Resin and its manufacturing method

Abstract

The present specification relates to a resin containing a unit of Chemical Formula 1, a method for producing the same, a resin composition containing the same, and a molded article containing the resin composition.

Description

[Technical field]

[0001] This application claims the benefit of the filing date of Korean Patent Application No. 10-2023-0000315, filed with the Korean Intellectual Property Office on January 2, 2023, the entire contents of which are incorporated herein by reference.

[0002] The present specification relates to a resin and a method for making the same. [Background technology]

[0003] The higher the refractive index of an optical material, the thinner the optical lens needed to achieve the same level of correction, which allows for thinner and lighter lenses to be manufactured, allowing for the miniaturization of various devices in which the lenses are used.

[0004] Generally, as the refractive index of an optical material increases, there is a problem that the Abbe's number decreases. In addition, a certain level of transparency is required for use as an optical material. Summary of the Invention [Problem to be solved by the invention]

[0005] One embodiment of the present specification seeks to provide a resin with a novel structure and a method for producing the same.

[0006] Another embodiment of the present specification seeks to provide a composition containing a resin of a novel structure and a molded article made from said resin composition. [Means for solving the problem]

[0007] One embodiment of the present disclosure provides a resin comprising a unit of Formula 1: [ka] In the above Chemical Formula 1, X1 to X4 are the same or different and each independently represents O or S; R1 and R2 are the same or different and each independently represents a substituted phenyl group; a substituted or unsubstituted aryl group having 10 or more carbon atoms; or a substituted or unsubstituted heteroaryl group; R3 and R4 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; La is a direct bond; or -C(=O)-L'-; L' is a substituted or unsubstituted arylene group; m and n are each 0 or 1; * indicates the site connected to the main chain of the resin.

[0008] One embodiment of the present specification provides the following formula 1a: [ka] In the above formula 1a, X1 to X4 are the same or different and each independently represents O or S; R1 and R2 are the same or different and each independently represents a substituted phenyl group; a substituted or unsubstituted aryl group having 10 or more carbon atoms; or a substituted or unsubstituted heteroaryl group; R3 and R4 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; m and n are each 0 or 1.

[0009] Another embodiment of the present disclosure provides a method for producing a resin, comprising polymerizing a composition for producing a resin, the composition comprising a compound of Formula 1a below; and a polyester precursor or a polycarbonate precursor. [ka] In the above Chemical Formula 1a, the definitions of X1 to X4, R1 to R4, Z1, Z2, m and n are the same as those in the above Chemical Formula 1.

[0010] Another embodiment herein provides a resin composition comprising a resin according to the previous embodiment.

[0011] Another embodiment herein provides a molded article comprising a resin composition comprising a resin according to the previous embodiment. Effect of the Invention

[0012] The resin according to one embodiment of the present invention has a high refractive index and high transparency.

[0013] By using a resin according to an embodiment of the present specification, it is possible to obtain an excellent thin optical member, optical lens, optical film, optical thin film, or optical resin. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0014] The present specification will be explained in further detail below.

[0015] One embodiment of the present specification provides a resin comprising a unit of Chemical Formula 1.

[0016] The resin including the unit of Chemical Formula 1 according to an embodiment of the present specification can be seen to increase the refractive index of a substance composed of the molecules by increasing the electron density of the molecule and decreasing the molecular volume from the relationship between the molecular structure and the refractive index known from the Lorentz-Lorenz's formula. In addition, since the core structure of Chemical Formula 1 is a derivative of bisphenol S, it has a small molecular volume and excellent packing ability, and can improve the refractive index of the resin. In addition, since R1 and R2 or R1 to R4 are electron-rich substituents, the electron density of the structure of Chemical Formula 1 can be increased, and the refractive index of the resin can be further improved. Therefore, the resin according to an embodiment of the present specification has a high refractive index and high transparency, and an optical lens, an optical film, or an optical resin using the resin can exhibit excellent optical properties with a thin thickness.

[0017] Throughout this specification, the term "combination thereof" in a Markush form expression means a mixture or combination of at least one selected from the group of elements set forth in the Markush form expression, and means including at least one selected from the group of elements.

[0018] Examples of the substituents in this specification are described below, but are not limited to these.

[0019] In this specification, [ka] means the site to be linked.

[0020] In this specification, the term "substituted" means that a hydrogen atom bonded to a carbon atom of a compound is replaced with another substituent, and the position of the substitution is not limited as long as it is a position at which a hydrogen atom is replaced, i.e., a position at which a substituent can be substituted, and when two or more substituents are substituted, the two or more substituents may be the same or different from each other.

[0021] As used herein, the term "substituted or unsubstituted" means substituted with at least one substituent selected from the group consisting of deuterium; a halogen group; a hydroxy group; a cyano group; an alkyl group; a cycloalkyl group; an alkoxy group; an alkenyl group; an aryloxy group; an arylthio group; an alkylthio group; a silyl group; an aryl group; and a heteroaryl group, or substituted with a substituent in which two or more of the above-listed substituents are linked, or has no substituents.

[0022] In the present specification, the term "two or more substituents are linked" refers to the fact that a hydrogen atom of any one of the substituents is linked to another substituent. For example, the term "two substituents are linked" refers to the fact that a phenyl group and a naphthyl group are linked to each other. [ka] In addition, the linking of three substituents includes not only the linking of (substituent 1)-(substituent 2)-(substituent 3) successively, but also the linking of (substituent 1) to (substituent 2) and (substituent 3). For example, a phenyl group, a naphthyl group, and an isopropyl group are linked together, [ka] The above definitions also apply to the case where four or more substituents are linked.

[0023] In this specification, examples of halogen groups include fluorine, chlorine, bromine or iodine.

[0024] In this specification, the alkyl group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30. Specific examples include a methyl group, an ethyl group, a propyl group, an n-propyl group, an isopropyl group, a butyl group, an n-butyl group, an isobutyl group, a tert-butyl group, a sec-butyl group, a 1-methyl-butyl group, a 1-ethyl-butyl group, a pentyl group, an n-pentyl group, an isopentyl group, a neopentyl group, a tert-pentyl group, a hexyl group, an n-hexyl group, a 1-methylpentyl group, a 2-methylpentyl group, a 4-methyl-2-pentyl group, a 3,3-dimethylbutyl group, a 2-ethylbutyl group, a heptyl group, a 2-ethylbutyl group, a 2-methylpent ... Examples of such alkyl groups include, but are not limited to, ethyl, n-heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, 1-ethyl-propyl, 1,1-dimethyl-propyl, isohexyl, 2-methylpentyl, 4-methylhexyl, and 5-methylhexyl.

[0025] In this specification, the cycloalkyl group is not particularly limited, but preferably has 3 to 30 carbon atoms, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a 3-methylcyclopentyl group, a 2,3-dimethylcyclopentyl group, a cyclohexyl group, a 3-methylcyclohexyl group, a 4-methylcyclohexyl group, a 2,3-dimethylcyclohexyl group, a 3,4,5-trimethylcyclohexyl group, a 4-tert-butylcyclohexyl group, a cycloheptyl group, a cyclooctyl group, and an adamantyl group, but are not limited thereto.

[0026] In this specification, the alkoxy group may be a straight chain, a branched chain, or a cyclic chain. The number of carbon atoms of the alkoxy group is not particularly limited, but it is preferable that the number of carbon atoms is 1 to 30. Specifically, the alkoxy group may be, but is not limited to, a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, an isobutoxy group, a tert-butoxy group, a sec-butoxy group, an n-pentyloxy group, a neopentyloxy group, an isopentyloxy group, an n-hexyloxy group, a 3,3-dimethylbutyloxy group, a 2-ethylbutyloxy group, an n-octyloxy group, an n-nonyloxy group, an n-decyloxy group, a benzyloxy group, a p-methylbenzyloxy group, and the like.

[0027] In this specification, the alkenyl group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but is preferably 2 to 30. Specific examples include a vinyl group, a 1-propenyl group, an isopropenyl group, a 1-butenyl group, a 2-butenyl group, a 3-butenyl group, a 1-pentenyl group, a 2-pentenyl group, a 3-pentenyl group, a 3-methyl-1-butenyl group, a 1,3-butadienyl group, an allyl group, a 1-phenylvinyl-1-yl group, a 2-phenylvinyl-1-yl group, a 2,2-diphenylvinyl-1-yl group, a 2-phenyl-2-(naphthyl-1-yl)vinyl-1-yl group, a 2,2-bis(diphenyl-1-yl)vinyl-1-yl group, a stilbenyl group, and a styrenyl group, but are not limited thereto.

[0028] In the present specification, the aryl group is not particularly limited, but preferably has 6 to 30 carbon atoms, and the aryl group may be monocyclic or polycyclic.

[0029] When the aryl group is a monocyclic aryl group, the number of carbon atoms is not particularly limited, but preferably is 6 to 50. Specific examples of the monocyclic aryl group include, but are not limited to, a phenyl group, a biphenyl group, and a terphenyl group.

[0030] When the aryl group is a polycyclic aryl group, the number of carbon atoms is not particularly limited, but preferably is 10 to 50. Specific examples of the polycyclic aryl group include, but are not limited to, a naphthyl group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a phenalene group, a perylene group, a chrysene group, and a fluorene group.

[0031] As used herein, the fluorene groups may be substituted and adjacent groups may be linked together to form a ring.

[0032] Examples of the fluorene group include [ka] These include, but are not limited to:

[0033] In this specification, the term "adjacent" may refer to a substituent substituted on an atom directly connected to the atom on which the substituent is substituted, a substituent sterically closest to the substituent, or another substituent substituted on the atom on which the substituent is substituted. For example, two substituents substituted at the ortho positions on a benzene ring and two substituents substituted on the same carbon atom on an aliphatic ring can be interpreted as "adjacent" groups to each other.

[0034] In this specification, a heteroaryl group includes one or more atoms other than carbon, i.e., heteroatoms, and specifically, the heteroatoms may include one or more atoms selected from the group consisting of O, N, Se, S, etc. The number of carbon atoms is not particularly limited, but is preferably 2 to 30, and the heteroaryl group may be monocyclic or polycyclic. Examples of the heteroaryl group include a thiophene group, a furan group, a pyrrole group, an imidazole group, a thiazole group, an oxazole group, an oxadiazole group, a pyridine group, a bipyridine group, a pyrimidine group, a triazine group, a triazole group, an acridine group, a pyridazine group, a pyrazine group, a quinoline group, a quinazoline group, a quinoxaline group, a phthalazine group, a pyridopyrimidine group, a pyridopyrazine group, a pyrazinopyrazine group, an isoquinoline group, an indole group, a carbazole group, a benzoxazole group, a benzimidazole group, a benzothiazole group, a benzocarbazole group, a benzothiophene group, a dibenzothiophene group, a benzofuran group, a phenanthridine group ( phenanthridine, phenanthroline, isoxazole, thiadiazole, dibenzofuran, dibenzosilole, phenoxathiine, phenoxazine, phenothiazine, dihydroindenocarbazole, spirofluorenexanthene, spirofluorenethioxanthene, tetrahydronaphthothiophene, tetrahydronaphthofuran, tetrahydrobenzothiophene, and tetrahydrobenzofuran groups, but are not limited to these.

[0035] In the present specification, the silyl group may be an alkylsilyl group, an arylsilyl group, an alkylarylsilyl group, a heteroarylsilyl group, etc. The alkyl group in the alkylsilyl group may be the above-mentioned exemplified alkyl group, the aryl group in the arylsilyl group may be the above-mentioned exemplified aryl group, the alkyl group and the aryl group in the alkylarylsilyl group may be the above-mentioned exemplified alkyl group, and the heteroaryl group in the heteroarylsilyl group may be the above-mentioned exemplified heteroaryl group.

[0036] In this specification, the hydrocarbon ring group may be an aromatic hydrocarbon ring group, an aliphatic hydrocarbon ring group, or a condensed ring group of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring, and may be selected from the above-mentioned exemplified cycloalkyl group, aryl group, and combinations thereof. Examples of the hydrocarbon ring group include, but are not limited to, a phenyl group, a cyclohexyl group, an adamantyl group, a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.1]octyl group, a tetrahydronaphthalene group, a tetrahydroanthracene group, a 1,2,3,4-tetrahydro-1,4-methanonaphthalene group, a 1,2,3,4-tetrahydro-1,4-ethanonaphthalene group, a spirocyclopentanefluorene group, a spiroadamantanefluorene group, and a spirocyclohexanefluorene group.

[0037] In the present specification, a heterocyclic group includes one or more atoms other than carbon, i.e., heteroatoms, and specifically, the heteroatoms may include one or more atoms selected from the group consisting of O, N, Se, S, etc. The heterocyclic group may be a monocyclic or polycyclic ring, and may be an aromatic heterocyclic group; an aliphatic heterocyclic ring; a fused ring group of an aromatic heterocyclic ring and an aliphatic heterocyclic ring; a fused ring group of an aliphatic hydrocarbon ring, an aromatic hydrocarbon ring, and an aromatic heterocyclic ring, or a fused ring group of an aliphatic hydrocarbon ring, an aromatic hydrocarbon ring, and an aliphatic heterocyclic ring, and the aromatic heterocyclic group may be selected from the examples of the heteroaryl group.

[0038] In this specification, the term "aliphatic heterocyclic group" refers to an aliphatic ring group containing at least one heteroatom. The aliphatic heterocyclic group includes any of aliphatic ring groups with a single bond, aliphatic ring groups with multiple bonds, and aliphatic ring groups in the form of condensation of rings with a single bond and multiple bonds. Examples of aliphatic heterocyclic groups include, but are not limited to, epoxy groups, oxirane groups, tetrahydrofuran groups, 1,4-dioxane groups, pyrrolidine groups, piperidine groups, morpholine groups, oxepane groups, azocane groups, thiocane groups, tetrahydronaphthothiophene groups, tetrahydronaphthofuran groups, tetrahydrobenzothiophene groups, and tetrahydrobenzofuran groups.

[0039] In this specification, an aryloxy group may be represented by -ORo, where Ro is the same as described above for an aryl group.

[0040] In this specification, an arylthio group may be represented by -SRs1, where Rs1 is the same as that described above for an aryl group.

[0041] In this specification, an alkylthio group may be represented by -SRs2, where Rs2 is the same as that described above for an alkyl group.

[0042] In this specification, an alkylene group refers to an alkyl group having two bonding positions, i.e., a divalent group. The above description of the alkyl group can be applied to these groups, except that they are both divalent groups.

[0043] In this specification, a cycloalkylene group refers to a cycloalkyl group having two bonding positions, i.e., a divalent group. The above description of the cycloalkyl group can be applied to these groups, except that they are both divalent groups.

[0044] In the present specification, an arylene group refers to an aryl group having two bonding positions, i.e., a divalent group. The above description of the aryl group can be applied to these groups, except that they are both divalent groups.

[0045] In the present specification, a heteroarylene group refers to an aryl group having two bonding positions, i.e., a divalent group. The above description of the heteroaryl group can be applied to these groups, except that they are both divalent groups.

[0046] In one embodiment of the present specification, a portion in Chemical Formula 1 where no substituent is shown may mean that a hydrogen atom is substituted.

[0047] Hereinafter, preferred embodiments of the present invention will be described in detail. However, the embodiments of the present invention can be modified in various ways, and the scope of the present invention is not limited to the embodiments described below.

[0048] In one embodiment of the present specification, the resin may contain one or more units of Chemical Formula 1, and when two or more units are contained, each unit may be the same or different from each other.

[0049] According to one embodiment of the present specification, the resin is a polyester resin.

[0050] According to one embodiment of the present specification, the resin is a polycarbonate resin.

[0051] According to one embodiment of the present specification, m is 0.

[0052] According to one embodiment of the present specification, n is 0.

[0053] According to one embodiment of the present specification, m is 1.

[0054] According to one embodiment of the present specification, n is 1.

[0055] According to one embodiment of the present specification, the chemical formula 1 is any one of the chemical formulas 1-1 to 1-4 below. [ka] In the above Chemical Formulas 1-1 to 1-4, The definitions of *, R1 to R4, X1 to X4, Z1, Z2 and La are the same as those in Chemical Formula 1 above.

[0056] According to one embodiment of the present specification, X1 is O.

[0057] According to one embodiment of the present specification, X2 is O.

[0058] According to one embodiment of the present specification, X3 is O.

[0059] According to one embodiment of the present specification, X4 is O.

[0060] According to one embodiment of the present specification, X1 is S.

[0061] According to one embodiment of the present specification, X2 is S.

[0062] According to one embodiment of the present specification, X3 is S.

[0063] According to one embodiment of the present specification, X4 is S.

[0064] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a substituted phenyl group; a substituted or unsubstituted aryl group having 10 or more carbon atoms; or a substituted or unsubstituted heteroaryl group.

[0065] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a substituted phenyl group; a substituted or unsubstituted monocyclic or polycyclic aryl group having 10 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms.

[0066] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a substituted phenyl group; a substituted or unsubstituted monocyclic or polycyclic aryl group having 10 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms.

[0067] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a linear or branched alkoxy group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 10 to 30 carbon atoms which is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms.

[0068] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; a linear or branched alkoxy group having 1 to 20 carbon atoms, or a monocyclic or polycyclic aryl group having 10 to 20 carbon atoms which is unsubstituted or substituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms.

[0069] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represents a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a linear or branched alkoxy group having 1 to 30 carbon atoms, or a naphthyl group substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a benzofuran group; or a dibenzofuran group.

[0070] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; a naphthyl group substituted or unsubstituted with a linear or branched alkoxy group having 1 to 20 carbon atoms or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; a benzofuran group; or a dibenzofuran group.

[0071] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a phenyl group substituted with a naphthyl group; a naphthyl group unsubstituted or substituted with a methoxy group or a phenyl group; a benzofuran group; or a dibenzofuran group.

[0072] According to one embodiment of the present specification, R3 and R4 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group.

[0073] According to one embodiment of the present specification, R3 and R4 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms.

[0074] According to one embodiment of the present specification, R3 and R4 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted linear or branched alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms.

[0075] According to one embodiment of the present specification, R3 and R4 are the same or different and each independently represent a hydrogen atom; a linear or branched alkyl group having 1 to 30 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; a linear or branched alkoxy group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms which is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms.

[0076] According to one embodiment of the present specification, R3 and R4 are the same or different and each independently represent a hydrogen atom; a linear or branched alkyl group having 1 to 20 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms; a linear or branched alkoxy group having 1 to 20 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms which is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms.

[0077] According to one embodiment of the present specification, R3 and R4 are the same or different and each independently represent a hydrogen atom; a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a linear or branched alkoxy group having 1 to 30 carbon atoms, or a naphthyl group substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a benzofuran group; or a dibenzofuran group.

[0078] According to one embodiment of the present specification, R3 and R4 are the same or different and each independently represent a hydrogen atom; a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; a linear or branched alkoxy group having 1 to 20 carbon atoms, or a naphthyl group substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; a benzofuran group; or a dibenzofuran group.

[0079] According to one embodiment of the present specification, R3 and R4 are the same or different and each independently represent a hydrogen atom; a phenyl group substituted with a naphthyl group; a methoxy group, or a naphthyl group substituted or unsubstituted with a phenyl group; a benzofuran group; or a dibenzofuran group.

[0080] According to one embodiment of the present specification, R1 to R4 are the same or different and each independently represents a substituted phenyl group; a substituted or unsubstituted aryl group having 10 or more carbon atoms; or a substituted or unsubstituted heteroaryl group.

[0081] According to one embodiment of the present specification, R1 to R4 are the same or different and each independently represent a substituted phenyl group; a substituted or unsubstituted monocyclic or polycyclic aryl group having 10 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms.

[0082] According to one embodiment of the present specification, R1 to R4 are the same or different and each independently represent a substituted phenyl group; a substituted or unsubstituted monocyclic or polycyclic aryl group having 10 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms.

[0083] According to one embodiment of the present specification, R1 to R4 are the same or different and each independently represent a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a linear or branched alkoxy group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 10 to 30 carbon atoms which is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms.

[0084] According to one embodiment of the present specification, R1 to R4 are the same or different and each independently represent a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; a linear or branched alkoxy group having 1 to 20 carbon atoms, or a monocyclic or polycyclic aryl group having 10 to 20 carbon atoms which is unsubstituted or substituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms.

[0085] According to one embodiment of the present specification, R1 to R4 are the same or different and each independently represent a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a naphthyl group substituted or unsubstituted with a linear or branched alkoxy group having 1 to 30 carbon atoms or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a benzofuran group; or a dibenzofuran group.

[0086] According to one embodiment of the present specification, R1 to R4 are the same or different and each independently represent a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; a naphthyl group substituted or unsubstituted with a linear or branched alkoxy group having 1 to 20 carbon atoms or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; a benzofuran group; or a dibenzofuran group.

[0087] According to one embodiment of the present specification, R1 to R4 are the same or different and each independently represent a phenyl group substituted with a naphthyl group; a naphthyl group unsubstituted or substituted with a methoxy group or a phenyl group; a benzofuran group; or a dibenzofuran group.

[0088] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a substituted phenyl group; a substituted or unsubstituted aryl group having 10 or more carbon atoms; or a substituted or unsubstituted heteroaryl group, R3 and R4 are the same or different and each independently represents hydrogen; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group.

[0089] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a substituted phenyl group; a substituted or unsubstituted monocyclic or polycyclic aryl group having 10 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms, The R3 and R4 are the same or different and each independently represents a hydrogen atom; a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms.

[0090] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a substituted phenyl group; a substituted or unsubstituted monocyclic or polycyclic aryl group having 10 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms, The R3 and R4 are the same or different and each independently represents a hydrogen atom; a substituted or unsubstituted linear or branched alkyl group having 1 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms.

[0091] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a linear or branched alkoxy group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 10 to 30 carbon atoms, which is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms, The R3 and R4 are the same or different and each independently represents a hydrogen atom; a linear or branched alkyl group having 1 to 30 carbon atoms; or a monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms.

[0092] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; a linear or branched alkoxy group having 1 to 20 carbon atoms, or a monocyclic or polycyclic aryl group having 10 to 20 carbon atoms which is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms, The R3 and R4 are the same or different and each independently represents a hydrogen atom; a linear or branched alkyl group having 1 to 20 carbon atoms; or a monocyclic or polycyclic cycloalkyl group having 3 to 20 carbon atoms.

[0093] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a naphthyl group substituted or unsubstituted with a linear or branched alkoxy group having 1 to 30 carbon atoms or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a benzofuran group; or a dibenzofuran group, The R3 and R4 are hydrogen.

[0094] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; a linear or branched alkoxy group having 1 to 20 carbon atoms, or a naphthyl group substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; a benzofuran group; or a dibenzofuran group, The R3 and R4 are hydrogen.

[0095] According to one embodiment of the present specification, R1 and R2 are the same or different and each independently represent a phenyl group substituted with a naphthyl group; a naphthyl group unsubstituted or substituted with a methoxy group or a phenyl group; a benzofuran group; or a dibenzofuran group; The R3 and R4 are hydrogen.

[0096] According to one embodiment of the present specification, X1 to X4 are the same or different and each independently represents O; or S; R1 and R2 are the same or different and each independently represents a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a linear or branched alkoxy group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms which is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 10 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms; R3 and R4 are the same or different and each independently represent a hydrogen atom; a linear or branched alkyl group having 1 to 30 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; a linear or branched alkoxy group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms which is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms; Z1 and Z2 are the same or different and each independently represents a linear or branched alkylene group having 2 to 30 carbon atoms; or a monocyclic or polycyclic cycloalkylene group having 6 to 30 carbon atoms, wherein La is a direct bond; or -C(=O)-L'-; L' is a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0097] According to one embodiment of the present specification, Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted linear or branched alkylene group having 1 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic cycloalkylene group having 3 to 30 carbon atoms.

[0098] According to one embodiment of the present specification, Z1 and Z2 are the same or different and each independently represents a substituted or unsubstituted linear or branched alkylene group having 2 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic cycloalkylene group having 6 to 20 carbon atoms.

[0099] According to one embodiment of the present specification, Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted linear or branched alkylene group having 2 to 10 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic cycloalkylene group having 6 to 10 carbon atoms.

[0100] According to one embodiment of the present specification, Z1 and Z2 are the same or different and each independently represent a linear or branched alkylene group having 1 to 30 carbon atoms; or a monocyclic or polycyclic cycloalkylene group having 3 to 30 carbon atoms.

[0101] According to one embodiment of the present specification, Z1 and Z2 are the same or different and each independently represent a linear or branched alkylene group having 2 to 20 carbon atoms; or a monocyclic or polycyclic cycloalkylene group having 6 to 20 carbon atoms.

[0102] According to one embodiment of the present specification, Z1 and Z2 are the same or different and each independently represent a linear or branched alkylene group having 2 to 10 carbon atoms; or a monocyclic or polycyclic cycloalkylene group having 6 to 10 carbon atoms.

[0103] According to one embodiment of the present specification, Z1 and Z2 are the same or different and each independently represent an ethylene group; an isopropylene group; an isobutylene group; or a cyclohexylene group.

[0104] According to one embodiment of the present specification, Z1 and Z2 are the same as each other.

[0105] According to one embodiment of the present specification, La is a direct bond; or -C(=O)-L'-.

[0106] According to one embodiment of the present specification, La is a direct bond.

[0107] According to one embodiment of the present specification, La is -C(=O)-L'-.

[0108] According to one embodiment of the present specification, L' is a substituted or unsubstituted monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0109] According to one embodiment of the present specification, L' is a substituted or unsubstituted monocyclic or polycyclic arylene group having 6 to 20 carbon atoms.

[0110] According to one embodiment of the present specification, L' is a substituted or unsubstituted monocyclic or polycyclic arylene group having 6 to 10 carbon atoms.

[0111] According to one embodiment of the present specification, L' is a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

[0112] According to one embodiment of the present specification, L' is a monocyclic or polycyclic arylene group having 6 to 20 carbon atoms.

[0113] According to one embodiment of the present specification, L' is a monocyclic or polycyclic arylene group having 6 to 10 carbon atoms.

[0114] According to one embodiment of the present specification, L' is a phenylene group.

[0115] According to one embodiment of the present specification, the resin may have -OH; -SH; -CO2CH3; -CO2CH2CH3; or -OC6H5 at both end groups, respectively.

[0116] In one embodiment of the present specification, the weight average molecular weight of the resin is 10,000 g / mol to 200,000 g / mol, preferably 15,000 g / mol to 100,000 g / mol, more preferably 20,000 g / mol to 50,000 g / mol, or 25,000 g / mol to 40,000 g / mol.

[0117] When the resin satisfies the above weight average molecular weight range, the resin can have optimal fluidity and processability.

[0118] In one embodiment of the present invention, the number average molecular weight of the resin is 10,000 g / mol to 100,000 g / mol, 10,000 g / mol to 50,000 g / mol, 10,000 g / mol to 30,000 g / mol, or 11,000 g / mol to 28,000 g / mol, preferably 12,000 g / mol to 25,000 g / mol.

[0119] In this specification, the weight average molecular weight (Mw) of the resin and the oligomer used in its preparation can be measured by gel permeation chromatography (GPC) using a polystyrene standard (PS standard) using an Agilent 1200 series. Specifically, the measurement can be performed using an Agilent 1200 series instrument using a Polymer Laboratories PLgel MIX-B 300 mm long column, at a measurement temperature of 40°C, a solvent used is tetrahydrofuran (THF), and a flow rate of 1 mL / min. The resin or oligomer samples are each prepared at a concentration of 10 mg / 10 mL, and then supplied in an amount of 10 μL, and the weight average molecular weight (Mw) value is derived using a calibration curve formed using a polystyrene standard. In this case, nine types of polystyrene standards with molecular weights (g / mol) are used: 2,000 / 10,000 / 30,000 / 70,000 / 200,000 / 700,000 / 2,000,000 / 4,000,000 / 10,000,000.

[0120] In one embodiment of the present specification, the glass transition temperature (Tg) of the resin may be 100° C. to 260° C. Preferably, it may be 100° C. to 250° C., 100° C. to 240° C., 110° C. to 230° C., 120° C. to 220° C., 130° C. to 210° C., 147° C. to 197° C., 149° C. to 194° C., 118° C. to 197° C., 118° C. to 194° C., or 141° C. to 197° C.

[0121] When the resin satisfies the above glass transition temperature range, the resin has excellent heat resistance and ejection properties, and when the resin is mixed with a resin having a glass transition temperature different from the above range to produce a resin composition, the glass transition temperature can be easily adjusted and the physical properties targeted in this specification can be satisfied.

[0122] The glass transition temperature (Tg) can be measured by a differential scanning calorimeter (DSC). Specifically, the glass transition temperature can be measured from a graph obtained by heating 5.5 mg to 8.5 mg of the resin sample to 270° C. under a nitrogen atmosphere, cooling the sample, and then heating the sample at a heating rate of 10° C. / min for the second heating and scanning the sample.

[0123] In one embodiment of the present specification, the resin has a refractive index measured at a wavelength of 589 nm of 1.60 to 1.80. The refractive index is preferably 1.67 to 1.76, more preferably 1.701 to 1.727, 1.701 to 1.721, 1.704 to 1.727, 1.676 to 1.727, 1.676 to 1.721, or 1.677 to 1.727. When the resin satisfies the above refractive index, it is possible to manufacture a thin and lightweight optical lens when the resin is applied to a molded product such as an optical lens.

[0124] In one embodiment of the present specification, the Abbe number of the resin measured and calculated at wavelengths of 486, 589, and 656 nm may be 8 to 25. It is preferably 13 to 20, and more preferably 13 to 15, 13.5 to 14.5, 13.5 to 14.4, 13.8 to 14.5, 13.5 to 18.5, 13.8 to 18.5, or 13.5 to 18.3. When the resin satisfies the above Abbe number range, there is an effect of less dispersion and higher definition when the resin is applied to a molded product such as an optical lens.

[0125] Specifically, the Abbe number is the refractive index (n D、 n F、 n C ) and the Abbe number can be calculated using the following formula: Abbe number = (n D -1) / (n F -n C )

[0126] The refractive index and Abbe number can be measured from a film prepared by spin-coating a solution prepared by dissolving the resin in a solvent on a silicon wafer, and the coated film can be measured at 20° C. using an ellipsometer to obtain a result value according to the wavelength of light. The coating by spin-coating can be performed at a rotation speed of 150 rpm to 300 rpm, and the thickness of the coated film can be 5 μm to 20 μm. The silicon wafer is not particularly limited, and can be appropriately used as long as the refractive index and Abbe number of the resin composition according to the present specification can be measured. The solvent can be dimethylacetamide or 1,2-dichlorobenzene, and the solution can be prepared by dissolving the resin sample at 10 wt % based on the total weight of the solution.

[0127] One embodiment of the present specification provides the following formula 1a: [ka] In the above formula 1a, X1 to X4 are the same or different and each independently represents O or S; R1 and R2 are the same or different and each independently represents a substituted phenyl group; a substituted or unsubstituted aryl group having 10 or more carbon atoms; or a substituted or unsubstituted heteroaryl group; R3 and R4 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; m and n are each 0 or 1.

[0128] According to one embodiment of the present specification, the chemical formula 1a is any one of the following chemical formulas 1a-1 to 1a-4. [ka] In the chemical formulae 1a-1 to 1a-4, the definitions of X1 to X4, R1 to R4, Z1 and Z2 are the same as those in the chemical formula 1a.

[0129] One embodiment of the present disclosure provides a method for producing a resin, comprising polymerizing a composition for producing a resin, the composition comprising a compound of Formula 1a below; and a polyester precursor or a polycarbonate precursor: [ka] In the above Chemical Formula 1a, the definitions of X1 to X4, R1 to R4, Z1, Z2, m and n are the same as those in the above Chemical Formula 1.

[0130] When the compound of formula 1a is included, it is easy to polymerize, has a refractive index in a wide range or a high refractive index depending on the substituent, and has a wide range of glass transition temperature.

[0131] The composition for producing a resin may further include a solvent.

[0132] The solvent may be, for example, diphenyl ether, dimethylacetamide, or methanol, but is not limited thereto, and any solvent applicable in the art may be appropriately adopted.

[0133] The solvent may be contained in an amount of 5 parts by weight to 60 parts by weight based on 100 parts by weight of the composition for producing a resin.

[0134] The solvent may be preferably contained in an amount of 5 to 50 parts by weight, 7 to 45 parts by weight, or 8 to 40 parts by weight relative to 100 parts by weight of the composition for producing a resin.

[0135] According to one embodiment of the present specification, the composition may include two or more compounds of formula 1a. The two or more compounds of formula 1a may be the same or different from each other.

[0136] In one embodiment of the present specification, the compound of formula 1a may be, but is not limited to, any of the following compounds: [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0137] In one embodiment of the present specification, the compound of Chemical Formula 1a may be included in an amount of 1 part by weight to 100 parts by weight, or 1 part by weight to 99 parts by weight, based on 100 parts by weight of the composition for producing a resin.

[0138] More specifically, the compound of the chemical formula 1a may be preferably contained in an amount of 1 to 60 parts by weight, 1 to 50 parts by weight, 1 to 40 parts by weight, 1 to 30 parts by weight, 1 to 20 parts by weight, or 1 to 10 parts by weight, based on 100 parts by weight of the composition for producing a resin.

[0139] In one embodiment of the present specification, the polyester precursor or the polycarbonate precursor may be contained in an amount of 1 part by weight to 60 parts by weight based on 100 parts by weight of the composition for producing a resin.

[0140] The polyester precursor or polycarbonate precursor may be contained in an amount of preferably 1 to 60 parts by weight, 1 to 55 parts by weight, 1 to 50 parts by weight, 1 to 45 parts by weight, or 1 to 40 parts by weight, based on 100 parts by weight of the composition for producing a resin.

[0141] According to one embodiment of the present specification, the polyester precursor is represented by the following chemical formula A, and the polycarbonate precursor is represented by the following chemical formula B. [ka] In the above chemical formulas A and B, Ra1, Ra2, Rb1 and Rb2 are the same or different and each independently represents a hydrogen atom; a halogen group; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group; Ar1 is a substituted or unsubstituted arylene group; Each of a1 to a4 is 0 or 1.

[0142] According to one embodiment of the present specification, Ra1, Ra2, Rb1, and Rb2 are the same or different and each independently represent a halogen group; a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0143] According to one embodiment of the present specification, Ra1, Ra2, Rb1, and Rb2 are the same or different and each independently represent a halogen group; a substituted or unsubstituted linear or branched alkyl group having 1 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0144] According to one embodiment of the present specification, Ra1, Ra2, Rb1, and Rb2 are the same or different and each independently represent a halogen group; a linear or branched alkyl group having 1 to 30 carbon atoms which is substituted or unsubstituted with a hydroxy group; or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0145] According to one embodiment of the present specification, Ra1, Ra2, Rb1, and Rb2 are the same or different and each independently represent a halogen group; a linear or branched alkyl group having 1 to 20 carbon atoms which is substituted or unsubstituted with a hydroxy group; or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0146] According to one embodiment of the present specification, Ra1, Ra2, Rb1 and Rb2 are the same or different and each independently represents -Cl; a methyl group; an ethyl group substituted or unsubstituted with a hydroxy group; an n-propyl group; an n-butyl group; or a phenyl group.

[0147] In one embodiment of the present specification, Ra1 and Ra2 are the same or different and each independently represents -Cl; a methyl group; or an ethyl group substituted with a hydroxyl group.

[0148] In one embodiment of the present specification, a1 and Ra2 are -Cl.

[0149] In one embodiment of the present specification, Ra1 and Ra2 are methyl groups.

[0150] In one embodiment of the present specification, Ra1 and Ra2 are ethyl groups substituted with a hydroxy group.

[0151] According to one embodiment of the present specification, Rb1 and Rb2 are the same or different and each independently represents -Cl; a methyl group; an ethyl group; an n-propyl group; an n-butyl group; or a phenyl group.

[0152] In one embodiment of the present invention, Ar1 is a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.

[0153] In one embodiment of the present invention, Ar1 is a substituted or unsubstituted arylene group having 6 to 20 carbon atoms.

[0154] In one embodiment of the present invention, Ar1 is a substituted or unsubstituted arylene group having 6 to 12 carbon atoms.

[0155] In one embodiment of the present invention, Ar1 is a substituted or unsubstituted phenylene group.

[0156] In one embodiment of the present invention, Ar1 is a phenylene group.

[0157] According to one embodiment of the present specification, the chemical formula A is the following compound: [ka]

[0158] According to one embodiment of the present specification, the chemical formula B is any one selected from the following compounds: [ka]

[0159] The polycarbonate precursor serves to link additional comonomers as required, and specific examples that can be used in addition to the compound of formula B include phosgene, triphosgene, diphosgene, bromophosgene, dimethyl carbonate, diethyl carbonate, dibutyl carbonate, dicyclohexyl carbonate, ditolyl carbonate, bis(chlorophenyl)carbonate, m-cresyl carbonate, dinaphthyl carbonate, bis(diphenyl)carbonate, or bishaloformates, etc. One or a mixture of two or more of these may be used.

[0160] The unit of formula 1 can be formed by polymerizing the compound of formula 1a with the polyester precursor of formula A or the polycarbonate precursor of formula B.

[0161] In one embodiment of the present specification, the resin is preferably polymerized from the compound of formula 1a and the polyester precursor of formula A.

[0162] In one embodiment of the present specification, the resin is preferably polymerized from the compound of formula 1a and the polycarbonate precursor of formula B.

[0163] The compound of Chemical Formula 1a may be used in an amount of 1 to 100 parts by mol, or 1 to 99 parts by mol, based on 100 parts by mol of all monomers constituting the resin containing the unit of Chemical Formula 1.

[0164] The polyester precursor of the chemical formula A or the polycarbonate precursor of the chemical formula B may be used in an amount of 50 to 150 parts by mole per 100 parts by mole of the total monomers of the compound of the chemical formula 1a constituting the resin.

[0165] Polymerization of the resins herein may utilize methods known in the art.

[0166] The polymerization is preferably carried out by a melt polycondensation method.

[0167] The melt polycondensation method may be carried out by using the composition for producing a resin, optionally with the addition of a catalyst, under heating and further under normal or reduced pressure while removing by-products by transesterification. The catalyst may be a substance generally used in the art. Specifically, the melt polycondensation method is preferably carried out by melting the compound of the formula 1a and the polyester precursor or the polycarbonate precursor in a reaction vessel, and then carrying out the reaction while retaining by-product compounds. In order to retain the by-produced compounds, the pressure in the reaction apparatus can be controlled by, for example, closing the reaction apparatus or reducing or increasing the pressure.

[0168] The reaction time in this step is from 20 minutes to 600 minutes, preferably from 40 minutes to 450 minutes, and more preferably from 60 minutes to 300 minutes.

[0169] In this case, if the by-product compounds are distilled off immediately after production, the final resin will have a low content of polymers, whereas if the by-product compounds are allowed to remain in the reaction vessel for a certain period of time, the final resin will have a high content of polymers.

[0170] The melt polycondensation method may be carried out continuously or batchwise. The reaction apparatus used for the reaction may be a vertical type equipped with an anchor type impeller, a Max Blend impeller, a helical ribbon type impeller, or the like, a horizontal type equipped with a paddle impeller, a lattice impeller, a spectacle impeller, or the like, or an extruder type equipped with a screw. In addition, it is preferable to use a reaction apparatus that is an appropriate combination of these reaction apparatuses in consideration of the viscosity of the polymer.

[0171] In the method for producing the resin used in the present specification, the catalyst may be removed or deactivated after the polymerization reaction is completed in order to maintain thermal stability and hydrolytic stability. A method for deactivating the catalyst by adding an acidic substance known in the art can be preferably carried out.

[0172] Examples of the acidic substance include esters such as butyl benzoate, aromatic sulfonic acids such as p-toluenesulfonic acid, aromatic sulfonic acid esters such as butyl p-toluenesulfonate and hexyl p-toluenesulfonate, phosphoric acids such as phosphorous acid, phosphoric acid, and phosphonic acid, phosphoric acid esters such as triphenyl phosphite, monophenyl phosphite, diphenyl phosphite, diethyl phosphite, di-n-propyl phosphite, di-n-butyl phosphite, di-n-hexyl phosphite, dioctyl phosphite, and monooctyl phosphite, phosphoric acid esters such as triphenyl phosphate, diphenyl phosphate, monophenyl phosphate, dibutyl phosphate, dioctyl phosphate, and phosphate ... and the like. Preferred examples of the organic halides that are used include phosphate esters such as monooctyl phosphate; phosphonic acids such as diphenylphosphonic acid, dioctylphosphonic acid, dibutylphosphonic acid, and the like; phosphonic acid esters such as diethyl phenylphosphonate; phosphines such as triphenylphosphine, bis(diphenylphosphino)ethane, and the like; boric acid, phenylboric acid, and the like; aromatic sulfonates such as tetrabutylphosphonium dodecylbenzenesulfonate, and the like; organic halides such as stearic acid chloride, benzoyl chloride, and p-toluenesulfonic acid chloride, and the like; alkyl sulfates such as dimethyl sulfate, and the like; and organic halides such as benzyl chloride, and the like.

[0173] The acidic substance may be used in an amount of 0.1 to 5 parts by mol, preferably 0.1 to 1 part by mol, based on 100 parts by mol of the catalyst.

[0174] If the amount of the acidic substance is less than 0.1 parts by mole, the deactivation effect will be insufficient, which is undesirable, whereas if it exceeds 5 parts by mole, the heat resistance of the resin will decrease and the molded product will tend to become discolored, which is undesirable.

[0175] After the catalyst is deactivated, a devolatilization step can be further carried out to remove low boiling point compounds in the resin at a pressure of 0.1 mmHg to 1 mmHg and a temperature of 200° C. to 350° C. For this step, a horizontal device equipped with stirring blades with excellent surface renewal ability, such as paddle blades, lattice blades, and spectacle blades, or a thin film evaporator is preferably used.

[0176] The resin of the present invention preferably has as little foreign matter content as possible, and filtration of the molten raw material, filtration of the catalyst solution, etc. are preferably carried out.

[0177] The mesh of the filter used for the filtration is preferably 5 μm or less, more preferably 1 μm or less. The generated resin is preferably filtered through a polymer filter. The mesh of the polymer filter is preferably 100 μm or less, more preferably 30 μm or less. The process of collecting the resin pellets must be in a low dust environment, preferably class 6 or less, more preferably class 5 or less.

[0178] In addition, examples of the molding method for the resin-containing molded article include, in addition to injection molding, compression molding, casting, roll processing, extrusion molding, and stretching, but are not limited to these.

[0179] Another embodiment herein provides a resin composition comprising a resin according to the previous embodiment.

[0180] In one embodiment of the present specification, the resin may be included in an amount of 1 part by weight to 80 parts by weight based on 100 parts by weight of the resin composition.

[0181] In one embodiment of the present specification, the resin composition may further include a solvent, which may be, for example, dimethylacetamide or 1,2-dichlorobenzene.

[0182] The solvent may be included in an amount of 20 parts by weight to 99 parts by weight based on 100 parts by weight of the resin composition.

[0183] The resin composition may further include an additional monomer in addition to the compound of formula 1a. The additional monomer is not particularly limited, and a monomer generally applied in the technical field related to polyesters or polycarbonates may be appropriately adopted within a range that does not change the main physical properties of the resin composition. The additional monomer may be used in an amount of 1 to 50 parts by mole relative to 100 parts by mole of the total monomers constituting the resin containing the unit of formula 1.

[0184] In addition to the resin containing the unit of Chemical Formula 1, the resin composition may further contain, as necessary, an additive such as at least one selected from the group consisting of an antioxidant, a plasticizer, an antistatic agent, a nucleating agent, a flame retardant, a lubricant, an impact modifier, a fluorescent brightener, an ultraviolet absorber, a pigment, and a dye.

[0185] The additive may be included in an amount of 1 part by weight to 99 parts by weight based on 100 parts by weight of the resin composition.

[0186] The types of the antioxidant, plasticizer, antistatic agent, nucleating agent, flame retardant, lubricant, impact modifier, fluorescent brightener, ultraviolet absorber, pigment or dye are not particularly limited, and any agent applicable in the art may be appropriately used.

[0187] Another embodiment of the present invention provides a molded article comprising a resin composition according to the above embodiment.

[0188] In one embodiment of the present specification, the molded article may be produced from the resin composition or a cured product thereof.

[0189] An example of a method for producing the molded product may include thoroughly mixing the resin including the unit of Chemical Formula 1 and the additive using a mixer, extruding the mixture using an extruder to prepare pellets, drying the pellets, and then injecting the pellets into an injection molding machine.

[0190] In one embodiment of the present specification, the molded article is an optical member.

[0191] In one embodiment of the present specification, the molded article is an optical lens.

[0192] An optical lens according to an embodiment of the present disclosure may be realized as an optical lens having a high refractive index and a small thickness.

[0193] The optical lens is manufactured using the resin, has a small thickness, a high refractive index and high transparency, and may be preferably applied to a camera. EXAMPLES

[0194] The present invention will now be illustrated in more detail by way of examples.

[0195] 1. Synthesis of Monomer 1 [ka]

[0196] 1) Synthesis of Monomer 1 44.7g (79mmol, 1.0eq) of compound 1-A and 56.06g (326mmol, 4.12eq) of compound 1-B were dissolved in 510g of tetrahydrofuran (THF) and stirred in an oil bath at 80℃ for 30 minutes. 56.86g (411mmol, 5.20eq) of K2CO3 was dissolved in 489mL of water, and the solution was added dropwise for 10 minutes while maintaining the internal temperature at 50℃ or higher. 0.20g (0.4mmol, 0.005eq) of Pd(t-Bu3P)2 catalyst was added at an internal temperature of 60℃. After stirring for 1 hour, the organic layer was separated by washing with ethyl acetate (EA) / H2O, and the solvent was concentrated in vacuum. After purification by column chromatography using n-hexane (n-Hex) and dichloromethane (DCM), 50 g of Monomer 1 was obtained as a white solid by precipitation with n-hexane (n-Hex). MS: [M+H] + =754

[0197] 2. Synthesis of Monomer 2 [ka]

[0198] 1) Synthesis of Monomer 2 51.7g (79mmol, 1.0eq) of compound 2-A and 56.06g (326mmol, 4.12eq) of compound 1-B were dissolved in 510g of tetrahydrofuran (THF) and stirred in an oil bath at 80℃ for 30 minutes. 56.86g (411mmol, 5.20eq) of K2CO3 was dissolved in 489mL of water, and the solution was added dropwise for 10 minutes while maintaining the internal temperature at 50℃ or higher. 0.20g (0.4mmol, 0.005eq) of Pd(t-Bu3P)2 catalyst was added at an internal temperature of 60℃. After stirring for 1 hour, the organic layer was separated by washing with ethyl acetate (EA) / H2O, and the solvent was concentrated in vacuum. After purification by column chromatography using n-hexane (n-Hex) and dichloromethane (DCM), 56 g of Monomer 2 was obtained as a white solid by precipitation with n-hexane (n-Hex). MS: [M+H] + =842

[0199] 3. Synthesis of Monomer 3 [ka] Monomer 3 was obtained in the same manner as in the synthesis of Monomer 2, except that compound 3-A was used instead of compound 1-B. MS: [M+H] + =842

[0200] 4. Synthesis of Monomer 4 [ka] Monomer 4 was obtained in the same manner as in the synthesis of Monomer 2, except that compound 4-A was used instead of compound 1-B. MS: [M+H] +=1146

[0201] 5. Synthesis of Monomer 5 [ka] Monomer 5 was obtained in the same manner as in the synthesis of Monomer 2, except that compound 5-A was used instead of compound 1-B. MS: [M+H] + =1146

[0202] 6. Synthesis of Monomer 6 [ka] Monomer 6 was obtained in the same manner as in the synthesis of Monomer 2, except that compound 6-A was used instead of compound 1-B. MS: [M+H] + =962

[0203] 7. Synthesis of Monomer 7 [ka] Monomer 7 was obtained in the same manner as in the synthesis of Monomer 2, except that compound 7-A was used instead of compound 1-B. MS: [M+H] + =1146

[0204] 8. Synthesis of Monomer 8 [ka] Monomer 8 was obtained in the same manner as in the synthesis of Monomer 2, except that compound 8-A was used instead of compound 1-B. MS: [M+H] + =1146

[0205] 9. Synthesis of Monomer 9 [ka] Monomer 9 was obtained in the same manner as in the synthesis of Monomer 2, except that compound 9-A was used instead of compound 1-B. MS: [M+H] + =802

[0206] 10. Synthesis of Monomer 10 [ka] Monomer 10 was obtained in the same manner as in the synthesis of Monomer 2, except that compound 10-A was used instead of compound 1-B. MS: [M+H] + =1002

[0207] 11. Synthesis of Monomer 11 [ka]

[0208] 1) Synthesis of compound 11-B 100.0g (183mmol, 1.0eq) of compound 1-A, 56.35g (552mmol, 3.0eq) of compound 11-A, and 20.33g (147mmol, 0.80eq) of K2CO3 were dissolved in 400g of dimethylacetamide (DMAc) and stirred in a 120℃ oil bath for 2 hours. After cooling, water was added to precipitate the solid, which was then filtered. The obtained solid was purified by column chromatography using ethyl acetate (EA) and dichloromethane (DCM), and then precipitated with n-hexane (n-Hex) to obtain 60g of white solid compound 11-B.

[0209] 2) Synthesis of Monomer 11 Monomer 11 was obtained in the same manner as in the synthesis of Monomer 2, except that compound 11-B was used instead of compound 2-A. MS: [M+H] + =870

[0210] 12. Synthesis of Monomer 12 [ka]

[0211] 1) Synthesis of compound 12-B 51.4g (91.5mmol, 1.0eq) of compound 1-A, 17.32g (192mmol, 2.1eq) of compound 12-A, and 50.36g (192mmol, 2.1eq) of PPh3 were dissolved in 2000g of tetrahydrofuran (THF), and 38.82g (192mmol, 2.1eq) of diisopropyl azodicarboxylate was added for 70 minutes. After addition, the mixture was stirred at room temperature for 12 hours. Next, after concentration, the mixture was purified by column chromatography using ethyl acetate (EA) and dichloromethane (DCM), and then precipitated with n-hexane (n-Hex) to obtain 44g of compound 12-B, which is a white solid.

[0212] 2) Synthesis of Monomer 12 Monomer 12 was obtained in the same manner as in the synthesis of Monomer 2, except that Compound 12-B was used instead of Compound 2-A. MS: [M+H] + =898

[0213] 13. Synthesis of Monomer 13 [ka] 51.4g (91.5mmol, 1.0eq) of compound 1-A was dissolved in 500g of tetrahydrofuran (THF) and 500g of tert-BuOH, and 21.56g (192mmol, 2.1eq) of KOtBu was added. After the addition, 18.84g (192mmol, 2.0eq) of compound 13-A was slowly added. The temperature was then raised and the mixture was stirred for 72 hours under reflux. After cooling and concentration, the mixture was purified by column chromatography using ethyl acetate (EA) and dichloromethane (DCM), and then precipitated in n-hexane (n-Hex), and 49g of compound 13-B was obtained as a white solid.

[0214] 2) Synthesis of Monomer 13 Monomer 13 was obtained in the same manner as in the synthesis of Monomer 2, except that Compound 13-B was used instead of Compound 2-A. MS: [M+H] + =950

[0215] 14. Synthesis of Monomer 14 [ka] Monomer 14 was obtained in the same manner as in the synthesis of Monomer 12, except that compound 14-A was used instead of compound 12-A. MS: [M+H] + =950

[0216] 15. Synthesis of Monomer 15 [ka] Monomer 15 was obtained in the same manner as in the synthesis of Monomer 12, except that compound 15-A was used instead of compound 12-A. MS: [M+H] + =950

[0217] 16. Synthesis of Monomer 16 [ka] 1) Synthesis of Monomer 16 32.2g (79mmol, 1.0eq) of compound 16-A and 28.03g (163mmol, 2.06eq) of compound 1-B were dissolved in 255g of tetrahydrofuran (THF) and stirred in an oil bath at 80℃ for 30 minutes. 28.43g (206mmol, 2.60eq) of K2CO3 was dissolved in 245mL of water, and the solution was added dropwise for 10 minutes while maintaining the internal temperature of the solution at 50℃ or higher. 0.20g (0.4mmol, 0.005eq) of Pd(t-Bu3P)2 catalyst was added at an internal temperature of 60℃. After stirring for 1 hour, the organic layer was separated by washing with ethyl acetate (EA) / H2O, and the solvent was concentrated in vacuum. After purification by column chromatography using n-hexane (n-Hex) and dichloromethane (DCM), precipitation with n-hexane (n-Hex) was performed to obtain 28 g of Monomer 16 as a white solid. MS: [M+H] + =502

[0218] 17. Synthesis of Monomer 17 [ka] 17) Synthesis of Monomer 17 51.7g (79mmol, 1.0eq) of compound 17-A and 28.03g (163mmol, 2.06eq) of compound 1-B were dissolved in 255g of tetrahydrofuran (THF) and stirred in an oil bath at 80℃ for 30 minutes. 28.43g (206mmol, 2.60eq) of K2CO3 was dissolved in 245mL of water, and the solution was added dropwise for 10 minutes while maintaining the internal temperature at 50℃ or higher. 0.20g (0.4mmol, 0.005eq) of Pd(t-Bu3P)2 catalyst was added at an internal temperature of 60℃. After stirring for 1 hour, the organic layer was separated by washing with ethyl acetate (EA) / H2O, and the solvent was concentrated in vacuum. After purification by column chromatography using n-hexane (n-Hex) and dichloromethane (DCM), precipitation with n-hexane (n-Hex) was performed to obtain 28 g of Monomer 17 as a white solid. MS: [M+H] + =590

[0219] 18. Synthesis of Monomer 18 [ka] Monomer 18 was obtained in the same manner as in the synthesis of Monomer 17, except that compound 3-A was used instead of compound 1-B. MS: [M+H] + =590

[0220] 19. Synthesis of Monomer 19 [ka] Monomer 19 was obtained in the same manner as in the synthesis of Monomer 17, except that compound 4-A was used instead of compound 1-B. MS: [M+H] + =742

[0221] 20. Synthesis of Monomer 20 [ka] Monomer 20 was obtained in the same manner as in the synthesis of Monomer 17, except that compound 5-A was used instead of compound 1-B. MS: [M+H] + =742

[0222] 21. Synthesis of Monomer 21 [ka] Monomer 21 was obtained in the same manner as in the synthesis of Monomer 17, except that compound 6-A was used instead of compound 1-B. MS: [M+H] + =650

[0223] 22. Synthesis of Monomer 22 [ka] Monomer 22 was obtained in the same manner as in the synthesis of Monomer 17, except that compound 7-A was used instead of compound 1-B. MS: [M+H] + =742

[0224] 23. Synthesis of Monomer 23 [ka] Monomer 23 was obtained in the same manner as in the synthesis of Monomer 17, except that compound 8-A was used instead of compound 1-B. MS: [M+H] + =742

[0225] 24. Synthesis of Monomer 24 [ka] Monomer 24 was obtained in the same manner as in the synthesis of Monomer 17, except that compound 9-A was used instead of compound 1-B. MS: [M+H] + =570

[0226] 25. Synthesis of Monomer 25 [ka] Monomer 25 was obtained in the same manner as in the synthesis of Monomer 17, except that compound 10-A was used instead of compound 1-B. MS: [M+H] + =670

[0227] 26. Synthesis of Monomer 26 [ka]

[0228] 1) Synthesis of compound 26-B 74.7g (183mmol, 1.0eq) of compound 16-A, 56.35g (552mmol, 3.0eq) of compound 11-A, and 20.33g (147mmol, 0.80eq) of K2CO3 were dissolved in 400g of dimethylacetamide (DMAc) and stirred in a 120℃ oil bath for 2 hours. After cooling, water was added to precipitate the solid, which was then filtered. The obtained solid was purified by column chromatography using ethyl acetate (EA) and dichloromethane (DCM), and then precipitated with n-hexane (n-Hex) to obtain 55g of white solid compound 26-B.

[0229] 2) Synthesis of Monomer 26 Monomer 26 was obtained in the same manner as in the synthesis of Monomer 16, except that compound 26-B was used instead of compound 16-A. MS: [M+H] + =618

[0230] 27. Synthesis of Monomer 27 [ka]

[0231] 1) Synthesis of compound 27-B 37.3g (91.5mmol, 1.0eq) of compound 16-A, 17.32g (192mmol, 2.1eq) of compound 12-A, and 50.36g (192mmol, 2.1eq) of PPh3 were dissolved in 200g of tetrahydrofuran (THF), and 38.82g (192mmol, 2.1eq) of diisopropyl azodicarboxylate was added for 70 minutes. After addition, the mixture was stirred at room temperature for 12 hours. After concentration, the mixture was purified by column chromatography using ethyl acetate (EA) and dichloromethane (DCM), and then precipitated with n-hexane (n-Hex) to obtain 30g of compound 27-B, which is a white solid.

[0232] 2) Synthesis of Monomer 27 Monomer 27 was obtained in the same manner as in the synthesis of Monomer 17, except that Compound 27-B was used instead of Compound 17-A. MS: [M+H] + =646

[0233] 28. Synthesis of Monomer 28 [ka]

[0234] 1) Synthesis of compound 28-B 37.3g (91.5mmol, 1.0eq) of compound 16-A was dissolved in 500g of tetrahydrofuran (THF) and 500g of tert-BuOH, and 21.56g (192mmol, 2.1eq) of KOtBu was added. After the addition, 18.84g (192mmol, 2.0eq) of compound 13-A was slowly added. The temperature was then raised and the mixture was stirred for 72 hours under reflux. After cooling and concentration, the mixture was purified by column chromatography using ethyl acetate (EA) and dichloromethane (DCM), and then precipitated with n-hexane (n-Hex) to obtain 30g of compound 28-B as a white solid.

[0235] 2) Synthesis of Monomer 28 Monomer 28 was obtained in the same manner as in the synthesis of Monomer 17, except that Compound 28-B was used instead of Compound 17-A. MS: [M+H] + =698

[0236] 29. Synthesis of Monomer 29 [ka] Monomer 29 was obtained in the same manner as in the synthesis of Monomer 27, except that compound 14-A was used instead of compound 12-A. MS: [M+H] + =698

[0237] 30. Synthesis of Monomer 30 [ka] Monomer 30 was obtained in the same manner as in the synthesis of Monomer 27, except that compound 15-A was used instead of compound 12-A. MS: [M+H] + =698

[0238] Monomer C1 [ka] Comparative Example Monomer C1 was obtained from TCI Chemical or Alfa aesar.

[0239] Monomer C2 [ka] Comparative Example Monomer C2 was obtained from TCI Chemical or Alfa aesar.

[0240] Monomer C3 [ka] Comparative Example Monomer C3 was obtained from TCI Chemical or Alfa aesar.

[0241] Monomer C4 [ka] Comparative Example Monomer C4 was obtained from TCI Chemical or Alfa aesar.

[0242] Monomer C5 [ka] Comparative Example Monomer C5 was obtained from TCI Chemical or Alfa aesar.

[0243] Monomer C6 [ka] Comparative Example Monomer C6 was obtained from TCI Chemical or Alfa aesar.

[0244] Manufacture of polyester resin 1 [ka] Monomer 1 (1.49g (1.77mmol, 1.0eq)) and terephthaloyl chloride 0.36g (1.77mmol, 1.0eq) were dissolved in diphenyl ether (DPE) 4.1g and reacted in an oil bath at 180℃ for 6 hours. As the reaction proceeded, HCl gas was generated, and a nitrogen replacement and HCl gas collection device were installed to remove it. After the reaction, the mixture was cooled to 100℃, and 15g of dimethylacetamide (DMAc) was added and precipitated through methanol to produce polyester resin 1.

[0245] Manufacture of polyester resins 2-30 Polyester resins 2 to 30 were produced in the same manner as for polyester resin 1, except that monomers 2 to 30 were used instead of monomer 1.

[0246] Preparation of Comparative Resins PE1 to PE6 Comparative Example Resins PE1 to PE6 were produced in the same manner as for Polyester Resin 1, except that Monomer C1 to Monomer C6 were used instead of Monomer 1, respectively.

[0247] Manufacture of polycarbonate resin 1 [ka] The raw materials were 252.9 g (0.3 mol, 1 eq) of monomer 1, 67.5 g (0.315 mol, 1.05 eq) of diphenyl carbonate (DPC), and 0.37 mg (4.4 × 10 -6 mol, 0.000015eq) was melted in a reactor and reacted at 250℃ for 5 hours. As the reaction proceeded, phenol was generated as a by-product, and the pressure was reduced to a maximum of 1 Torr to remove it. After the reaction was completed, nitrogen was blown into the reactor to create a normal pressure atmosphere, and the polymerized polymer molten resin was removed, thereby obtaining polycarbonate resin 1.

[0248] Manufacture of polycarbonate resins 2-30 Polycarbonate resins 2 to 30 were prepared in the same manner as polycarbonate resin 1, except that monomers 2 to 30 were used instead of monomer 1, respectively.

[0249] Preparation of Comparative Resins PC1 to PC6 Comparative Example Resins PC1 to PC6 were produced in the same manner as in the production method of Polycarbonate Resin 1, except that Monomer C1 to Monomer C6 were used instead of Monomer 1, respectively.

[0250] Experimental Example

[0251] The molecular weight and molecular weight distribution of the polymerized resin samples were confirmed by gel permeation chromatography (GPC), and a thermogram was obtained using a differential scanning calorimeter (DSC) to examine the thermal properties. To measure the refractive index and Abbe number, an ellipsometer was used after film formation to obtain the results according to the wavelength of light.

[0252] The molecular weight by gel permeation chromatography (GPC) was measured by dissolving the resin sample in tetrahydrofuran (THF, stabilized with BHT (butylated hydroxytoluene)) as a solvent at a concentration of 1.0 mg / 1 ml, filtering the solution through a syringe filter, injecting the solution, and measuring at 40° C. The results are shown in Tables 1 and 2 below. A Waters RI detector was used, and two Agilent PLgel MIXED-B columns were used.

[0253] To investigate the glass transition temperature (Tg) of the resin, a differential scanning calorimeter (DSC) was used. 5.5 mg to 8.5 mg of resin sample was heated to 270°C under N2 flow, cooled, and then heated for the second time at a heating rate of 10°C / min. The glass transition temperature (Tg) was obtained from the graph obtained by scanning, and is shown in Tables 1 and 2 below.

[0254] To measure the refractive index and Abbe number of the resin, the polymerized resin powder sample was dissolved in dimethylacetamide solvent at 10% by weight based on the total weight of the polymer solution to prepare a polymer solution, which was then spin-coated onto a silicon wafer at a rotation speed of 220 rpm to form a film with a thickness of 20 μm. After that, an ellipsometer was used at 20° C. to obtain the results according to the wavelength of light, which are listed in Tables 1 and 2 below. Specifically, the refractive index was measured at a wavelength of 589 nm, and the Abbe number was measured at the wavelengths of D (589 nm), F (486 nm), and C (656 nm) (n D , n F、 n C ) were measured and the Abbe number was calculated using the following formula: Abbe number = (n D -1) / (n F -n C )

[0255] [Table 1A] [Table 1B]

[0256] [Table 2A] [Table 2B]

[0257] In Tables 1 and 2, Mn means number average molecular weight, Mw means weight average molecular weight, and the refractive index is a value measured at a wavelength of 589 nm.

[0258] According to Tables 1 and 2, the resins of Examples 1-1 to 1-30 and 2-1 to 2-30 contain units of Chemical Formula 1 according to an embodiment of the present specification, and in particular, when R1 to R4 or R1 and R2 of the benzene ring of the bisphenol S core structure are substituted with electron-rich substituents, the electron density of the bisphenol S core structure can be increased, thereby improving the refractive index.

[0259] On the other hand, the resins of Comparative Examples 1-1 to 1-5 and 2-1 to 2-5 do not have an electron-rich substituent on the benzene ring of the bisphenol S core structure, and therefore have a refractive index much lower than that of the resins of Examples 1-1 to 1-30 and 2-1 to 2-30 containing the unit of Chemical Formula 1 according to one embodiment of the present specification.

[0260] In addition, the resins of Comparative Examples 1-6 and 2-6 contain a bisphenol S core, but contain an "unsubstituted phenyl group" as a substituent corresponding to the above-mentioned chemical formula 1. However, since the substituents of R1 and R2 of the present invention's chemical formula 1 used in Examples 1-1 to 1-30 and 2-1 to 2-30 have a larger number of carbon atoms than the monomers used in Comparative Examples 1-6 and 2-6, it was confirmed that the substituents are electron-rich and increase the electron density of the structure of the above-mentioned chemical formula 1, thereby further improving the refractive index of the resin.

[0261] In order to appropriately apply the resin according to the embodiments of this specification to molded articles such as optical lenses, a high refractive index is required as a priority. In the case of Comparative Examples 1-1 to 1-6 and 2-1 to 2-6, the refractive index is very low even though the Abbe number is higher than that of Examples 1-1 to 1-30 and 2-1 to 2-30. Therefore, it was confirmed that Examples 1-1 to 1-30 and 2-1 to 2-30 are superior as optical materials to Comparative Examples 1-1 to 1-6 and 2-1 to 2-6.

Claims

1. A resin comprising a unit of the following formula 1: 【Chemistry 1】 In the above Chemical Formula 1, X1 to X4 are the same or different and each independently represents O or S; R1 and R2 are the same or different and each independently represents a substituted phenyl group; a substituted or unsubstituted aryl group having 10 or more carbon atoms; or a substituted or unsubstituted heteroaryl group; R3 and R4 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; Z1 and Z2 are the same or different and each independently represents a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; La is a direct bond; or -C(=O)-L'-; L' is a substituted or unsubstituted arylene group; m and n are each 0 or 1; * indicates the site connected to the main chain of the resin.

2. The resin according to claim 1, wherein R1 to R4 are the same or different and each independently represents a substituted phenyl group; a substituted or unsubstituted aryl group having 10 or more carbon atoms; or a substituted or unsubstituted heteroaryl group.

3. R1 and R2 are the same or different and each independently represents a substituted phenyl group; a substituted or unsubstituted aryl group having 10 or more carbon atoms; or a substituted or unsubstituted heteroaryl group; 2. The resin of claim 1, wherein R3 and R4 are the same or different and each independently represents hydrogen; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group.

4. The resin according to claim 1, wherein the chemical formula 1 is any one of the following chemical formulas 1-1 to 1-4: 【Chemistry 2】 In the above Chemical Formulas 1-1 to 1-4, The definitions of *, R1 to R4, X1 to X4, Z1, Z2 and La are the same as those in Chemical Formula 1.

5. X1 to X4 are the same or different and each independently represents O or S; R1 and R2 are the same or different and each independently represents a phenyl group substituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a linear or branched alkoxy group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 10 to 30 carbon atoms which is unsubstituted or substituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms, R3 and R4 are the same or different and each independently represent hydrogen; a linear or branched alkyl group having 1 to 30 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 3 to 30 carbon atoms; a linear or branched alkoxy group having 1 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms which is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms; Z1 and Z2 are the same or different and each independently represents a linear or branched alkylene group having 2 to 30 carbon atoms; or a monocyclic or polycyclic cycloalkylene group having 6 to 30 carbon atoms; The La is a direct bond; or -C(=O)-L'-, 2. The resin of claim 1, wherein L' is a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.

6. The resin of claim 1, having a weight average molecular weight (Mw) of 10,000 g / mol to 200,000 g / mol.

7. The resin according to claim 1, having a refractive index measured at a wavelength of 589 nm of 1.60 to 1.

80.

8. The resin of claim 1, having a glass transition temperature (Tg) of from 100°C to 260°C.

9. 2. The resin of claim 1, having an Abbe number of 8 to 25 measured at wavelengths of 589 nm, 486 nm, and 656 nm.

10. A compound of formula 1a: 【Chemistry 3】 In the above formula 1a, X1 to X4 are the same or different and each independently represents O or S; R1 and R2 are the same or different and each independently represents a substituted phenyl group; a substituted or unsubstituted aryl group having 10 or more carbon atoms; or a substituted or unsubstituted heteroaryl group; R3 and R4 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; Z1 and Z2 are the same or different and each independently represents a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; m and n are each 0 or 1.

11. The compound of claim 10, wherein the compound of formula 1a is any one of the following compounds: 【Chemistry 4】 【Chemistry 5】 【Chemistry 6】 【Chemistry 7】 【Chemistry 8】 【Chemistry 9】 【Chemistry 10】

12. A compound of formula 1a: A method for producing a resin according to any one of claims 1 to 9, comprising polymerising a composition for producing a resin comprising a polyester precursor or a polycarbonate precursor: 【Chemistry 11】 In the formula 1a, the definitions of X1 to X4, R1 to R4, Z1, Z2, m and n are the same as those in the formula 1.

13. The method for producing a resin according to claim 12, wherein the polyester precursor is represented by the following chemical formula A, and the polycarbonate precursor is represented by the following chemical formula B: 【Chemistry 12】 In the above chemical formulas A and B, R, R, R and R are the same or different, and each independently represents a hydrogen atom; a halogen group; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group; Ar1 is a substituted or unsubstituted arylene group; a1 to a4 each represent 0 or 1.

14. A resin composition comprising the resin according to any one of claims 1 to 9.

15. A molded article comprising the resin composition according to claim 14.

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

17. 16. The molded article of claim 15 which is an optical lens.

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