CA1062394A - Polycarbonates de phenolphthaleine et d'un compose aromatique dihydroxyle - Google Patents

Polycarbonates de phenolphthaleine et d'un compose aromatique dihydroxyle

Info

Publication number: CA1062394A
Authority: CA; Canada
Prior art keywords: phenolphthalein; polymer; mole ratio; bis; hydroxyphenyl
Prior art date: 1975-08-20
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA259,476A

Other languages

English (en)

Inventor

Joseph M. Baggett

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Dow Chemical Co

Original Assignee

Dow Chemical Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1975-08-20

Filing date

1976-08-19

Publication date

1979-09-11

1976-08-19 Application filed by Dow Chemical Co filed Critical Dow Chemical Co

1979-09-11 Application granted granted Critical

1979-09-11 Publication of CA1062394A publication Critical patent/CA1062394A/fr

Status Expired legal-status Critical Current

Links

239000004417 polycarbonate Substances 0.000 title abstract description 19
229920000515 polycarbonate Polymers 0.000 title abstract description 15
150000001491 aromatic compounds Chemical class 0.000 title abstract description 9
KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 claims abstract description 83
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 31
238000005227 gel permeation chromatography Methods 0.000 claims description 26
239000004431 polycarbonate resin Substances 0.000 claims description 10
229920005668 polycarbonate resin Polymers 0.000 claims description 10
229920005989 resin Polymers 0.000 claims description 9
239000011347 resin Substances 0.000 claims description 9
150000001875 compounds Chemical class 0.000 claims description 5
229920001169 thermoplastic Polymers 0.000 claims description 3
239000004416 thermosoftening plastic Substances 0.000 claims description 3
229920001577 copolymer Polymers 0.000 abstract description 19
229920000642 polymer Polymers 0.000 description 61
229960005382 phenolphthalein Drugs 0.000 description 37
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 33
238000000034 method Methods 0.000 description 29
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
238000005259 measurement Methods 0.000 description 16
239000000243 solution Substances 0.000 description 15
238000012360 testing method Methods 0.000 description 14
-1 phenolphthalein radicals Chemical class 0.000 description 12
229940073584 methylene chloride Drugs 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 8
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
229920001519 homopolymer Polymers 0.000 description 8
239000002904 solvent Substances 0.000 description 7
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
238000010438 heat treatment Methods 0.000 description 5
239000000203 mixture Substances 0.000 description 5
150000002989 phenols Chemical class 0.000 description 5
239000002244 precipitate Substances 0.000 description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
230000000694 effects Effects 0.000 description 4
238000005187 foaming Methods 0.000 description 4
239000007789 gas Substances 0.000 description 4
239000004033 plastic Substances 0.000 description 4
229920003023 plastic Polymers 0.000 description 4
239000000047 product Substances 0.000 description 4
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
238000003756 stirring Methods 0.000 description 4
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
238000007792 addition Methods 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
239000011324 bead Substances 0.000 description 3
239000000835 fiber Substances 0.000 description 3
230000006872 improvement Effects 0.000 description 3
238000002347 injection Methods 0.000 description 3
239000007924 injection Substances 0.000 description 3
239000000463 material Substances 0.000 description 3
239000000155 melt Substances 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
239000011148 porous material Substances 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
239000000376 reactant Substances 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical group OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 2
MMWCQWOKHLEYSP-UHFFFAOYSA-N BisPhenol A bis(chloroformate) Chemical compound C=1C=C(OC(Cl)=O)C=CC=1C(C)(C)C1=CC=C(OC(Cl)=O)C=C1 MMWCQWOKHLEYSP-UHFFFAOYSA-N 0.000 description 2
239000004215 Carbon black (E152) Substances 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 2
238000000149 argon plasma sintering Methods 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
238000001816 cooling Methods 0.000 description 2
230000007423 decrease Effects 0.000 description 2
230000001419 dependent effect Effects 0.000 description 2
238000009826 distribution Methods 0.000 description 2
239000003480 eluent Substances 0.000 description 2
238000010828 elution Methods 0.000 description 2
229920003247 engineering thermoplastic Polymers 0.000 description 2
235000019441 ethanol Nutrition 0.000 description 2
238000001914 filtration Methods 0.000 description 2
DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
239000000178 monomer Substances 0.000 description 2
238000000465 moulding Methods 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
238000010926 purge Methods 0.000 description 2
150000003254 radicals Chemical class 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
238000007665 sagging Methods 0.000 description 2
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
239000006228 supernatant Substances 0.000 description 2
PIKCILUHSAZANP-UHFFFAOYSA-N 2,6-dibromo-4-(3,5-dibromo-4-hydroxyphenoxy)phenol Chemical compound C1=C(Br)C(O)=C(Br)C=C1OC1=CC(Br)=C(O)C(Br)=C1 PIKCILUHSAZANP-UHFFFAOYSA-N 0.000 description 1
JHJUYGMZIWDHMO-UHFFFAOYSA-N 2,6-dibromo-4-(3,5-dibromo-4-hydroxyphenyl)sulfonylphenol Chemical compound C1=C(Br)C(O)=C(Br)C=C1S(=O)(=O)C1=CC(Br)=C(O)C(Br)=C1 JHJUYGMZIWDHMO-UHFFFAOYSA-N 0.000 description 1
VMPNRGUXTRIXKP-UHFFFAOYSA-N 2,6-dibromo-4-[2-(3,5-dibromo-4-hydroxyphenyl)nonan-2-yl]phenol Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(CCCCCCC)C1=CC(Br)=C(O)C(Br)=C1 VMPNRGUXTRIXKP-UHFFFAOYSA-N 0.000 description 1
TXYQFJWVHVYIHB-UHFFFAOYSA-N 2,6-dichloro-4-(3,5-dichloro-4-hydroxyphenoxy)phenol Chemical compound C1=C(Cl)C(O)=C(Cl)C=C1OC1=CC(Cl)=C(O)C(Cl)=C1 TXYQFJWVHVYIHB-UHFFFAOYSA-N 0.000 description 1
HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
AEMSUYNOLDIJHY-UHFFFAOYSA-N 2-ethyl-4-(3-ethyl-4-hydroxyphenoxy)phenol Chemical compound C1=C(O)C(CC)=CC(OC=2C=C(CC)C(O)=CC=2)=C1 AEMSUYNOLDIJHY-UHFFFAOYSA-N 0.000 description 1
VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
SUCTVKDVODFXFX-UHFFFAOYSA-N 4-(4-hydroxy-3,5-dimethylphenyl)sulfonyl-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(S(=O)(=O)C=2C=C(C)C(O)=C(C)C=2)=C1 SUCTVKDVODFXFX-UHFFFAOYSA-N 0.000 description 1
ZGRIVKAIJRLAIC-UHFFFAOYSA-N 4-(4-hydroxy-3-methylphenoxy)-2-methylphenol Chemical compound C1=C(O)C(C)=CC(OC=2C=C(C)C(O)=CC=2)=C1 ZGRIVKAIJRLAIC-UHFFFAOYSA-N 0.000 description 1
XTEGBRKTHOUETR-UHFFFAOYSA-N 4-(4-hydroxy-3-methylphenyl)sulfonyl-2-methylphenol Chemical compound C1=C(O)C(C)=CC(S(=O)(=O)C=2C=C(C)C(O)=CC=2)=C1 XTEGBRKTHOUETR-UHFFFAOYSA-N 0.000 description 1
NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 1
XDGXPHFWSPGAIB-UHFFFAOYSA-N 4-[1-(4-hydroxy-3-methylphenyl)ethyl]-2-methylphenol Chemical compound C=1C=C(O)C(C)=CC=1C(C)C1=CC=C(O)C(C)=C1 XDGXPHFWSPGAIB-UHFFFAOYSA-N 0.000 description 1
QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
VOWWYDCFAISREI-UHFFFAOYSA-N Bisphenol AP Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=CC=C1 VOWWYDCFAISREI-UHFFFAOYSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
JJHHIJFTHRNPIK-UHFFFAOYSA-N Diphenyl sulfoxide Chemical class C=1C=CC=CC=1S(=O)C1=CC=CC=C1 JJHHIJFTHRNPIK-UHFFFAOYSA-N 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
239000004793 Polystyrene Substances 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
238000005299 abrasion Methods 0.000 description 1
238000011000 absolute method Methods 0.000 description 1
238000013019 agitation Methods 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
230000004888 barrier function Effects 0.000 description 1
230000005540 biological transmission Effects 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
238000011088 calibration curve Methods 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
230000008859 change Effects 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
238000010276 construction Methods 0.000 description 1
238000005336 cracking Methods 0.000 description 1
239000004914 cyclooctane Substances 0.000 description 1
DIOQZVSQGTUSAI-NJFSPNSNSA-N decane Chemical compound CCCCCCCCC[14CH3] DIOQZVSQGTUSAI-NJFSPNSNSA-N 0.000 description 1
230000009977 dual effect Effects 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000004519 grease Substances 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
238000009863 impact test Methods 0.000 description 1
238000001746 injection moulding Methods 0.000 description 1
229960004592 isopropanol Drugs 0.000 description 1
238000004811 liquid chromatography Methods 0.000 description 1
238000011068 loading method Methods 0.000 description 1
DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 1
ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 description 1
BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
125000005429 oxyalkyl group Chemical group 0.000 description 1
239000002245 particle Substances 0.000 description 1
RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
230000008569 process Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000004044 response Effects 0.000 description 1
238000006748 scratching Methods 0.000 description 1
230000002393 scratching effect Effects 0.000 description 1
238000004062 sedimentation Methods 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
238000005809 transesterification reaction Methods 0.000 description 1
229940086542 triethylamine Drugs 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000003643 water by type Substances 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1

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
- C08G64/20—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
- C08G64/04—Aromatic polycarbonates
- C08G64/06—Aromatic polycarbonates not containing aliphatic unsaturation

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polyesters Or Polycarbonates (AREA)

CA259,476A 1975-08-20 1976-08-19 Polycarbonates de phenolphthaleine et d'un compose aromatique dihydroxyle Expired CA1062394A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US60614975A	1975-08-20	1975-08-20

Publications (1)

Publication Number	Publication Date
CA1062394A true CA1062394A (fr)	1979-09-11

Family

ID=24426768

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA259,476A Expired CA1062394A (fr)	1975-08-20	1976-08-19	Polycarbonates de phenolphthaleine et d'un compose aromatique dihydroxyle

Country Status (8)

Country	Link
JP (1)	JPS5235295A (fr)
BE (1)	BE845330A (fr)
CA (1)	CA1062394A (fr)
DE (1)	DE2637003A1 (fr)
FR (1)	FR2321512A1 (fr)
GB (1)	GB1533008A (fr)
IT (1)	IT1067571B (fr)
NL (1)	NL7609033A (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0013282A1 (fr) *	1979-01-11	1980-07-23	The Dow Chemical Company	Copolycarbonates de polycarbonates de phénolphtaléine et d'autres polycarbonates et leur préparation
JPH0735436B2 (ja) *	1985-07-26	1995-04-19	三菱化学株式会社	芳香族ポリカ−ボネ−ト
ES2124790T3 (es) *	1992-07-16	1999-02-16	Dow Chemical Co	Copolicarbonatos de tiodifenol y su uso como componentes de cuerpos reflectantes polimericos multicapa.

1976
- 1976-08-13 NL NL7609033A patent/NL7609033A/xx not_active Application Discontinuation
- 1976-08-17 DE DE19762637003 patent/DE2637003A1/de not_active Withdrawn
- 1976-08-19 JP JP9828176A patent/JPS5235295A/ja active Pending
- 1976-08-19 FR FR7625253A patent/FR2321512A1/fr active Granted
- 1976-08-19 IT IT2638276A patent/IT1067571B/it active
- 1976-08-19 BE BE169922A patent/BE845330A/fr not_active IP Right Cessation
- 1976-08-19 CA CA259,476A patent/CA1062394A/fr not_active Expired
- 1976-08-19 GB GB3455576A patent/GB1533008A/en not_active Expired

Also Published As

Publication number	Publication date
FR2321512A1 (fr)	1977-03-18
IT1067571B (it)	1985-03-16
BE845330A (fr)	1977-02-21
DE2637003A1 (de)	1977-03-03
GB1533008A (en)	1978-11-22
FR2321512B1 (fr)	1981-02-13
NL7609033A (nl)	1977-02-22
JPS5235295A (en)	1977-03-17

Publication	Publication Date	Title
US4210741A (en)	1980-07-01	Phenolphthalein-dihydroxy aromatic compound polycarbonates
US4001184A (en)	1977-01-04	Process for preparing a branched polycarbonate
US4997903A (en)	1991-03-05	Polycarbonate-made optical article
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