WO2023182652A1 - 폴리카보네이트 수지 및 이의 제조방법 - Google Patents
폴리카보네이트 수지 및 이의 제조방법 Download PDFInfo
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- IYYZUPMFVPLQIF-ALWQSETLSA-N dibenzothiophene Chemical group C1=CC=CC=2[34S]C3=C(C=21)C=CC=C3 IYYZUPMFVPLQIF-ALWQSETLSA-N 0.000 description 1
- OSPSWZSRKYCQPF-UHFFFAOYSA-N dibutoxy(oxo)phosphanium Chemical compound CCCCO[P+](=O)OCCCC OSPSWZSRKYCQPF-UHFFFAOYSA-N 0.000 description 1
- QLVWOKQMDLQXNN-UHFFFAOYSA-N dibutyl carbonate Chemical compound CCCCOC(=O)OCCCC QLVWOKQMDLQXNN-UHFFFAOYSA-N 0.000 description 1
- FYIBPWZEZWVDQB-UHFFFAOYSA-N dicyclohexyl carbonate Chemical compound C1CCCCC1OC(=O)OC1CCCCC1 FYIBPWZEZWVDQB-UHFFFAOYSA-N 0.000 description 1
- LXCYSACZTOKNNS-UHFFFAOYSA-N diethoxy(oxo)phosphanium Chemical compound CCO[P+](=O)OCC LXCYSACZTOKNNS-UHFFFAOYSA-N 0.000 description 1
- VZEGPPPCKHRYGO-UHFFFAOYSA-N diethoxyphosphorylbenzene Chemical compound CCOP(=O)(OCC)C1=CC=CC=C1 VZEGPPPCKHRYGO-UHFFFAOYSA-N 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- XFUSKHPBJXJFRA-UHFFFAOYSA-N dihexyl hydrogen phosphite Chemical compound CCCCCCOP(O)OCCCCCC XFUSKHPBJXJFRA-UHFFFAOYSA-N 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- HTDKEJXHILZNPP-UHFFFAOYSA-N dioctyl hydrogen phosphate Chemical compound CCCCCCCCOP(O)(=O)OCCCCCCCC HTDKEJXHILZNPP-UHFFFAOYSA-N 0.000 description 1
- XMQYIPNJVLNWOE-UHFFFAOYSA-N dioctyl hydrogen phosphite Chemical compound CCCCCCCCOP(O)OCCCCCCCC XMQYIPNJVLNWOE-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 description 1
- HCUYBXPSSCRKRF-UHFFFAOYSA-N diphosgene Chemical compound ClC(=O)OC(Cl)(Cl)Cl HCUYBXPSSCRKRF-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- ZONYXWQDUYMKFB-UHFFFAOYSA-N flavanone Chemical compound O1C2=CC=CC=C2C(=O)CC1C1=CC=CC=C1 ZONYXWQDUYMKFB-UHFFFAOYSA-N 0.000 description 1
- 239000006081 fluorescent whitening agent Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- IVQOVYWBHRSGJI-UHFFFAOYSA-N hexyl 4-methylbenzenesulfonate Chemical compound CCCCCCOS(=O)(=O)C1=CC=C(C)C=C1 IVQOVYWBHRSGJI-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000002510 isobutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])O* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 125000005921 isopentoxy group Chemical group 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 description 1
- 125000000842 isoxazolyl group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 125000006610 n-decyloxy group Chemical group 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001298 n-hexoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000006609 n-nonyloxy group Chemical group 0.000 description 1
- 125000006608 n-octyloxy group Chemical group 0.000 description 1
- 125000003935 n-pentoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000005484 neopentoxy group Chemical group 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- WTBAHSZERDXKKZ-UHFFFAOYSA-N octadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCCCC(Cl)=O WTBAHSZERDXKKZ-UHFFFAOYSA-N 0.000 description 1
- KCRLWVVFAVLSAP-UHFFFAOYSA-N octyl dihydrogen phosphite Chemical compound CCCCCCCCOP(O)O KCRLWVVFAVLSAP-UHFFFAOYSA-N 0.000 description 1
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical group C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 description 1
- CHJUOCDSZWMLRU-UHFFFAOYSA-N oxo(dipropoxy)phosphanium Chemical compound CCCO[P+](=O)OCCC CHJUOCDSZWMLRU-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- 125000001828 phenalenyl group Chemical group C1(C=CC2=CC=CC3=CC=CC1=C23)* 0.000 description 1
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 1
- RDOWQLZANAYVLL-UHFFFAOYSA-N phenanthridine Chemical group C1=CC=C2C3=CC=CC=C3C=NC2=C1 RDOWQLZANAYVLL-UHFFFAOYSA-N 0.000 description 1
- 125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 description 1
- 125000001644 phenoxazinyl group Chemical group C1(=CC=CC=2OC3=CC=CC=C3NC12)* 0.000 description 1
- VCAFTIGPOYBOIC-UHFFFAOYSA-N phenyl dihydrogen phosphite Chemical compound OP(O)OC1=CC=CC=C1 VCAFTIGPOYBOIC-UHFFFAOYSA-N 0.000 description 1
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 1
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 150000003008 phosphonic acid esters Chemical class 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- LFSXCDWNBUNEEM-UHFFFAOYSA-N phthalazine Chemical group C1=NN=CC2=CC=CC=C21 LFSXCDWNBUNEEM-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 210000001747 pupil Anatomy 0.000 description 1
- FQOBINBWTPHVEO-UHFFFAOYSA-N pyrazino[2,3-b]pyrazine Chemical group N1=CC=NC2=NC=CN=C21 FQOBINBWTPHVEO-UHFFFAOYSA-N 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000005581 pyrene group Chemical group 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical group C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- YEYHFKBVNARCNE-UHFFFAOYSA-N pyrido[2,3-b]pyrazine Chemical group N1=CC=NC2=CC=CN=C21 YEYHFKBVNARCNE-UHFFFAOYSA-N 0.000 description 1
- BWESROVQGZSBRX-UHFFFAOYSA-N pyrido[3,2-d]pyrimidine Chemical group C1=NC=NC2=CC=CN=C21 BWESROVQGZSBRX-UHFFFAOYSA-N 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 125000005920 sec-butoxy group Chemical group 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- BJQWBACJIAKDTJ-UHFFFAOYSA-N tetrabutylphosphanium Chemical class CCCC[P+](CCCC)(CCCC)CCCC BJQWBACJIAKDTJ-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical group C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 238000001757 thermogravimetry curve Methods 0.000 description 1
- 150000004867 thiadiazoles Chemical group 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- UCPYLLCMEDAXFR-UHFFFAOYSA-N triphosgene Chemical compound ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl UCPYLLCMEDAXFR-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/16—Aliphatic-aromatic or araliphatic polycarbonates
- C08G64/1608—Aliphatic-aromatic or araliphatic polycarbonates saturated
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/16—Aliphatic-aromatic or araliphatic polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/30—General preparatory processes using carbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/30—General preparatory processes using carbonates
- C08G64/305—General preparatory processes using carbonates and alcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
- G02B1/041—Lenses
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/10—Transparent films; Clear coatings; Transparent materials
Definitions
- This specification relates to polycarbonate resin and its manufacturing method.
- the higher the refractive index of the optical material the thinner the optical lens needed to achieve the same level of correction. Accordingly, as the refractive index of the optical material increases, thinner and lighter lenses can be manufactured, making it possible to miniaturize various devices in which the lenses are used.
- One embodiment of the present specification is intended to provide a polycarbonate resin with a novel structure and a method for manufacturing the same.
- Another embodiment of the present specification seeks to provide a polycarbonate resin composition containing a polycarbonate resin of a novel structure and a molded article manufactured from the polycarbonate resin composition.
- An exemplary embodiment of the present specification provides a polycarbonate resin containing a unit of the following formula (1).
- R1 and R2 are different from each other and are each independently hydrogen; heavy hydrogen; halogen group; Cyano group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted silyl group; Aryl group substituted or unsubstituted with deuterium, halogen group, hydroxy group, cyano group, alkyl group, cycloalkyl group, alkoxy group, alkenyl group, aryloxy group, arylthio group, alkylthio group, aryl group, or heteroaryl group; Or a substituted or unsubstituted heteroaryl group,
- r1 and r2 are each integers of 1 to 4, and when r1 is 2 or more, the 2 or more R1s are the same as or different from each other, and when the r2 is 2 or more, the 2 or more R2s are the same or different from each other,
- L1 and L2 are the same or different from each other and are each independently a substituted or unsubstituted arylene group.
- X1 to X4 are the same as or different from each other, and are each independently O; or S,
- Z1 and Z2 are the same or different from each other and are each independently a substituted or unsubstituted alkylene group; Or a substituted or unsubstituted cycloalkylene group,
- a and b are the same or different from each other and are each independently an integer of 1 to 10, and when a and b are each 2 or more, the structures in each parenthesis are the same or different from each other,
- * refers to the region connected to the main chain of the resin.
- An exemplary embodiment of the present specification includes a compound of Formula 1a below; and polymerizing a composition for producing a polycarbonate resin containing a polycarbonate precursor.
- R1 and R2 are different from each other and are each independently hydrogen; heavy hydrogen; halogen group; Cyano group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted silyl group; Aryl group substituted or unsubstituted with deuterium, halogen group, hydroxy group, cyano group, alkyl group, cycloalkyl group, alkoxy group, alkenyl group, aryloxy group, arylthio group, alkylthio group, aryl group, or heteroaryl group; Or a substituted or unsubstituted heteroaryl group,
- r1 and r2 are each integers of 1 to 4, and when r1 is 2 or more, the 2 or more R1s are the same as or different from each other, and when the r2 is 2 or more, the 2 or more R2s are the same or different from each other,
- L1 and L2 are the same or different from each other and are each independently a substituted or unsubstituted arylene group.
- X1 to X4 are the same as or different from each other, and are each independently O; or S,
- Z1 and Z2 are the same or different from each other and are each independently a substituted or unsubstituted alkylene group; Or a substituted or unsubstituted cycloalkylene group,
- a and b are the same or different from each other, and are each independently an integer of 1 to 10, and when a and b are each 2 or more, the structures in each parenthesis are the same or different from each other.
- Another embodiment of the present specification provides a polycarbonate resin composition containing the polycarbonate resin according to the above-described embodiment.
- Another embodiment of the present specification provides a molded article containing the polycarbonate resin composition according to the above-described embodiment.
- the polycarbonate resin according to exemplary embodiments of the present specification has a high refractive index and high transparency.
- Figure 1 is a diagram showing the reduction rate of lens thickness according to the difference in refractive index.
- the polycarbonate resin containing the unit of Formula 1 increases the electron density of the molecule from the relationship between molecular structure and refractive index known by Lorentz-Lorenz's formula, It can be seen that by reducing the molecular volume, the refractive index of the material composed of molecules increases.
- the substituents of the benzene ring on both sides of the fluorene structure of Formula 1 form an asymmetric structure and R1 and R2 are included as substituents, the electron density is increased to increase the refractive index of the molded article containing the polycarbonate resin. can be improved. Therefore, the polycarbonate resin according to an exemplary embodiment of the present specification has a high refractive index and high transparency, and an optical lens, optical film, or optical resin using the polycarbonate resin can be thin and exhibit excellent optical properties.
- the term "combination thereof" included in the Markushi format expression means a mixture or combination of one or more components selected from the group consisting of the components described in the Markushi format expression, It means including one or more selected from the group consisting of.
- substitution means changing a hydrogen atom bonded to a carbon atom of a compound to another substituent, and the position to be substituted is not limited as long as it is the position where the hydrogen atom is substituted, that is, a position where the substituent can be substituted, and 2 or more When substituted, two or more substituents may be the same or different from each other.
- substituted or unsubstituted refers to deuterium; halogen group; hydroxyl group; Cyano group; Alkyl group; Cycloalkyl group; Alkoxy group; alkenyl group; Aryloxy group; arylthio group; Alkylthio group; silyl group; Aryl group; A condensed ring group of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring; It means that it is substituted with one or more substituents selected from the group consisting of a heteroaryl group, is substituted with a substituent in which two or more of the above-exemplified substituents are linked, or does not have any substituents.
- linking two or more substituents means that the hydrogen of one substituent is linked to another substituent.
- a phenyl group and a naphthyl group are connected. or It can be a substituent of .
- connecting three substituents not only means that (substituent 1) - (substituent 2) - (substituent 3) are connected in succession, but also (substituent 2) and (substituent 3) are connected to (substituent 1).
- a phenyl group, a naphthyl group, and an isopropyl group are connected, , or It can be a substituent of .
- the above definition equally applies to those in which 4 or more substituents are connected.
- halogen groups include fluorine, chlorine, bromine, or iodine.
- the alkyl group may be straight chain or branched, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30.
- Specific examples include methyl group, ethyl group, propyl group, n-propyl group, isopropyl group, butyl group, n-butyl group, isobutyl group, tert-butyl group, sec-butyl group, 1-methyl-butyl group, 1- Ethyl-butyl group, pentyl group, n-pentyl group, isopentyl group, neopentyl group, tert-pentyl group, hexyl group, n-hexyl group, 1-methylpentyl group, 2-methylpentyl group, 4-methyl- 2-pentyl group, 3,3-dimethylbutyl group, 2-ethylbutyl group, heptyl group, n-heptyl group, 1-methylhexyl group
- the cycloalkyl group is not particularly limited, but preferably has 3 to 30 carbon atoms, and specifically includes cyclopropyl group, cyclobutyl group, cyclopentyl group, 3-methylcyclopentyl group, and 2,3-dimethylcyclophene.
- the alkoxy group may be straight chain, branched chain, or ring chain.
- the number of carbon atoms of the alkoxy group is not particularly limited, but is preferably 1 to 30 carbon atoms.
- methoxy group, ethoxy group, n-propoxy group, isopropoxy group, n-butoxy group, isobutoxy group, tert-butoxy group, sec-butoxy group, n-pentyloxy group, neopentyloxy group, Isopentyloxy group, n-hexyloxy group, 3,3-dimethylbutyloxy group, 2-ethylbutyloxy group, n-octyloxy group, n-nonyloxy group, n-decyloxy group, benzyloxy group, p -It may be a methylbenzyloxy group, etc., but is not limited thereto.
- the alkenyl group may be straight chain or branched, and the number of carbon atoms is not particularly limited, but is preferably 2 to 30.
- Specific examples include vinyl group, 1-propenyl group, isopropenyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, 1-pentenyl group, 2-pentenyl group, 3-pentenyl group, 3-methyl-1 -Butenyl group, 1,3-butadienyl group, allyl group, 1-phenylvinyl-1-yl group, 2-phenylvinyl-1-yl group, 2,2-diphenylvinyl-1-yl group, 2-phenyl-2 -(naphthyl-1-yl)vinyl-1-yl group, 2,2-bis(diphenyl-1-yl)vinyl-1-yl group, stilbenyl group, styrenyl group, etc., but is not limited thereto. .
- the aryl group is not particularly limited, but preferably has 6 to 50 carbon atoms, and the aryl group may be monocyclic or polycyclic.
- the aryl group is a monocyclic aryl group
- the number of carbon atoms is not particularly limited, but is preferably 6 to 30 carbon atoms.
- the monocyclic aryl group may be a phenyl group, a biphenyl group, or a terphenyl group, but is not limited thereto.
- the aryl group is a polycyclic aryl group
- the number of carbon atoms is not particularly limited. It is preferable to have 10 to 50 carbon atoms.
- the polycyclic aryl group may be a naphthyl group, anthracene group, phenanthrene group, triphenylene group, pyrene group, phenalene group, perylene group, chrysene group, fluorene group, etc., but is not limited thereto.
- the fluorene group may be substituted, and adjacent groups may combine with each other to form a ring.
- an “adjacent” group may mean a substituent substituted on an atom directly connected to the atom on which the substituent is substituted, a substituent located closest to the substituent in terms of structure, or another substituent substituted on the atom on which the substituent is substituted. You can. For example, two substituents substituted at ortho positions in a benzene ring and two substituents substituted on the same carbon in an aliphatic ring can be interpreted as “adjacent” groups.
- the heteroaryl group includes one or more non-carbon atoms and heteroatoms.
- the heteroaryl group may include one or more atoms selected from the group consisting of O, N, Se, and S.
- the number of carbon atoms is not particularly limited, but is preferably 2 to 30 carbon atoms, and the heteroaryl group may be monocyclic or polycyclic.
- heteroaryl groups include thiophene group, furan group, pyrrole group, imidazole group, thiazole group, oxazole group, oxadiazole group, pyridine group, bipyridine group, pyrimidine group, triazine group, triazole group, and acridine group.
- pyridazine group pyrazine group, quinoline group, quinazoline group, quinoxaline group, phthalazine group, pyrido pyrimidine group, pyrido pyrazine group, pyrazino pyrazine group, isoquinoline group, indole group, carbazole group, benzyl group.
- the silyl group includes an alkylsilyl group, an arylsilyl group, an alkylarylsilyl group; It may be a heteroarylsilyl group, etc.
- the alkyl group described above may be applied to the alkyl group among the alkylsilyl groups
- examples of the aryl group described above may be applied to the aryl group among the arylsilyl group
- examples of the alkyl group and aryl group in the alkylarylsilyl group include the alkyl group and the aryl group.
- Examples of may be applied, and examples of the heterocyclic group may be applied to the heteroaryl group among the heteroarylsilyl groups.
- 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 examples of the cycloalkyl group, an aryl group, and combinations thereof.
- the hydrocarbon ring group includes phenyl group, cyclohexyl group, adamantyl group, bicyclo[2.2.1]heptyl group, bicyclo[2.2.1]octyl group, tetrahydronaphthalene group, tetrahydroanthracene group, 1,2, 3,4-tetrahydro-1,4-methanonaphthalene group, 1,2,3,4-tetrahydro-1,4-ethanonaphthalene group, spirocyclopentane fluorene group, spiroadamantane fluorene group , and spirocyclohexane fluorene groups, but are not limited thereto.
- aryloxy group may be represented as -ORo, and the description of the aryl group described above applies to Ro.
- the arylthio group may be represented as -SRs1, and the above description of the aryl group applies to Rs1.
- alkylthio group may be represented as -SRs2, and the above description of the alkyl group applies to Rs2.
- an alkylene group refers to an alkyl group having two bonding positions, that is, a bivalent group.
- the description of the alkyl group described above can be applied except that each of these is a divalent group.
- a cycloalkylene group refers to a cycloalkyl group having two bonding positions, that is, a bivalent group.
- the description of the cycloalkyl group described above can be applied, except that each of these is a divalent group.
- an arylene group refers to an aryl group having two bonding positions, that is, a bivalent group.
- the description of the aryl group described above can be applied, except that each of these is a divalent group.
- the condensed ring group of a divalent aromatic hydrocarbon ring and an aliphatic hydrocarbon ring means that there are two bonding positions in the condensed ring group of the aromatic hydrocarbon ring and the aliphatic hydrocarbon ring, that is, it is divalent.
- the description of the condensed ring group of the aromatic hydrocarbon ring and the aliphatic hydrocarbon ring described above can be applied, except that each of these is a divalent group.
- the polycarbonate resin further includes a unit of the following formula (2).
- L11 is a substituted or unsubstituted alkylene group; Substituted or unsubstituted cycloalkylene group; A substituted or unsubstituted, condensed ring group of a divalent aromatic hydrocarbon ring and an aliphatic hydrocarbon ring; Or a substituted or unsubstituted arylene group,
- l11 is an integer from 1 to 5, and when l11 is 2 or more, the 2 or more L11 are the same or different from each other,
- X11 to X14 are the same as or different from each other, and are each independently O; or S,
- Z11 and Z12 are the same or different from each other, and are each independently a substituted or unsubstituted alkylene group; Or a substituted or unsubstituted cycloalkylene group,
- a' and b' are the same or different from each other, and are each independently integers from 0 to 10, and when a' and b' are each 2 or more, the structures in each parenthesis are the same or different from each other,
- * refers to the region connected to the main chain of the resin.
- the polycarbonate resin can supplement the glass transition temperature (Tg) of the unit of Formula 1, or make the chain behavior of the unit of Formula 1 flexible, and can be used for injection of molded products. There is a technical effect that is advantageous for processing.
- An exemplary embodiment of the present specification includes a unit of Formula 1; and a polycarbonate resin comprising the unit of Formula 2 above.
- r1 is 1.
- Formula 1 is any one of the following Formulas 1-1 to 1-4.
- Z1, Z2, X1 to X4, a, b, L1, L2, and R1 are the same as those defined in Formula 1 above.
- R1 and R2 are different from each other and are each independently hydrogen; or an unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms, wherein L1 and L2 are the same or different from each other and are each independently a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms, and X1 to X4 are O and Z1 and Z2 are the same or different from each other, and are each independently a straight-chain or branched alkylene group having 1 to 30 carbon atoms.
- R1 and R2 are different from each other and are each independently hydrogen; Or, it is an unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.
- R1 and R2 are different from each other and are each independently hydrogen; Or, it is an unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.
- R1 and R2 are different from each other and are each independently hydrogen; Or, it is an unsubstituted polycyclic aryl group having 10 to 30 carbon atoms.
- R1 and R2 are different from each other and are each independently hydrogen; Or, it is an unsubstituted polycyclic aryl group having 10 to 20 carbon atoms.
- R1 and R2 are different from each other and are each independently hydrogen; Or it is a naphthyl group.
- R1 is a naphthyl group.
- R2 is hydrogen
- L1 and L2 are the same or different from each other, and are each independently a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms.
- L1 and L2 are the same or different from each other, and are each independently a monocyclic or polycyclic arylene group having 6 to 20 carbon atoms.
- L1 and L2 are the same as or different from each other, and are each independently a polycyclic arylene group having 10 to 30 carbon atoms.
- L1 and L2 are the same or different from each other and are each independently a polycyclic arylene group having 10 to 20 carbon atoms.
- L1 and L2 are divalent naphthalene groups.
- X1 is O.
- X2 is O.
- X3 is O.
- X4 is O.
- Z1 and Z2 are the same or different from each other, and are each independently a linear or branched alkylene group having 1 to 30 carbon atoms.
- Z1 and Z2 are the same or different from each other, and are each independently a linear or branched alkylene group having 1 to 20 carbon atoms.
- Z1 and Z2 are ethylene groups.
- a is 1.
- b is 1.
- a is 0.
- b 0.
- L11 is a monocyclic or polycyclic alkylene group having 1 to 30 carbon atoms;
- L11 is a monocyclic or polycyclic alkylene group having 1 to 20 carbon atoms;
- L11 is a methylene group substituted or unsubstituted with a methyl group; Isopropylene group; A phenylene group substituted or unsubstituted with a methyl group or phenyl group; divalent naphthalene group; Or it is a divalent fluorene group.
- l11 is 1.
- l11 is 2, and the two L11 are the same or different from each other.
- l11 is 3, and the three L11 are the same as or different from each other.
- X11 is O.
- X12 is O.
- X13 is O.
- X14 is O.
- Z11 and Z12 are the same as or different from each other, and are each independently a linear or branched alkylene group having 1 to 30 carbon atoms.
- Z11 and Z12 are the same or different from each other, and are each independently a straight-chain or branched alkylene group having 1 to 20 carbon atoms.
- Z11 and Z12 are ethylene groups.
- a' is 1.
- b' is 1.
- a' is 0.
- b' is 0.
- the polycarbonate resin has both terminal groups -OH; -SH; -CO 2 CH 3 ; -Cl; Or it may have -OC 6 H 5 .
- the weight average molecular weight of the polycarbonate resin is 5,000 g/mol to 500,000 g/mol, preferably 8,000 g/mol to 400,000 g/mol, 10,000 g/mol to 350,000 g/mol. mol, from 11,000 g/mol to 300,000 g/mol. More preferably, it is 12,000 g/mol to 250,000 g/mol, 13,000 g/mol to 200,000 g/mol, 14,000 g/mol to 150,000 g/mol, and 15,000 g/mol to 100,000 g/mol.
- the number average molecular weight of the polycarbonate resin is 2,000 g/mol to 300,000 g/mol, 4,000 g/mol to 250,000 g/mol, 5,000 g/mol to 210,000 g/mol, and 6,000 g/mol. g/mol to 180,000 g/mol, 6,500 g/mol to 150,000 g/mol, 7,000 g/mol to 120,000 g/mol, 7,000 g/mol to 90,000 g/mol, preferably 8,000 g/mol to 60,000 g/ It is mol.
- the polycarbonate resin When the polycarbonate resin satisfies the above-described weight average molecular weight range and number average molecular weight range, the polycarbonate resin may have optimal fluidity and processability.
- the weight average molecular weight (Mw) of the polycarbonate resin and the oligomer used in its production was determined by gel permeation chromatography (GPC) using a polystyrene standard (PS standard) using the Agilent 1200 series. It can be measured. Specifically, it can be measured using an Agilent 1200 series instrument using a Polymer Laboratories PLgel MIX-B 300mm long column. At this time, the measurement temperature is 40°C, the solvent used is tetrahydrofuran (THF), and the flow rate is 1mL/mL. It is min.
- Samples of polycarbonate resin or oligomer are each prepared at a concentration of 10 mg/10 mL, then supplied in an amount of 10 ⁇ L, and the weight average molecular weight (Mw) value is derived using a calibration curve formed using a polystyrene standard.
- Mw weight average molecular weight
- nine types of molecular weights (g/mol) of polystyrene standard products are used: 2,000 / 10,000 / 30,000 / 70,000 / 200,000 / 700,000 / 2,000,000 / 4,000,000 / 10,000,000.
- the glass transition temperature (Tg) of the polycarbonate resin may be 90°C to 200°C. Or it may be 110°C to 190°C. Preferably, it may be 100°C to 190°C, or 120°C to 180°C, specifically 126.3°C to 178.4°C.
- the polycarbonate resin satisfies the above glass transition temperature range, it has excellent heat resistance and injection properties, and when producing a polycarbonate resin composition by mixing it with a resin having a glass transition temperature different from the above-mentioned range, the glass transition temperature It is easy to control and can satisfy the physical properties desired in this specification.
- the glass transition temperature (Tg) can be measured using differential scanning calorimetry (DSC). Specifically, the glass transition temperature is obtained by heating 5.5 mg to 8.5 mg of the polycarbonate resin sample to 270 ° C. under a nitrogen atmosphere, then heating it at a temperature increase rate of 10 ° C./min during the second heating after cooling, and scanning it. It can be measured.
- DSC differential scanning calorimetry
- the refractive index of the polycarbonate resin measured at a wavelength of 587 nm is 1.50 to 1.75.
- the refractive index may be preferably 1.64 to 1.712, and more preferably 1.6456 to 1.7015. If the resin satisfies the above refractive index, it is possible to manufacture a thin and light optical lens when applied to a molded product such as an optical lens.
- the Abbe number measured and calculated at wavelengths of 486, 587, and 656 nm of the resin may be 5 to 45. Preferably it may be 10 to 25, more preferably 15 to 23, or 15.0 to 21.3.
- the Abbe number is specifically calculated by measuring the refractive indices (n D , n F, n C ) at D (587 nm), F (486 nm), and C (656 nm) wavelengths at 20°C, respectively, and using the formula below. You can get Abbe's number.
- the refractive index can be measured using a prism coupler method, for example, SPA-3DR from SAIRON technology can be used, but is not limited to this.
- the refractive index can be calculated by measuring the change in the amount of light reflected from a sample prepared by flattening the resin by placing a slide glass on a heating plate at 200°C.
- a manufactured sample is brought into contact with a prism and a laser is incident on the prism, it is mostly totally reflected.
- an evanescent field is generated at the boundary and the light is coupled.
- the prism coupler can automatically calculate the refractive index of the film from the parameters related to the polarization mode of light and the refractive index of the prism and substrate.
- An exemplary embodiment of the present specification includes a compound of Formula 1a below; and polymerizing a composition for producing a polycarbonate resin containing a polycarbonate precursor.
- R1 and R2 are different from each other and are each independently hydrogen; heavy hydrogen; halogen group; Cyano group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted silyl group; Aryl group substituted or unsubstituted with deuterium, halogen group, hydroxy group, cyano group, alkyl group, cycloalkyl group, alkoxy group, alkenyl group, aryloxy group, arylthio group, alkylthio group, aryl group, or heteroaryl group; Or a substituted or unsubstituted heteroaryl group,
- r1 and r2 are each integers of 1 to 4, and when r1 is 2 or more, the 2 or more R1s are the same as or different from each other, and when the r2 is 2 or more, the 2 or more R2s are the same or different from each other,
- L1 and L2 are the same or different from each other and are each independently a substituted or unsubstituted arylene group.
- X1 to X4 are the same as or different from each other, and are each independently O; or S,
- Z1 and Z2 are the same or different from each other and are each independently a substituted or unsubstituted alkylene group; Or a substituted or unsubstituted cycloalkylene group,
- a and b are the same or different from each other, and are each independently an integer of 1 to 10, and when a and b are each 2 or more, the structures in each parenthesis are the same or different from each other.
- the method for producing the polycarbonate resin further includes a compound of the following formula 2a, and the compound of the formula 1a and the formula 2a are 0.01 mole% to 100 mole%: 99.99 mole% to 0 mole % included. Specifically, it includes 0.01 mole% to 99.99 mole%: 99.99 mole% to 0.01 mole%. More specifically, 0.1 mole% to 99.9 mole%: 99.9 mole% to 0.1 mole%, 1 mole% to 99 mole%: 99 mole% to 1 mole%, 5 mole% to 90 mole%: 5 mole% to 90 mole%. do.
- L11 is a substituted or unsubstituted alkylene group; Substituted or unsubstituted cycloalkylene group; A substituted or unsubstituted, condensed ring group of a divalent aromatic hydrocarbon ring and an aliphatic hydrocarbon ring; Or a substituted or unsubstituted arylene group,
- l11 is an integer from 1 to 5, and when l11 is 2 or more, the 2 or more L11 are the same or different from each other,
- X11 to X14 are the same as or different from each other, and are each independently O; or S,
- Z11 and Z12 are the same or different from each other, and are each independently a substituted or unsubstituted alkylene group; Or a substituted or unsubstituted cycloalkylene group,
- a' and b' are the same or different from each other, and are each independently integers from 0 to 10, and when a' and b' are each 2 or more, the structures in each parenthesis are the same or different from each other.
- An exemplary embodiment of the present specification includes a compound of Formula 1a; and polymerizing a composition for producing a polycarbonate resin containing a polycarbonate precursor.
- a composition for producing a polycarbonate resin containing a polycarbonate precursor When it contains the compound of Formula 1a, it is easy to polymerize, has a wide range of refractive index or a high refractive index depending on the substituent, and has a wide range of glass transition temperature.
- An exemplary embodiment of the present specification includes a compound of Formula 1a; A compound of formula 2a above; and polymerizing a composition for producing a polycarbonate resin containing a polycarbonate precursor.
- the compound of Formula 1a and Formula 2a are included in an amount of 0.01 mole% to 100 mole%: 99.99 mole% to 0 mole%. Specifically, it includes 0.01 mole% to 99.99 mole%: 99.99 mole% to 0.01 mole%. More specifically, 0.1 mole% to 99.9 mole%: 99.9 mole% to 0.1 mole%, 1 mole% to 99 mole%: 99 mole% to 1 mole%, 5 mole% to 90 mole%: 5 mole% to 90 mole%. do.
- the composition for producing the polycarbonate resin may further include a solvent.
- the solvent may be, for example, diphenyl ether, dimethylacetamide, or methanol, but is not limited thereto, and those applied in the art may be appropriately employed.
- the solvent may be included in an amount of 5 to 60 parts by weight based on 100 parts by weight of the composition for producing the resin.
- the solvent may preferably be included in an amount of 5 parts by weight to 50 parts by weight, 7 parts by weight to 45 parts by weight, or 8 parts by weight to 40 parts by weight based on 100 parts by weight of the composition for preparing the resin.
- the compound of Formula 2a may be any one of the following compounds, but is not limited thereto.
- the compound of Formula 1a may be included in an amount of 1 part by weight to 100 parts by weight and 1 part by weight to 99 parts by weight based on 100 parts by weight of the composition for producing a polycarbonate resin.
- the compound of Formula 1a is preferably used 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 100 parts by weight of the composition for producing the polycarbonate resin. It may be included in an amount of from 10 to 10 parts by weight.
- the compound of Formula 2a may be included in an amount of 0 to 99 parts by weight, or 1 to 99 parts by weight, based on 100 parts by weight of the composition for producing the polycarbonate resin.
- the compound of Formula 2a is preferably used 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 100 parts by weight of the composition for producing the polycarbonate resin. It may be included in an amount of from 10 to 10 parts by weight.
- the polycarbonate precursor may be included in an amount of 1 to 60 parts by weight based on 100 parts by weight of the composition for producing the polycarbonate resin.
- the polycarbonate precursor may preferably be included in an amount of 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 the polycarbonate resin. .
- the polycarbonate precursor has the following formula A.
- Rb1 and Rb2 are the same or different from each other and are each independently a halogen group; Substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group,
- a1 and a2 are 0 or 1, respectively.
- Rb1 and Rb2 are the same or different from each other, and are each independently a halogen group; A substituted or unsubstituted straight-chain or branched alkyl group having 1 to 30 carbon atoms; Or it is a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.
- Rb1 and Rb2 are the same or different from each other, and are each independently a halogen group; A substituted or unsubstituted straight-chain or branched alkyl group having 1 to 20 carbon atoms; Or it is a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.
- Rb1 and Rb2 are the same or different from each other, and are each independently a halogen group; A straight or branched alkyl group having 1 to 30 carbon atoms; Or it is a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.
- Rb1 and Rb2 are the same or different from each other, and are each independently a halogen group; A straight or branched alkyl group having 1 to 20 carbon atoms; Or it is a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.
- Rb1 and Rb2 are the same as or different from each other, and are each independently -Cl; methyl group; ethyl group; n-propyl group; isopropyl group; n-butyl group; Or it is a phenyl group.
- Formula A is any one selected from the following compounds.
- the precursor (terephthalate) is the precursor of polycarbonate resin (carbonate). ), so it accounts for a high proportion of the resin weight.
- the precursor lowers the concentration of diol monomer that realizes high refractive index, so the refractive index of polycarbonate resin is relatively higher than that of polyester resin.
- the structural characteristics of polyester resin include a longer conjugate bond, and the disadvantage is that the yellow index is generally high due to intramolecular hydrogen bonding.
- the polycarbonate precursor serves to connect additional comonomers as needed.
- Other specific examples that can be applied in addition to the compound represented by Formula A include phosgene, triphosgene, diphosgene, bromophosgene, dimethyl carbonate, Diethyl carbonate, dibutyl carbonate, dicyclohexyl carbonate, ditoryl carbonate, bis (chlorophenyl) carbonate, m-cresyl carbonate, dinaphthyl carbonate, bis (diphenyl) carbonate or bishaloformate, etc. Any one or a mixture of two or more of these can be used.
- the polycarbonate resin is preferably polymerized from the compound of Formula 1a and the polycarbonate precursor of Formula A.
- the unit of Formula 1 described above can be formed by polymerizing the compound of Formula 1a and the polycarbonate precursor of Formula A.
- the compound of Formula 1a may be used in an amount of 1 to 100 mole parts, or 1 mole part to 99 mole parts, based on 100 mole parts of the total monomers constituting the polycarbonate resin containing the unit of Formula 1.
- the polycarbonate precursor of Chemical Formula A may be used in an amount of 50 to 150 molar parts based on 100 molar parts of all monomers of the compound of Chemical Formula 1a constituting the resin.
- the polycarbonate resin may further include a unit of Formula 2 above.
- the unit of Formula 2 described above can be formed by polymerizing the compound of Formula 2a and the polycarbonate precursor of Formula A.
- the compound of Formula 2a may be used in an amount of 0 mole part to 99 mole part, or 1 mole part to 99 mole part, based on 100 mole parts of the total monomers constituting the polycarbonate resin containing the unit of Formula 2.
- the polycarbonate precursor of Chemical Formula A may be used in an amount of 50 to 150 molar parts based on 100 molar parts of the total monomers of the compound of Chemical Formula 2a constituting the resin.
- the polymerization is preferably performed by melt polycondensation.
- a catalyst can be further applied as needed using the composition for producing a polycarbonate resin, and melt polycondensation is performed while removing by-products by transesterification under heating, additionally under normal pressure or reduced pressure. It may be done.
- the catalyst may be a material generally applied in the technical field.
- the melt polycondensation method includes the compound of Formula 1a; And it is preferable to carry out the reaction in a state where the polycarbonate precursor is melted in a reaction vessel and then by-produced compounds are retained.
- the preparation method may further include the compound of Formula 2a.
- the pressure can be controlled by blocking the reaction device, reducing the pressure, or pressurizing the reactor.
- the reaction time of this step is 20 minutes or more and 600 minutes or less, preferably 40 minutes or more and 450 minutes or less, and more preferably 60 minutes or more and 300 minutes or less.
- the resin finally obtained has a low content of high molecular weight substances.
- the by-produced compounds are allowed to remain in the reaction vessel for a certain period of time, the final resin obtained has a high content of high molecular weight substances.
- the melt polycondensation method may be carried out continuously or in a batch manner.
- the reaction device used to carry out the reaction may be a vertical type equipped with an anchor-type stirring blade, a max blend stirring blade, a helical ribbon-type stirring blade, etc., or a horizontal type equipped with a paddle blade, a grid blade, a glasses blade, etc. It may be an extruder type equipped with a screw.
- taking into account the viscosity of the polymer it is preferably performed by using a reaction device that appropriately combines these reaction devices.
- the catalyst may be removed or deactivated in order to maintain thermal stability and hydrolysis stability after the polymerization reaction is completed.
- a method of deactivating the catalyst by adding an acidic substance known in the art can be preferably carried out.
- 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; phosphorous 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; Phosphate esters such as triphenyl phosphate, diphenyl
- the acidic substance may be used in an amount of 0.1 mole part to 5 mole part, preferably 0.1 mole part to 1 mole part, based on 100 mole part of the catalyst.
- the acidic substance is less than 0.1 mole part, the deactivating effect becomes insufficient and is not preferable. Additionally, if it exceeds 5 molar parts, the heat resistance of the resin decreases and the molded article becomes prone to coloring, which is not preferable.
- a process of devolatilizing and removing the low boiling point compound in the resin may be further performed at a pressure of 0.1 mmHg to 1 mmHg and a temperature of 200°C to 350°C.
- a horizontal device or a thin film evaporator equipped with stirring blades with excellent surface renewal ability, such as paddle blades, grid blades, or spectacle blades, is preferably used.
- the resin of this specification preferably has as little foreign matter content as possible, and filtration of molten raw materials, filtration of catalyst liquid, etc. are preferably performed.
- the mesh of the filter used for the filtration is preferably 5 ⁇ m or less, and more preferably 1 ⁇ m or less. Additionally, filtration of the resulting resin using a polymer filter is preferably performed.
- the mesh of the polymer filter is preferably 100 ⁇ m or less, and more preferably 30 ⁇ m or less.
- the process of collecting the resin pellets must be in a low dust environment, preferably in class 6 or lower, and more preferably in class 5 or lower.
- molding methods for molded articles containing the polycarbonate resin include, but are not limited to, injection molding, compression molding, molding, roll processing, extrusion molding, and stretching.
- Another embodiment of the present specification provides a polycarbonate resin composition containing a resin according to the above-described embodiments.
- the polycarbonate resin may be included in an amount of 1 to 80 parts by weight based on 100 parts by weight of the polycarbonate resin composition.
- the polycarbonate resin composition may further include a solvent.
- the solvent may be, for example, dimethylacetamide or 1,2-dichlorobenzene.
- the solvent may be included in an amount of 20 to 99 parts by weight based on 100 parts by weight of the polycarbonate resin composition.
- the polycarbonate resin composition may further include additional monomers in addition to the compound of Formula 1a.
- the additional monomer is not particularly limited, and monomers generally applied in the art related to polycarbonate may be appropriately employed as long as they do not change the main physical properties of the polycarbonate resin composition.
- the additional monomer may be used in an amount of 1 to 50 mole parts based on 100 mole parts of the total monomers constituting the resin containing the unit of Formula 1.
- the polycarbonate resin composition may optionally contain additives such as antioxidants, plasticizers, antistatic agents, nucleating agents, flame retardants, lubricants, impact modifiers, fluorescent whiteners, ultraviolet absorbers, pigments and dyes. It may additionally include one or more species selected from the group consisting of.
- the additive may be included in an amount of 1 to 99 parts by weight based on 100 parts by weight of the polycarbonate resin composition.
- antioxidants plasticizers, antistatic agents, nucleating agents, flame retardants, lubricants, impact modifiers, fluorescent whitening agents, ultraviolet absorbers, pigments or dyes are not particularly limited, and those applicable in the art may be appropriately employed.
- Another embodiment of the present specification provides a molded article containing a resin composition according to the above-described embodiments.
- the molded article may be manufactured from the polycarbonate resin composition or a cured product thereof.
- the resin containing the unit of Formula 1 and the additive are mixed well using a mixer, then extruded using an extruder to produce a pellet, and the pellet is dried and then processed using an injection molding machine. It may include an injection step.
- the molded article is an optical lens.
- the thickness of the optical lens is 0.1 ⁇ m to 30mm.
- the position of the focus of light at the same thickness of the optical lens varies depending on the difference in refractive index. This is shown in Figure 1. This changes the position of focus between the camera lens, image sensor, eyeglass lens, and human pupil, and as the refractive index increases to focus at the same position, the thickness of the lens and film becomes thinner.
- the optical lens according to an exemplary embodiment of the present specification has a high refractive index and can implement a thin optical lens.
- the optical lens is manufactured using the polycarbonate resin, is thin, has a high refractive index and high transparency, and can preferably be applied to a camera.
- the molded article is an optical film or an optical thin film.
- the optical film or optical thin film is manufactured using the polycarbonate resin, has a thin thickness, has excellent light collection and light diffusion effects, and can preferably be applied to a backlight module of a liquid crystal display, a flat lens, a metalens, etc. .
- the thickness of the optical film or optical thin film is 0.1 nm to 10 mm.
- the molded article is an optical resin.
- the optical resin is manufactured using the polycarbonate resin, has a thin thickness, and has a high refractive index and low birefringence, resulting in low light loss.
- the optical resin according to an exemplary embodiment of the present specification has a high refractive index and a low birefringence and thus has low optical loss.
- the optical resin according to an exemplary embodiment of the present specification has a glass transition temperature of 90°C to 200°C, which is not very high or low in heat resistance compared to conventional optical materials, is easy to process, and exhibits excellent heat resistance properties. If the glass transition temperature exceeds 200°C, the melt flow index increases, making processing difficult, and if the glass transition temperature is less than 90°C, low heat resistance results in poor weather resistance due to the external environment. Accordingly, there are few optical resins according to an embodiment of the present specification that have appropriate thermal properties and implement a high refractive index.
- Monomer 1-1 (66.48 g (0.1009 mol)) and 21.422 g (0.100 mmol) of diphenylcarbonate were melted and reacted at 250°C for 5 hours. As the reaction progressed, phenol was generated as a by-product, and the degree of reduced pressure was adjusted to a maximum of 1 Torr to remove it. After completion of the reaction, nitrogen was blown into the reactor to create an atmospheric pressure atmosphere, and Resin 1, a polymerized polymer molten resin, was obtained.
- Resins 2 to 17 and comparative resins 1 to 3 were obtained in the same manner as in Preparation Example 1, except that the monomers in Table 1 below were used in the following molar parts instead of monomer 1-1.
- the molecular weight and molecular weight distribution of the polymerized resin sample were confirmed through gel permeation chromatography (GPC), and a thermogram was obtained using differential scanning calorimetry (DSC) to determine thermal properties.
- GPC gel permeation chromatography
- DSC differential scanning calorimetry
- an ellipsometer was used after film formation to obtain results according to the wavelength of light.
- tetrahydrofuran THF, stabilized with BHT (butylated hydroxytoluene)
- BHT butylated hydroxytoluene
- the solution prepared by filtering with a syringe filter was injected and measured at 40°C to obtain the results, which are listed in Table 2 below.
- a Waters RI detector was used, and two columns were Agilent PLgel MIXED-B.
- DSC Differential scanning calorimetry
- the refractive index can be measured using a prism coupler method.
- SPA-3DR from SAIRON technology can be used, but is not limited to this.
- the refractive index can be calculated by measuring the change in the amount of light reflected from a sample prepared by flattening the resin by placing a slide glass on a heating plate at 200°C.
- a manufactured sample is brought into contact with a prism and a laser is incident on the prism, it is mostly totally reflected.
- an evanescent field is generated at the boundary and the light is coupled.
- the prism coupler can automatically calculate the refractive index of the film from the parameters related to the polarization mode of light and the refractive index of the prism and substrate.
- the refractive index and Abbe number are listed in Table 2 below. Specifically, the refractive index was measured at a wavelength of 587 nm, and the Abbe number was measured by measuring the refractive indices (n D , n F , n C ) at D (587 nm), F (486 nm), and C (656 nm) wavelengths, respectively. The Abbe number was obtained using the calculation formula below.
- Mn is the number average molecular weight
- Mw is the weight average molecular weight
- PDI polydispersity index
- RI is the refractive index
- Tg is the glass transition temperature
- the refractive index is a value measured at a wavelength of 587 nm.
- the resin according to the embodiment of the present invention includes a unit of the formula 1, and in particular, the benzene ring of the fluorene core structure of the formula 1 is substituted with an electron-rich substituent of R1 to form a fluorene core.
- the electron density of the structure is high, so the refractive index of polycarbonate resin containing it is improved.
- the glass transition temperature (Tg) and refractive index can be adjusted, and the chain behavior of the polycarbonate resin can be made flexible, allowing for injection processing of molded products. There are beneficial technical effects.
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Abstract
Description
No | 수지의 조성(몰부) | ||||||||
모노머 1-1 | 모노머 2-1 | 모노머 2-2 | 모노머 2-3 |
모노머 2-4 | 모노머 2-5 | 모노머 2-6 | 모노머 2-7 | 모노머 2-8 | |
수지 1 | 100 | ||||||||
수지 2 | 20 | 80 | |||||||
수지 3 | 20 | 80 | |||||||
수지 4 | 20 | 80 | |||||||
수지 5 | 20 | 80 | |||||||
수지 6 | 5 | 62 | 8 | 25 | |||||
수지 7 | 5 | 22 | 37 | 36 | |||||
수지 8 | 5 | 45 | 39 | 11 | |||||
수지 9 | 5 | 28 | 38 | 29 | |||||
수지 10 | 5 | 35 | 40 | 20 | |||||
수지 11 | 5 | 68 | 21 | 6 | |||||
수지 12 | 5 | 10 | 65 | 20 | |||||
수지 13 | 5 | 50 | 40 | 5 | |||||
수지 14 | 5 | 45 | 40 | 10 | |||||
수지 15 | 5 | 5 | 10 | 80 | |||||
수지 16 | 5 | 5 | 40 | 50 | |||||
수지 17 | 5 | 15 | 10 | 70 |
No. | Mn (g/mol) |
Mw (g/mol) |
PDI | RI (587nm) |
Tg(℃) | 아베수 |
수지 1 | 23000 | 43000 | 1.87 | 1.7015 | 178.4 | 15.0 |
수지 2 | 18000 | 32000 | 1.78 | 1.6894 | 170.4 | 16.2 |
수지 3 | 12000 | 22000 | 1.83 | 1.6633 | 154.2 | 20.1 |
수지 4 | 13000 | 24000 | 1.85 | 1.6749 | 126.3 | 18.7 |
수지 5 | 11000 | 18000 | 1.64 | 1.6456 | 151.0 | 21.1 |
수지 6 | 17000 | 30000 | 1.76 | 1.6800 | 153.5 | 18.6 |
수지 7 | 15000 | 26000 | 1.73 | 1.6685 | 141.6 | 19.8 |
수지 8 | 18000 | 32000 | 1.78 | 1.6687 | 144.3 | 18.7 |
수지 9 | 20000 | 38000 | 1.90 | 1.6503 | 139.7 | 21.3 |
수지 10 | 16000 | 28000 | 1.75 | 1.6690 | 142.0 | 19.1 |
수지 11 | 15000 | 26000 | 1.73 | 1.6801 | 155.9 | 18.2 |
수지 12 | 17000 | 31000 | 1.82 | 1.6600 | 136.2 | 20.4 |
수지 13 | 18000 | 34000 | 1.89 | 1.6700 | 150.9 | 19.5 |
수지 14 | 14000 | 23000 | 1.64 | 1.6690 | 158.7 | 19.7 |
수지 15 | 13000 | 24000 | 1.85 | 1.6600 | 174.4 | 20.4 |
수지 16 | 14000 | 22000 | 1.57 | 1.6820 | 166.4 | 17.2 |
수지 17 | 12000 | 20000 | 1.67 | 1.6920 | 170.5 | 16.1 |
Claims (12)
- 하기 화학식 1의 단위를 포함하는 폴리카보네이트 수지:[화학식 1]상기 화학식 1에 있어서,R1 및 R2는 서로 상이하고, 각각 독립적으로 수소; 중수소; 할로겐기; 시아노기; 치환 또는 비치환된 알킬기; 치환 또는 비치환된 시클로알킬기; 치환 또는 비치환된 알콕시기; 치환 또는 비치환된 실릴기; 중수소, 할로겐기, 히드록시기, 시아노기, 알킬기, 시클로알킬기, 알콕시기, 알케닐기, 아릴옥시기, 아릴티오기, 알킬티오기, 아릴기, 또는 헤테로아릴기로 치환 또는 비치환된 아릴기; 또는 치환 또는 비치환된 헤테로아릴기이고,r1 및 r2은 각각 1 내지 4의 정수이며, 상기 r1이 2 이상인 경우, 상기 2 이상의 R1은 서로 같거나 상이하고, 상기 r2이 2 이상인 경우, 상기 2 이상의 R2은 서로 같거나 상이하고,L1 및 L2는 서로 같거나 상이하고, 각각 독립적으로 치환 또는 비치환된 아릴렌기이며X1 내지 X4는 서로 같거나 상이하고, 각각 독립적으로 O; 또는 S이며,Z1 및 Z2는 서로 같거나 상이하고, 각각 독립적으로 치환 또는 비치환된 알킬렌기; 또는 치환 또는 비치환된 시클로알킬렌기이고,a 및 b는 서로 같거나 상이하고, 각각 독립적으로 1 내지 10의 정수이며, 상기 a 및 b가 각각 2 이상인 경우 각 괄호 안의 구조는 서로 같거나 상이하며,*은 수지의 주쇄에 연결되는 부위를 의미한다.
- 청구항 1에 있어서, 상기 폴리카보네이트 수지는 하기 화학식 2의 단위를 더 포함하는 것인 폴리카보네이트 수지:[화학식 2]상기 화학식 2에 있어서,L11은 치환 또는 비치환된 알킬렌기; 치환 또는 비치환된 시클로알킬렌기; 치환 또는 비치환되고, 2가의 방향족 탄화수소고리와 지방족 탄화수소고리의 축합고리기; 또는 치환 또는 비치환된 아릴렌기이며,l11은 1 내지 5의 정수이며, 상기 l11이 2 이상인 경우, 상기 2 이상의 L11은 서로 같거나 상이하고,X11 내지 X14는 서로 같거나 상이하고, 각각 독립적으로 O; 또는 S이며,Z11 및 Z12는 서로 같거나 상이하고, 각각 독립적으로 치환 또는 비치환된 알킬렌기; 또는 치환 또는 비치환된 시클로알킬렌기이고,a' 및 b'는 서로 같거나 상이하고, 각각 독립적으로 0 내지 10의 정수이며, 상기 a' 및 b'가 각각 2 이상인 경우 각 괄호 안의 구조는 서로 같거나 상이하며,*은 수지의 주쇄에 연결되는 부위를 의미한다.
- 청구항 1에 있어서, 상기 R1 및 R2는 서로 상이하고, 각각 독립적으로 수소; 또는 비치환된 탄소수 6 내지 30의 단환 또는 다환의 아릴기이며,상기 L1 및 L2는 서로 같거나 상이하고, 각각 독립적으로 탄소수 6 내지 30의 단환 또는 다환의 아릴렌기이고,상기 X1 내지 X4는 O이고,상기 Z1 및 Z2는 서로 같거나 상이하고, 각각 독립적으로 탄소수 1 내지 30의 직쇄 또는 분지쇄의 알킬렌기인 것인 폴리카보네이트 수지.
- 청구항 1에 있어서, 상기 폴리카보네이트 수지의 중량평균 분자량(Mw)은 5,000 g/mol 내지 500,000 g/mol인 것인 폴리카보네이트 수지.
- 청구항 1에 있어서, 상기 폴리카보네이트 수지의 파장 587nm에서 측정된 굴절률은 1.50 내지 1.75인 것인 폴리카보네이트 수지.
- 청구항 1에 있어서, 상기 폴리카보네이트 수지의 유리 전이 온도(Tg)는 90℃ 내지 200℃인 것인 폴리카보네이트 수지.
- 청구항 1에 있어서, 상기 폴리카보네이트 수지의 파장 486, 587, 및 656nm 에서 측정된 아베수는 5 내지 45인 것인 폴리카보네이트 수지.
- 하기 화학식 1a의 화합물; 및폴리카보네이트 전구체를 포함하는 폴리카보네이트 수지 제조용 조성물을 중합하는 단계를 포함하는 청구항 1 내지 7 중 어느 한 항에 따른 폴리카보네이트 수지의 제조방법:[화학식 1a]상기 화학식 1a에 있어서,R1 및 R2는 서로 상이하고, 각각 독립적으로 수소; 중수소; 할로겐기; 시아노기; 치환 또는 비치환된 알킬기; 치환 또는 비치환된 시클로알킬기; 치환 또는 비치환된 알콕시기; 치환 또는 비치환된 실릴기; 중수소, 할로겐기, 히드록시기, 시아노기, 알킬기, 시클로알킬기, 알콕시기, 알케닐기, 아릴옥시기, 아릴티오기, 알킬티오기, 아릴기, 또는 헤테로아릴기로 치환 또는 비치환된 아릴기; 또는 치환 또는 비치환된 헤테로아릴기이고,r1 및 r2은 각각 1 내지 4의 정수이며, 상기 r1이 2 이상인 경우, 상기 2 이상의 R1은 서로 같거나 상이하고, 상기 r2이 2 이상인 경우, 상기 2 이상의 R2은 서로 같거나 상이하고,L1 및 L2는 서로 같거나 상이하고, 각각 독립적으로 치환 또는 비치환된 아릴렌기이며X1 내지 X4는 서로 같거나 상이하고, 각각 독립적으로 O; 또는 S이며,Z1 및 Z2는 서로 같거나 상이하고, 각각 독립적으로 치환 또는 비치환된 알킬렌기; 또는 치환 또는 비치환된 시클로알킬렌기이고,a 및 b는 서로 같거나 상이하고, 각각 독립적으로 1 내지 10의 정수이며, 상기 a 및 b가 각각 2 이상인 경우 각 괄호 안의 구조는 서로 같거나 상이하다.
- 청구항 8에 있어서, 상기 폴리카보네이트 수지의 제조 방법은 하기 화학식 2a의 화합물을 더 포함하고, 상기 화학식 1a의 화합물 및 상기 화학식 2a는 0.01 mole% 내지 100 mole% : 99.99 mole% 내지 0mole% 포함되는 것인 폴리카보네이트 수지의 제조방법:[화학식 2a]상기 화학식 2a에 있어서,L11은 치환 또는 비치환된 알킬렌기; 치환 또는 비치환된 시클로알킬렌기; 치환 또는 비치환되고, 2가의 방향족 탄화수소고리와 지방족 탄화수소고리의 축합고리기; 또는 치환 또는 비치환된 아릴렌기이며,l11은 1 내지 5의 정수이며, 상기 l11이 2 이상인 경우, 상기 2 이상의 L11은 서로 같거나 상이하고,X11 내지 X14는 서로 같거나 상이하고, 각각 독립적으로 O; 또는 S이며,Z11 및 Z12는 서로 같거나 상이하고, 각각 독립적으로 치환 또는 비치환된 알킬렌기; 또는 치환 또는 비치환된 시클로알킬렌기이고,a' 및 b'는 서로 같거나 상이하고, 각각 독립적으로 0 내지 10의 정수이며, 상기 a' 및 b'가 각각 2 이상인 경우 각 괄호 안의 구조는 서로 같거나 상이하다.
- 청구항 1 내지 8 중 어느 한항에 따른 폴리카보네이트 수지를 포함하는 폴리카보네이트 수지 조성물.
- 청구항 11에 따른 폴리카보네이트 수지 조성물을 포함하는 성형품.
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KR20220035977A (ko) | 2017-08-11 | 2022-03-22 | 아이디에이씨 홀딩스, 인크. | 다수의 액세스 네트워크 간의 트래픽 조종 및 스위칭 |
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2023
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- 2023-02-08 CN CN202380012279.2A patent/CN117500862A/zh active Pending
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JPH06214408A (ja) * | 1993-01-13 | 1994-08-05 | Fuji Xerox Co Ltd | 電子写真感光体 |
KR20220035977A (ko) | 2017-08-11 | 2022-03-22 | 아이디에이씨 홀딩스, 인크. | 다수의 액세스 네트워크 간의 트래픽 조종 및 스위칭 |
KR20190140074A (ko) * | 2017-08-30 | 2019-12-18 | 데이진 가부시키가이샤 | 열가소성 수지 및 광학 부재 |
KR20200067893A (ko) * | 2017-12-28 | 2020-06-12 | 데이진 가부시키가이샤 | 폴리(에스테르)카보네이트, 및 폴리(에스테르)카보네이트의 제조 방법 |
JP2020117610A (ja) * | 2019-01-23 | 2020-08-06 | 帝人株式会社 | 熱可塑性樹脂および光学部材 |
CN112250852A (zh) * | 2020-09-14 | 2021-01-22 | 万华化学集团股份有限公司 | 一种聚碳酸酯树脂、制备方法及形成的光学部件 |
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See also references of EP4339224A4 |
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KR20230138398A (ko) | 2023-10-05 |
US20240150521A1 (en) | 2024-05-09 |
EP4339224A4 (en) | 2024-05-15 |
JP2024521434A (ja) | 2024-05-31 |
TW202402878A (zh) | 2024-01-16 |
EP4339224A1 (en) | 2024-03-20 |
CN117500862A (zh) | 2024-02-02 |
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