition (Ba) in Example 1 was replaced with a fatty acid ester composition (Bc) consisting of pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (a mixture of pentaerythritol monostearate: 32% by mass, pentaerythritol distearate: 45% by mass, and pentaerythritol tripearate: 23% by mass) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Bc) is 5.5% by mass). Otherwise, the resin composition was prepared by the same method as in Example 1. The glass transition temperature (Tg) of the resin composition was 137°C.

[0324] [Comparative Example 5]

[0325] The fatty acid ester composition (Ba) in Example 1 was replaced with a fatty acid ester composition (Bf) consisting of pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (a mixture of pentaerythritol monostearate: 32% by mass, pentaerythritol distearate: 45% by mass, and pentaerythritol tripearate: 23% by mass) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Bf) is 10.5% by mass). Otherwise, the resin composition was prepared by the same method as in Example 1. The glass transition temperature (Tg) of the resin composition was 137°C.

[0326] [Example 3]

[0327] The deashed copolymer solution obtained in the same manner as in Example 1 was continuously hydrogenated using a nickel / diatomaceous earth catalyst (Nichifu Chemical N 112) at a reaction temperature of 100°C, a reaction pressure of 1 MPa, and an LHSV of 5 / hr. Pentaerythritol tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] ester as a stabilizer was added to the hydrogenated copolymer solution, at a concentration of 0.4% by mass relative to the total copolymer solution, and the mixture was stirred in a stirred tank for 1 hour. Then, desolventization was performed using the same method as in Example 1 to obtain the hydrogenated cyclic olefin copolymer (Aa).

[0328] (Extrusion)

[0329] 100 parts by weight of the obtained hydrogenated cyclic olefin copolymer (Aa) and 2.0 parts by weight of a fatty acid ester composition (Ba) consisting of pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (a mixture of pentaerythritol monostearate: 32% by weight, pentaerythritol distearate: 45% by weight, and pentaerythritol tripearate: 23% by weight) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Ba) is 0.5% by weight) were mixed and granulated. The resulting granules were dried with hot air at 100°C for 4 hours and used as the resin composition. The glass transition temperature (Tg) of the resin composition was 139°C.

[0330] [Example 4]

[0331] The fatty acid ester composition (Ba) in Example 3 was replaced with a fatty acid ester composition (Bb) consisting of pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (a mixture of pentaerythritol monostearate: 32% by mass, pentaerythritol distearate: 45% by mass, and pentaerythritol tripearate: 23% by mass) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Bb) is 1.5% by mass). Otherwise, the resin composition was prepared by the same method as in Example 3. The glass transition temperature (Tg) of the resin composition was 139°C.

[0332] [Example 11]

[0333] The fatty acid ester composition (Ba) in Example 3 was replaced with a fatty acid ester composition (Bd) consisting of pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (a mixture of pentaerythritol monostearate: 32% by mass, pentaerythritol distearate: 45% by mass, and pentaerythritol tripearate: 23% by mass) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Bd) is 2.5% by mass). Otherwise, the resin composition was prepared by the same method as in Example 3. The glass transition temperature (Tg) of the resin composition was 139°C.

[0334] [Example 12]

[0335] The fatty acid ester composition (Ba) in Example 3 was replaced with a fatty acid ester composition (Be) consisting of pentaerythritol (B-1) and a mixture of pentaerythritol fatty acid esters (pentaerythritol monostearate: 32% by mass, pentaerythritol distearate: 45% by mass, and pentaerythritol tripearate: 23% by mass) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Be) is 4.5% by mass). Otherwise, the resin composition was prepared by the same method as in Example 3. The glass transition temperature (Tg) of the resin composition was 139°C.

[0336] [Example 13]

[0337] During the extrusion process, 0.04 parts by weight of zinc stearate (C-1) were added, and the resin composition was otherwise prepared by the same method as in Example 12. The glass transition temperature (Tg) of the resin composition was 139°C.

[0338] [Example 14]

[0339] 0.001 parts by weight of calcium stearate (C-2) were added during the extrusion process, and the resin composition was otherwise prepared by the same method as in Example 12. The glass transition temperature (Tg) of the resin composition was 139°C.

[0340] [Example 15]

[0341] During the extrusion process, 0.6 parts by weight of hindered amine compound (D-1) were added, and the resin composition was otherwise prepared by the same method as in Example 3. The glass transition temperature (Tg) of the resin composition was 137°C.

[0342] [Example 16]

[0343] During the extrusion process, 0.04 parts by weight of zinc stearate (C-1) and 0.4 parts by weight of hindered amine compound (D-1) were added, and the resin composition was prepared by the same method as in Example 4. The glass transition temperature (Tg) of the resin composition was 138°C.

[0344] [Example 18]

[0345] Zinc stearate (C-1) was not added during the extrusion process, but 0.04 parts by weight of zinc stearate (C-1) was added after the extrusion process. Otherwise, the resin composition was prepared by the same method as in Example 16. The glass transition temperature (Tg) of the resin composition was 136°C.

[0346] [Comparative Example 3]

[0347] In the extrusion process of Example 3, the fatty acid ester composition (Ba) was not used; otherwise, the granulated resin composition was obtained by the same method as in Example 3. The glass transition temperature (Tg) of the resin composition was 152°C.

[0348] [Comparative Example 4]

[0349] The fatty acid ester composition (Ba) in Example 3 was replaced with a fatty acid ester composition (Bc) consisting of pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (a mixture of pentaerythritol monostearate: 32% by mass, pentaerythritol distearate: 45% by mass, and pentaerythritol tripearate: 23% by mass) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Bc) is 5.5% by mass). Otherwise, the resin composition was prepared by the same method as in Example 3. The glass transition temperature (Tg) of the resin composition was 139°C.

[0350] [Comparative Example 6]

[0351] The fatty acid ester composition (Ba) in Example 3 was replaced with a fatty acid ester composition (Bf) consisting of pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (a mixture of pentaerythritol monostearate: 32% by mass, pentaerythritol distearate: 45% by mass, and pentaerythritol tripearate: 23% by mass) (B-2) (the content of pentaerythritol (B-1) in the fatty acid ester composition (Bf) is 10.5% by mass). Otherwise, the resin composition was prepared by the same method as in Example 3. The glass transition temperature (Tg) of the resin composition was 139°C.

[0352] <Evaluation Methods for Resin Compositions>

[0353] (Glass transition temperature)

[0354] The glass transition temperature of the resin composition was determined using a differential scanning calorimeter.

[0355] The glass transition temperature (Tg) of the resin composition was determined under a nitrogen atmosphere using a Discovery DSC-2500 (TA Instruments). The resin composition was heated from room temperature (23°C) to 200°C at a heating rate of 10°C / min and held for 5 minutes. It was then cooled to -20°C at a cooling rate of 10°C / min and held for 5 minutes. The glass transition temperature (Tg) of the resin composition was then determined from the endothermic curve obtained when heating to 200°C at a heating rate of 10°C / min.

[0356] <Methods for the Production and Evaluation of Molded Objects>

[0357] (Making the molded object)

[0358] For the resin compositions obtained in Examples 1-6 and Comparative Examples 1-3, a 3 mm thick square plate molded body was made by the method described in (1) square plate molding below, and a 10 mm thick cylindrical molded body was made by the method described in (2) cylindrical molding below. For the resin compositions obtained in Examples 7-12 and Comparative Examples 4-6, a 10 mm thick cylindrical molded body was made by the method described in (2) cylindrical molding below.

[0359] (1) Square plate forming

[0360] Using an injection molding machine (Sumitomo Heavy Industries, Ltd.; SE30DUZ), the resin compositions obtained in each example and each comparative example were injection molded at a barrel temperature of 270°C and a mold temperature of 126°C to produce test pieces of square plate molded bodies with an optical surface of 35mm in length, 65mm in width, and 3mm or 10mm in thickness.

[0361] (2) Cylindrical forming

[0362] Using an injection molding machine (Sumitomo Heavy Industries, Ltd.; SE30DUZ), the resin compositions obtained in each example and each comparative example were injection molded at a barrel temperature of 270°C and a mold temperature of 135°C to produce test pieces of cylindrical molded bodies with an optical surface of 30 mm in diameter and 10 mm in thickness.

[0363] (Internal fog)

[0364] For each test piece of the square plate and cylindrical molded body, benzyl alcohol was used, and the internal haze was measured using a haze meter based on JIS K7136:2000. The results are shown in Tables 1 and 2.

[0365] (Visual evaluation)

[0366] For each test piece of the square and cylindrical molded bodies, the transparency was visually evaluated using an optical microscope and a spotlight. Cases where no cloudiness was observed and the pieces were transparent were classified as transparent (acceptable), while cases where cloudiness was observed were classified as cloudy (unacceptable). The results are shown in Tables 1 and 2.

[0367] (Evaluation of resistance to damp heat)

[0368] For each test piece of the square plate and cylindrical molded body, a damp heat resistance test was conducted by placing them in an atmosphere of 65°C and 90% relative humidity for 168 hours. Then, they were removed and placed in an atmosphere of 23°C and 50% relative humidity for 48 hours. For these test pieces, benzyl alcohol was used, and the internal haze was measured using a haze meter based on JIS K7136:2000. The Δinternal haze (the difference between the internal haze after the damp heat resistance test and the internal haze before the damp heat resistance test) was used as an indicator of damp heat resistance. A Δinternal haze below 1.0% was considered acceptable, and a Δinternal haze exceeding 1.0% was considered unacceptable.

[0369] (Demolding performance evaluation)

[0370] Using an injection molding machine (Sumitomo Heavy Industries, Ltd.; SE30DUZ), the resin compositions obtained in each example and comparative example were injection molded at a barrel temperature of 270°C and a mold temperature of 126°C to produce test pieces of square plate-shaped bodies with optical surfaces of 35mm long × 65mm wide × 3mm thick or 10mm thick. When the molded articles were ejected from the mold after injection molding, cases where ejection was effortless were evaluated as A, and cases where ejection encountered resistance were evaluated as B.

[0371] (Lightfastness Evaluation)

[0372] Using an injection molding machine (Sumitomo Heavy Industries, Ltd.; SE30DUZ), the resin compositions obtained in each example and comparative example were injection molded at a barrel temperature of 270°C and a mold temperature of 126°C to produce test pieces of square plates with optical surfaces of 35mm long × 65mm wide × 3mm or 10mm thick. For the obtained test pieces, a 500-hour lightfastness test was conducted at 63°C using a UV fading meter (SUGA Testing Machine Co., Ltd.; U48AUHB). For the test pieces before and after the lightfastness test, the transmittance was measured using a UV-Vis spectrophotometer (Hitachi High-Tech Co., Ltd.; UH 5700). Cases where the transmittance difference (Δtransmittance) at 450nm before and after the lightfastness test was within -5 points were evaluated as A, cases where it was between -5 and -10 points were evaluated as B, and cases where it exceeded -10 points were evaluated as C.

[0373] (Overall Evaluation)

[0374] As a comprehensive evaluation, a case where both the visual evaluation and the damp heat resistance evaluation are qualified is defined as "qualified", and a case where at least one of the visual evaluation and the damp heat resistance evaluation is unqualified is defined as "unqualified".

[0375] [Table 1]

[0376]

[0377] [Table 2]

[0378]

[0379] The molded articles of the resin compositions described in the examples where the content of pentaerythritol (B-1) in the fatty acid ester composition (B) is 5.0% by mass or less exhibit a better balance between moisture resistance and transparency compared to the molded articles of the resin compositions described in the comparative examples. Furthermore, the resin compositions described in Examples 7-8, 10, 13-14, and 16-18, which further contain a fatty acid metal salt (C), maintain a balance between moisture resistance and transparency and exhibit improved mold release properties compared to resin compositions without fatty acid metal salt (C). Furthermore, Examples 9, 10, and 15-18, which also contain a hindered amine compound (D), exhibit improved lightfastness compared to resin compositions without hindered amine compound (D).

[0380] This application claims priority based on Japanese Application No. 2023-162860, filed on September 26, 2023, the entire contents of which are incorporated herein by reference.

Claims

1. A resin composition comprising a cyclic olefin copolymer (A) and a fatty acid ester composition (B) comprising pentaerythritol (B-1) and a fatty acid ester of pentaerythritol (B-2), The cyclic olefin copolymer (A) comprises at least one repeating unit (a) derived from an olefin as shown in general formula (I) below, and at least one repeating unit (b) derived from a cyclic olefin monomer selected from the group consisting of repeating units (AA) shown in general formula (II), repeating units (AB) shown in general formula (III), and repeating units (AC) shown in general formula (IV) below. When the total content of pentaerythritol (B-1) and its fatty acid ester (B-2) in the fatty acid ester composition (B) is set to 100% by mass, the content of pentaerythritol (B-1) in the fatty acid ester composition (B) is 5.0% by mass or less. [Chemistry 1] In the general formula (I), R 300 A straight-chain or branched hydrocarbon group representing 1 to 29 hydrogen or carbon atoms. [Chemistry 2] In the general formula (II), u is 0 or 1, v is 0 or a positive integer, w is 0 or 1, and R 61 ~R 78 and R a1 and R b1 They can be the same or different, and can be hydrogen atoms, halogen atoms, alkyl groups with 1 to 20 carbon atoms, haloalkyl groups with 1 to 20 carbon atoms, cycloalkyl groups with 3 to 15 carbon atoms, or aromatic hydrocarbon groups with 6 to 20 carbon atoms, R 75 ~R 78 They can also bond together to form single or multiple rings. [Chemistry 3] In the general formula (III), x and d are integers greater than or equal to 0 or 1, y and z are 0, 1 or 2, and R 81 ~R 99 They can be the same or different, consisting of hydrogen atoms, halogen atoms, alkyl groups with 1-20 carbon atoms or cycloalkyl groups with 3-15 carbon atoms (i.e., aliphatic hydrocarbon groups), aromatic hydrocarbon groups with 6-20 carbon atoms or alkoxy groups, R 89 and R 90 The bonded carbon atom and R 93 The bonded carbon atoms or R 91 The bonded carbon atoms can be directly bonded or bonded via alkylene groups having 1 to 3 carbon atoms. Additionally, when y=z=0, R... 95 With R 92 Or R 95 With R 99 They can bond with each other to form monocyclic or polycyclic aromatic rings. [Chemistry 4] In the general formula (IV), R 100 R 101 They can be the same or different, representing hydrocarbon groups with 1 to 5 hydrogen or carbon atoms, where f is 1 ≤ f ≤ 18.

2. The resin composition according to claim 1, wherein, When the total content of the pentaerythritol (B-1) and the fatty acid ester of the pentaerythritol (B-2) in the fatty acid ester composition (B) is set to 100% by mass, the content of the pentaerythritol (B-1) in the fatty acid ester composition (B) is 3.0% by mass or less.

3. The resin composition according to claim 1 or 2, wherein, The fatty acids constituting the pentaerythritol fatty acid ester (B-2) comprise fatty acids with 12 or more but less than 18 carbon atoms.

4. The resin composition according to any one of claims 1 to 3, wherein, The fatty acid ester (B-2) of the pentaerythritol comprises the compound shown in formula (1) below. RCOOCH2C(CH2OH)3(1) In the formula (1), R is a saturated hydrocarbon group with 11 or more but less than 17 carbon atoms.

5. The resin composition according to any one of claims 1 to 4, wherein, The fatty acid ester (B-2) of the pentaerythritol comprises pentaerythritol monostearate.

6. The resin composition according to any one of claims 1 to 5, wherein, When the content of the cyclic olefin copolymer (A) is set to 100 parts by mass, the content of the fatty acid ester composition (B) is 0.05 parts by mass or more and 5.0 parts by mass or less.

7. The resin composition according to any one of claims 1 to 6, wherein, When the solid content of the resin composition is set to 100% by mass, the total content of the cyclic olefin copolymer (A) and the fatty acid ester composition (B) is 70% by mass or more and 100% by mass or less.

8. The resin composition according to any one of claims 1 to 7, further comprising a fatty acid metal salt (C).

9. The resin composition according to claim 8, wherein the fatty acid metal salt (C) comprises a metal salt of a long-chain fatty acid having 12 or more carbon atoms.

10. The resin composition according to claim 8 or 9, wherein, The content of the fatty acid metal salt (C) is 0.0001 parts by mass or more and 0.50 parts by mass or less, relative to 100 parts by mass of the cyclic olefin copolymer (A).

11. The resin composition according to any one of claims 1 to 10, further comprising a hindered amine compound (D).

12. The resin composition according to claim 11, wherein, The content of the hindered amine compound (D) is 0.05 parts by mass or more and 3.0 parts by mass or less, relative to 100 parts by mass of the cyclic olefin copolymer (A).

13. The resin composition according to any one of claims 1 to 12, wherein, When the total repeating unit constituting the cyclic olefin copolymer (A) is set to 100 mol%, the proportion of the repeating unit (a) in the cyclic olefin copolymer (A) is 5 mol% or more and 95 mol% or less.

14. The resin composition according to any one of claims 1 to 13, wherein, The repeating unit (a) in the cyclic olefin copolymer (A) comprises repeating units derived from ethylene.

15. The resin composition according to any one of claims 1 to 14, wherein, When the total repeating unit constituting the cyclic olefin copolymer (A) is set to 100 mol%, the proportion of the repeating unit (b) in the cyclic olefin copolymer (A) is 5 mol% or more and 95 mol% or less.

16. The resin composition according to any one of claims 1 to 15, wherein, The repeating unit (b) in the cyclic olefin copolymer (A) comprises the repeating unit (AA) shown in general formula (II).

17. The resin composition according to any one of claims 1 to 16, wherein, The repeating unit (b) in the cyclic olefin copolymer (A) comprises a derivative selected from bicyclo[2.2.1]-2-heptene and tetracyclo[4.4.0.1]. 2,5 .1 7,10 A repeating unit of at least one of the groups consisting of ]-3-dodecene.

18. The resin composition according to any one of claims 1 to 17, wherein, The cyclic olefin copolymer (A) comprises a mixture selected from ethylene and tetracyclo[4.4.0.1]. 2,5 .1 7,10 Random copolymers of 3-dodecene, random copolymers of ethylene with bicyclo[2.2.1]-2-heptene, and random copolymers of ethylene with tetracyclo[4.4.0.1]-3-dodecene. 2,5 .1 7,10 It consists of one or more of the following groups: random copolymers of 3-dodecene and benzonorbornene.

19. The resin composition according to any one of claims 1 to 18, wherein, The internal haze, as measured by the following method, is below 0.4%. method: Using an injection molding machine, the resin composition was injection molded at a barrel temperature of 270°C and a mold temperature of 126°C to produce a test piece with an optical surface of 35mm × 65mm × 10mm thickness. The internal haze of the injection-molded test piece was measured using a haze meter based on JIS K7136:2000 with benzyl alcohol.

20. A molded article comprising the resin composition according to any one of claims 1 to 19.

21. An optical component comprising the molded body of claim 20.

Images