GB1568648A - Stabilized polycarbonate compositions - Google Patents
Stabilized polycarbonate compositions Download PDFInfo
- Publication number
- GB1568648A GB1568648A GB11789/77A GB1178977A GB1568648A GB 1568648 A GB1568648 A GB 1568648A GB 11789/77 A GB11789/77 A GB 11789/77A GB 1178977 A GB1178977 A GB 1178977A GB 1568648 A GB1568648 A GB 1568648A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- hydrogen
- value
- polycarbonate
- formula
- Prior art date
- 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
Links
- 239000004417 polycarbonate Substances 0.000 title claims description 68
- 229920000515 polycarbonate Polymers 0.000 title claims description 68
- 239000000203 mixture Substances 0.000 title claims description 28
- -1 aliphatic epoxide Chemical class 0.000 claims description 80
- 125000000217 alkyl group Chemical group 0.000 claims description 52
- 229910052739 hydrogen Inorganic materials 0.000 claims description 29
- 239000001257 hydrogen Substances 0.000 claims description 29
- 150000002431 hydrogen Chemical group 0.000 claims description 19
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 14
- 150000002118 epoxides Chemical class 0.000 claims description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 229910052788 barium Inorganic materials 0.000 claims description 11
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 11
- 229910052793 cadmium Inorganic materials 0.000 claims description 11
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 239000000460 chlorine Chemical group 0.000 claims description 9
- 229910052801 chlorine Inorganic materials 0.000 claims description 9
- 125000001424 substituent group Chemical group 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 8
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
- 229910052794 bromium Inorganic materials 0.000 claims description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims description 7
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 7
- 230000000087 stabilizing effect Effects 0.000 claims description 7
- 150000000703 Cerium Chemical class 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000004423 acyloxy group Chemical group 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000001589 carboacyl group Chemical group 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 150000002170 ethers Chemical class 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 27
- 239000003381 stabilizer Substances 0.000 description 22
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 21
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 18
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 13
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 11
- 239000005977 Ethylene Substances 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 11
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 9
- 150000002989 phenols Chemical class 0.000 description 9
- 239000001294 propane Substances 0.000 description 9
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 8
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 7
- 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 description 7
- OWEYKIWAZBBXJK-UHFFFAOYSA-N 1,1-Dichloro-2,2-bis(4-hydroxyphenyl)ethylene Chemical group C1=CC(O)=CC=C1C(=C(Cl)Cl)C1=CC=C(O)C=C1 OWEYKIWAZBBXJK-UHFFFAOYSA-N 0.000 description 6
- RMSGQZDGSZOJMU-UHFFFAOYSA-N 1-butyl-2-phenylbenzene Chemical group CCCCC1=CC=CC=C1C1=CC=CC=C1 RMSGQZDGSZOJMU-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 238000002835 absorbance Methods 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- KUMNEOGIHFCNQW-UHFFFAOYSA-N diphenyl phosphite Chemical compound C=1C=CC=CC=1OP([O-])OC1=CC=CC=C1 KUMNEOGIHFCNQW-UHFFFAOYSA-N 0.000 description 6
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- YXALYBMHAYZKAP-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-ylmethyl 7-oxabicyclo[4.1.0]heptane-4-carboxylate Chemical compound C1CC2OC2CC1C(=O)OCC1CC2OC2CC1 YXALYBMHAYZKAP-UHFFFAOYSA-N 0.000 description 5
- 239000004593 Epoxy Substances 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 5
- 239000004305 biphenyl Substances 0.000 description 5
- 235000010290 biphenyl Nutrition 0.000 description 5
- 125000000950 dibromo group Chemical group Br* 0.000 description 5
- 238000002347 injection Methods 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- NNGDLOYUAYPSNM-UHFFFAOYSA-N tert-butyl 2-(4-hydroxyphenyl)acetate Chemical compound CC(C)(C)OC(=O)CC1=CC=C(O)C=C1 NNGDLOYUAYPSNM-UHFFFAOYSA-N 0.000 description 5
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 239000007983 Tris buffer Substances 0.000 description 4
- 125000001246 bromo group Chemical group Br* 0.000 description 4
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- WPMYUUITDBHVQZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-N 0.000 description 3
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003963 dichloro group Chemical group Cl* 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 3
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- VOYADQIFGGIKAT-UHFFFAOYSA-N 1,3-dibutyl-4-hydroxy-2,6-dioxopyrimidine-5-carboximidamide Chemical compound CCCCn1c(O)c(C(N)=N)c(=O)n(CCCC)c1=O VOYADQIFGGIKAT-UHFFFAOYSA-N 0.000 description 2
- RHNHVWZDTVFFIR-UHFFFAOYSA-N 1-(7-oxabicyclo[4.1.0]heptan-3-ylmethyl)-7-oxabicyclo[4.1.0]heptane Chemical compound O1C2CCC(CC21)CC12CCCCC1O2 RHNHVWZDTVFFIR-UHFFFAOYSA-N 0.000 description 2
- KTXUOWUHFLBZPW-UHFFFAOYSA-N 1-chloro-3-(3-chlorophenyl)benzene Chemical group ClC1=CC=CC(C=2C=C(Cl)C=CC=2)=C1 KTXUOWUHFLBZPW-UHFFFAOYSA-N 0.000 description 2
- GVEDOIATHPCYGS-UHFFFAOYSA-N 1-methyl-3-(3-methylphenyl)benzene Chemical group CC1=CC=CC(C=2C=C(C)C=CC=2)=C1 GVEDOIATHPCYGS-UHFFFAOYSA-N 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- AZZWZMUXHALBCQ-UHFFFAOYSA-N 4-[(4-hydroxy-3,5-dimethylphenyl)methyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CC=2C=C(C)C(O)=C(C)C=2)=C1 AZZWZMUXHALBCQ-UHFFFAOYSA-N 0.000 description 2
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical group O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000001559 benzoic acids Chemical class 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 229940106691 bisphenol a Drugs 0.000 description 2
- KOTZHELIJDCVNA-UHFFFAOYSA-L cadmium(2+);octanoate Chemical compound [Cd+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O KOTZHELIJDCVNA-UHFFFAOYSA-L 0.000 description 2
- 150000004653 carbonic acids Chemical class 0.000 description 2
- GLOQRSIADGSLRX-UHFFFAOYSA-N decyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCCCC)OC1=CC=CC=C1 GLOQRSIADGSLRX-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 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 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000005447 octyloxy 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])C([H])([H])O* 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 229920002959 polymer blend Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
- PFWVNWPDTPFDTR-UHFFFAOYSA-N (2,3-dipropylphenyl) dihydrogen phosphite Chemical compound CCCC1=CC=CC(OP(O)O)=C1CCC PFWVNWPDTPFDTR-UHFFFAOYSA-N 0.000 description 1
- QTKIQLNGOKOPOE-UHFFFAOYSA-N 1,1'-biphenyl;propane Chemical group CCC.C1=CC=CC=C1C1=CC=CC=C1 QTKIQLNGOKOPOE-UHFFFAOYSA-N 0.000 description 1
- YAXKTBLXMTYWDQ-UHFFFAOYSA-N 1,2,3-butanetriol Chemical compound CC(O)C(O)CO YAXKTBLXMTYWDQ-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 1
- FYOZTECTYSJBFT-UHFFFAOYSA-N 1-benzyl-2,3,4,5-tetramethylbenzene Chemical compound CC1=C(C)C(C)=CC(CC=2C=CC=CC=2)=C1C FYOZTECTYSJBFT-UHFFFAOYSA-N 0.000 description 1
- ZZFUVPDOJGQTKI-UHFFFAOYSA-N 1-methyl-2-[(2-methylphenyl)methyl]benzene Chemical compound CC1=CC=CC=C1CC1=CC=CC=C1C ZZFUVPDOJGQTKI-UHFFFAOYSA-N 0.000 description 1
- NPDIDUXTRAITDE-UHFFFAOYSA-N 1-methyl-3-phenylbenzene Chemical group CC1=CC=CC(C=2C=CC=CC=2)=C1 NPDIDUXTRAITDE-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical class C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- GAVRKMGLLRRNRS-UHFFFAOYSA-N 1-propan-2-yl-4-[(4-propan-2-ylphenyl)methyl]benzene Chemical compound C1=CC(C(C)C)=CC=C1CC1=CC=C(C(C)C)C=C1 GAVRKMGLLRRNRS-UHFFFAOYSA-N 0.000 description 1
- CBQXCOJLWWSCQI-UHFFFAOYSA-N 2,3,6-trichloro-4-[2,2-dichloro-1-(2,3,5-trichloro-4-hydroxyphenyl)ethenyl]phenol Chemical group ClC1=C(Cl)C(O)=C(Cl)C=C1C(=C(Cl)Cl)C1=CC(Cl)=C(O)C(Cl)=C1Cl CBQXCOJLWWSCQI-UHFFFAOYSA-N 0.000 description 1
- SJSZGSQQPBNXPY-UHFFFAOYSA-N 2,3-dibromo-4-[2-bromo-1-(2,3-dibromo-4-hydroxyphenyl)ethenyl]phenol Chemical group BrC1=C(Br)C(O)=CC=C1C(=CBr)C1=CC=C(O)C(Br)=C1Br SJSZGSQQPBNXPY-UHFFFAOYSA-N 0.000 description 1
- ZFTQHXQXEAKZRD-UHFFFAOYSA-N 2,5-dibromo-4-[2,2-dibromo-1-(2,5-dibromo-4-hydroxyphenyl)ethenyl]phenol Chemical group C1=C(Br)C(O)=CC(Br)=C1C(=C(Br)Br)C1=CC(Br)=C(O)C=C1Br ZFTQHXQXEAKZRD-UHFFFAOYSA-N 0.000 description 1
- UZRXVQQOYCIJJA-UHFFFAOYSA-N 2,5-dibromo-4-[2-chloro-1-(2,5-dibromo-4-hydroxyphenyl)ethenyl]phenol Chemical group C1=C(Br)C(O)=CC(Br)=C1C(=CCl)C1=CC(Br)=C(O)C=C1Br UZRXVQQOYCIJJA-UHFFFAOYSA-N 0.000 description 1
- HNURKXXMYARGAY-UHFFFAOYSA-N 2,6-Di-tert-butyl-4-hydroxymethylphenol Chemical compound CC(C)(C)C1=CC(CO)=CC(C(C)(C)C)=C1O HNURKXXMYARGAY-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/668,858 US4118370A (en) | 1976-03-22 | 1976-03-22 | Color-stabilized halobisphenol ethylene polycarbonates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1568648A true GB1568648A (en) | 1980-06-04 |
Family
ID=24684021
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB11789/77A Expired GB1568648A (en) | 1976-03-22 | 1977-03-21 | Stabilized polycarbonate compositions |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4118370A (enExample) |
| JP (1) | JPS52138544A (enExample) |
| AU (1) | AU510277B2 (enExample) |
| BE (1) | BE852746A (enExample) |
| BR (1) | BR7701778A (enExample) |
| CA (1) | CA1101593A (enExample) |
| DD (1) | DD129797A5 (enExample) |
| DE (1) | DE2709419A1 (enExample) |
| FR (1) | FR2345487A1 (enExample) |
| GB (1) | GB1568648A (enExample) |
| IN (1) | IN145597B (enExample) |
| MX (1) | MX145261A (enExample) |
| NL (1) | NL7703067A (enExample) |
| PL (1) | PL102955B1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4647288A (en) * | 1985-08-30 | 1987-03-03 | Union Oil Company Of California | Hydrocarbon fuel composition containing orthoester and cyclic aldehyde polymer |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4294954A (en) * | 1979-12-13 | 1981-10-13 | General Electric Company | Polycarbonate copolymers |
| NL8302686A (nl) * | 1983-07-28 | 1983-11-01 | Gen Electric | Informatiedrager voor optisch uitleesbare informatie. |
| US5037889A (en) * | 1986-12-23 | 1991-08-06 | General Electric Company | Resin blends exhibiting improved impact properties |
| EP0386198B1 (en) * | 1988-08-31 | 1993-10-13 | MERCK PATENT GmbH | Thermochromic mixtures |
| EP0438605B1 (en) * | 1989-08-17 | 1998-06-10 | Asahi Kasei Kogyo Kabushiki Kaisha | Stabilized aromatic polycarbonate composition and production thereof |
| JPH08118394A (ja) * | 1994-10-27 | 1996-05-14 | Fuji Photo Film Co Ltd | 写真感光材料用射出成形品及びその成形方法並びにそれを用いた包装体 |
| US6448334B1 (en) * | 2000-12-19 | 2002-09-10 | General Electric Company | Translucent polycarbonate composition, method for preparation thereof, and articles derived therefrom |
| US9182292B2 (en) | 2005-04-29 | 2015-11-10 | Prasidiux, Llc | Stimulus indicating device employing polymer gels |
| US8166906B2 (en) * | 2005-04-29 | 2012-05-01 | Ambrozy Rel S | Stimulus indicating device employing polymer gels |
| US8077554B2 (en) | 2005-04-29 | 2011-12-13 | Ambrozy Rel S | Stimulus indicating device employing polymer gels |
| US7940605B2 (en) * | 2005-04-29 | 2011-05-10 | Prasidiux, Llc | Stimulus indicating device employing polymer gels |
| US20120032117A1 (en) | 2005-04-29 | 2012-02-09 | Ambrozy Rel S | Stimulus indicating device employing polymer gels |
| WO2006119141A2 (en) * | 2005-04-29 | 2006-11-09 | Ambrozy Rel S | Stimulus indication employing polymer gels |
| US20060263546A1 (en) * | 2005-05-20 | 2006-11-23 | General Electric Company | Light Diffusing Films, Methods of Making The Same, And Articles Using The Same |
| US7297381B2 (en) * | 2005-05-20 | 2007-11-20 | General Electric Company | Light diffusing films, methods of making the same, and articles using the same |
| US7297380B2 (en) * | 2005-05-20 | 2007-11-20 | General Electric Company | Light-diffusing films, backlight display devices comprising the light-diffusing films, and methods of making the same |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3779945A (en) * | 1961-10-30 | 1973-12-18 | Geigy Ag J R | Mixtures of 3-(3,5-dialkyl-4-hydroxyphenyl)-propionic acid esters of alkanediols |
| US3285855A (en) * | 1965-03-11 | 1966-11-15 | Geigy Chem Corp | Stabilization of organic material with esters containing an alkylhydroxy-phenyl group |
| US3305520A (en) * | 1965-04-06 | 1967-02-21 | Bayer Ag | Polycarbonates stabilized by phosphites |
| US3498946A (en) * | 1965-08-03 | 1970-03-03 | Gen Electric | Pigmented polycarbonate stabilized with phosphites and ion epoxidized carboxylate |
| FR1488636A (fr) * | 1965-08-03 | 1967-07-13 | Gen Electric | Perfectionnements aux compositions polymères pigmentées stables à base de polycarbonate, et aux procédés pour leur préparation |
| US3489716A (en) * | 1968-01-10 | 1970-01-13 | Gen Electric | Aromatic polycarbonate resins stabilized with cycloaliphatic epoxy compounds |
| US3673146A (en) * | 1971-02-24 | 1972-06-27 | Gen Electric | Method for stabilizing pigmented polycarbonate resins |
| US3869423A (en) * | 1971-12-23 | 1975-03-04 | Argus Chem | Ortho-substituted hydroxyphenyl alkylene-carboxy-alkylene-1,3,5-triazines and antioxidant and synthetic resin compositions |
| US3763063A (en) * | 1972-06-14 | 1973-10-02 | Gen Electric | Color stabilized polycarbonate composition containing a cadmium or cerium salt of an alkanoic acid an alkanoic acid and an organic phosphite |
| US3839247A (en) * | 1973-01-05 | 1974-10-01 | Gen Electric | Water-clear hydrolytically stable polycarbonate composition containing an aromatic or aliphatic epoxy stabilizer |
-
1976
- 1976-03-22 US US05/668,858 patent/US4118370A/en not_active Expired - Lifetime
-
1977
- 1977-02-28 IN IN285/CAL/77A patent/IN145597B/en unknown
- 1977-03-03 CA CA273,068A patent/CA1101593A/en not_active Expired
- 1977-03-04 DE DE19772709419 patent/DE2709419A1/de not_active Withdrawn
- 1977-03-21 FR FR7708376A patent/FR2345487A1/fr not_active Withdrawn
- 1977-03-21 DD DD7700197960A patent/DD129797A5/xx unknown
- 1977-03-21 GB GB11789/77A patent/GB1568648A/en not_active Expired
- 1977-03-21 NL NL7703067A patent/NL7703067A/xx not_active Application Discontinuation
- 1977-03-22 AU AU23492/77A patent/AU510277B2/en not_active Expired
- 1977-03-22 BE BE176006A patent/BE852746A/xx unknown
- 1977-03-22 PL PL1977196823A patent/PL102955B1/pl unknown
- 1977-03-22 JP JP3052777A patent/JPS52138544A/ja active Pending
- 1977-03-22 BR BR7701778A patent/BR7701778A/pt unknown
- 1977-03-22 MX MX168462A patent/MX145261A/es unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4647288A (en) * | 1985-08-30 | 1987-03-03 | Union Oil Company Of California | Hydrocarbon fuel composition containing orthoester and cyclic aldehyde polymer |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS52138544A (en) | 1977-11-18 |
| BR7701778A (pt) | 1978-01-17 |
| FR2345487A1 (fr) | 1977-10-21 |
| CA1101593A (en) | 1981-05-19 |
| IN145597B (enExample) | 1978-11-18 |
| NL7703067A (nl) | 1977-09-26 |
| BE852746A (fr) | 1977-07-18 |
| AU510277B2 (en) | 1980-06-19 |
| MX145261A (es) | 1982-01-18 |
| AU2349277A (en) | 1978-09-28 |
| PL102955B1 (pl) | 1979-05-31 |
| DD129797A5 (de) | 1978-02-08 |
| DE2709419A1 (de) | 1977-10-06 |
| US4118370A (en) | 1978-10-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |