GB697289A - Process for polymerising vinyl-type compounds and polymers produced thereby - Google Patents
Process for polymerising vinyl-type compounds and polymers produced therebyInfo
- Publication number
- GB697289A GB697289A GB10809/50A GB1080950A GB697289A GB 697289 A GB697289 A GB 697289A GB 10809/50 A GB10809/50 A GB 10809/50A GB 1080950 A GB1080950 A GB 1080950A GB 697289 A GB697289 A GB 697289A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alpha
- vinyl
- chloro
- butyl
- monomers
- 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
- 229920000642 polymer Polymers 0.000 title abstract 4
- 150000001875 compounds Chemical class 0.000 title 1
- 239000000178 monomer Substances 0.000 abstract 10
- 229910052799 carbon Inorganic materials 0.000 abstract 5
- 238000006116 polymerization reaction Methods 0.000 abstract 5
- -1 butyl alpha-chloroacrylate Chemical compound 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 abstract 2
- JESXATFQYMPTNL-UHFFFAOYSA-N 2-ethenylphenol Chemical compound OC1=CC=CC=C1C=C JESXATFQYMPTNL-UHFFFAOYSA-N 0.000 abstract 2
- IVKYUXHYUAMPMT-UHFFFAOYSA-N 2-methylprop-2-enyl acetate Chemical compound CC(=C)COC(C)=O IVKYUXHYUAMPMT-UHFFFAOYSA-N 0.000 abstract 2
- UKZKMRGYMWHKOD-UHFFFAOYSA-N 4-methylideneoctan-2-one Chemical compound CCCCC(=C)CC(C)=O UKZKMRGYMWHKOD-UHFFFAOYSA-N 0.000 abstract 2
- ZUVXVCXXZLUIAR-UHFFFAOYSA-N 5-methyl-4-methylidenehexan-3-one Chemical compound CCC(=O)C(=C)C(C)C ZUVXVCXXZLUIAR-UHFFFAOYSA-N 0.000 abstract 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 abstract 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 239000000654 additive Substances 0.000 abstract 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 2
- 229920002554 vinyl polymer Polymers 0.000 abstract 2
- HTPABEPAZTWGPP-NSCUHMNNSA-N (e)-4-chlorobut-3-en-2-one Chemical compound CC(=O)\C=C\Cl HTPABEPAZTWGPP-NSCUHMNNSA-N 0.000 abstract 1
- XGKIEQIHXGGDTQ-UHFFFAOYSA-N 1-(1-chloroethenyl)-4-ethylbenzene Chemical compound CCC1=CC=C(C(Cl)=C)C=C1 XGKIEQIHXGGDTQ-UHFFFAOYSA-N 0.000 abstract 1
- JGWYMCSWGYFRIK-UHFFFAOYSA-N 1-but-1-enylcyclohexane-1-carbonitrile Chemical compound C(C)C=CC1(CCCCC1)C#N JGWYMCSWGYFRIK-UHFFFAOYSA-N 0.000 abstract 1
- XHAFIUUYXQFJEW-UHFFFAOYSA-N 1-chloroethenylbenzene Chemical compound ClC(=C)C1=CC=CC=C1 XHAFIUUYXQFJEW-UHFFFAOYSA-N 0.000 abstract 1
- XCTSGGVBLWBSIJ-UHFFFAOYSA-N 1-methoxy-4-prop-1-en-2-ylbenzene Chemical compound COC1=CC=C(C(C)=C)C=C1 XCTSGGVBLWBSIJ-UHFFFAOYSA-N 0.000 abstract 1
- SIZDIMDMQQFWLM-UHFFFAOYSA-N 1-methoxyethenylbenzene Chemical compound COC(=C)C1=CC=CC=C1 SIZDIMDMQQFWLM-UHFFFAOYSA-N 0.000 abstract 1
- ZMYIIHDQURVDRB-UHFFFAOYSA-N 1-phenylethenylbenzene Chemical compound C=1C=CC=CC=1C(=C)C1=CC=CC=C1 ZMYIIHDQURVDRB-UHFFFAOYSA-N 0.000 abstract 1
- AFHNVFTVHATLAX-UHFFFAOYSA-N 2,2-dichloroethenylbenzene 1-ethenylnaphthalene Chemical compound C(=C)C1=CC=CC2=CC=CC=C12.ClC(=CC1=CC=CC=C1)Cl AFHNVFTVHATLAX-UHFFFAOYSA-N 0.000 abstract 1
- SXZSFWHOSHAKMN-UHFFFAOYSA-N 2,3,4,4',5-Pentachlorobiphenyl Chemical compound C1=CC(Cl)=CC=C1C1=CC(Cl)=C(Cl)C(Cl)=C1Cl SXZSFWHOSHAKMN-UHFFFAOYSA-N 0.000 abstract 1
- JQWQZUBISFFUJF-UHFFFAOYSA-N 2-(2-methylprop-2-enyl)cyclohexan-1-one Chemical compound CC(=C)CC1CCCCC1=O JQWQZUBISFFUJF-UHFFFAOYSA-N 0.000 abstract 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 abstract 1
- VEGMVELYKJQPQW-UHFFFAOYSA-N 2-bromohept-1-en-3-one Chemical compound BrC(=C)C(CCCC)=O VEGMVELYKJQPQW-UHFFFAOYSA-N 0.000 abstract 1
- HSEFPJMMKNHABB-UHFFFAOYSA-N 2-chlorobut-1-ene Chemical compound CCC(Cl)=C HSEFPJMMKNHABB-UHFFFAOYSA-N 0.000 abstract 1
- OYUNTGBISCIYPW-UHFFFAOYSA-N 2-chloroprop-2-enenitrile Chemical compound ClC(=C)C#N OYUNTGBISCIYPW-UHFFFAOYSA-N 0.000 abstract 1
- ZCPJCSCTKNNSLQ-UHFFFAOYSA-N 2-methylpropyl 4-methylidenehexanoate Chemical compound C(C)C(CCC(=O)OCC(C)C)=C ZCPJCSCTKNNSLQ-UHFFFAOYSA-N 0.000 abstract 1
- OHXAOPZTJOUYKM-UHFFFAOYSA-N 3-Chloro-2-methylpropene Chemical compound CC(=C)CCl OHXAOPZTJOUYKM-UHFFFAOYSA-N 0.000 abstract 1
- ZGHFDIIVVIFNPS-UHFFFAOYSA-N 3-Methyl-3-buten-2-one Chemical compound CC(=C)C(C)=O ZGHFDIIVVIFNPS-UHFFFAOYSA-N 0.000 abstract 1
- OLUOHHXYBBNVPD-UHFFFAOYSA-N 3-chlorobut-3-enenitrile Chemical compound ClC(=C)CC#N OLUOHHXYBBNVPD-UHFFFAOYSA-N 0.000 abstract 1
- QPNJIYXWKHAJEW-UHFFFAOYSA-N 3-fluorobut-3-enenitrile Chemical compound FC(CC#N)=C QPNJIYXWKHAJEW-UHFFFAOYSA-N 0.000 abstract 1
- IGLWCQMNTGCUBB-UHFFFAOYSA-N 3-methylidenepent-1-ene Chemical compound CCC(=C)C=C IGLWCQMNTGCUBB-UHFFFAOYSA-N 0.000 abstract 1
- UOTSYAILGSUTAC-UHFFFAOYSA-N 3-methylidenepentan-2-one Chemical compound CCC(=C)C(C)=O UOTSYAILGSUTAC-UHFFFAOYSA-N 0.000 abstract 1
- OPCGBNGQXIFAHZ-UHFFFAOYSA-N 4-chloro-2-methylpent-4-enoic acid Chemical compound C(=O)(O)C(CC(=C)Cl)C OPCGBNGQXIFAHZ-UHFFFAOYSA-N 0.000 abstract 1
- FTEINVAMSSVNGR-UHFFFAOYSA-N 4-chloropent-4-enamide Chemical compound NC(=O)CCC(Cl)=C FTEINVAMSSVNGR-UHFFFAOYSA-N 0.000 abstract 1
- JOQXGZWETVCGRZ-UHFFFAOYSA-N 4-chloropent-4-enoic acid Chemical compound OC(=O)CCC(Cl)=C JOQXGZWETVCGRZ-UHFFFAOYSA-N 0.000 abstract 1
- XEBGTWRUQFVRKX-UHFFFAOYSA-N 4-iodopent-4-enamide Chemical compound NC(=O)CCC(I)=C XEBGTWRUQFVRKX-UHFFFAOYSA-N 0.000 abstract 1
- LYVGZGRXQWDHMJ-UHFFFAOYSA-N 4-methoxypent-4-enamide Chemical compound COC(CCC(=O)N)=C LYVGZGRXQWDHMJ-UHFFFAOYSA-N 0.000 abstract 1
- SLXSYFSPLZPELJ-UHFFFAOYSA-N 4-methylidenehexanoic acid Chemical compound CCC(=C)CCC(O)=O SLXSYFSPLZPELJ-UHFFFAOYSA-N 0.000 abstract 1
- DNLWMXNFYAURFM-UHFFFAOYSA-N 4-methylidenenonanamide Chemical compound C(CCCC)C(CCC(=O)N)=C DNLWMXNFYAURFM-UHFFFAOYSA-N 0.000 abstract 1
- CEYHZIJUQROMNH-UHFFFAOYSA-N 4-methylideneoctanamide Chemical compound C(N)(=O)CCC(=C)CCCC CEYHZIJUQROMNH-UHFFFAOYSA-N 0.000 abstract 1
- OJEUMYNHRBQGPP-UHFFFAOYSA-N 4-methylideneoctanenitrile Chemical compound CCCCC(=C)CCC#N OJEUMYNHRBQGPP-UHFFFAOYSA-N 0.000 abstract 1
- TVEWFWSJSXPPDM-UHFFFAOYSA-N 6-methyl-4-methylideneheptanamide Chemical compound C(C(C)C)C(CCC(=O)N)=C TVEWFWSJSXPPDM-UHFFFAOYSA-N 0.000 abstract 1
- KIYGUWOGKAKFBF-UHFFFAOYSA-N 6-methyl-5-methylideneheptanenitrile Chemical compound C(C)(C)C(CCCC#N)=C KIYGUWOGKAKFBF-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- 229920001353 Dextrin Polymers 0.000 abstract 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 abstract 1
- 239000004641 Diallyl-phthalate Substances 0.000 abstract 1
- 229920000084 Gum arabic Polymers 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 abstract 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 abstract 1
- 241000978776 Senegalia senegal Species 0.000 abstract 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 abstract 1
- 239000004141 Sodium laurylsulphate Substances 0.000 abstract 1
- 229920002472 Starch Polymers 0.000 abstract 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 abstract 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 1
- 239000000205 acacia gum Substances 0.000 abstract 1
- 235000010489 acacia gum Nutrition 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 abstract 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 abstract 1
- AJCHRUXIDGEWDK-UHFFFAOYSA-N bis(ethenyl) butanedioate Chemical compound C=COC(=O)CCC(=O)OC=C AJCHRUXIDGEWDK-UHFFFAOYSA-N 0.000 abstract 1
- JZQAAQZDDMEFGZ-UHFFFAOYSA-N bis(ethenyl) hexanedioate Chemical compound C=COC(=O)CCCCC(=O)OC=C JZQAAQZDDMEFGZ-UHFFFAOYSA-N 0.000 abstract 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 abstract 1
- HABAXTXIECRCKH-UHFFFAOYSA-N bis(prop-2-enyl) butanedioate Chemical compound C=CCOC(=O)CCC(=O)OCC=C HABAXTXIECRCKH-UHFFFAOYSA-N 0.000 abstract 1
- INLLPKCGLOXCIV-UHFFFAOYSA-N bromoethene Chemical compound BrC=C INLLPKCGLOXCIV-UHFFFAOYSA-N 0.000 abstract 1
- IMJGQTCMUZMLRZ-UHFFFAOYSA-N buta-1,3-dien-2-ylbenzene Chemical compound C=CC(=C)C1=CC=CC=C1 IMJGQTCMUZMLRZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000001273 butane Substances 0.000 abstract 1
- LDAIEITUCJNWGG-UHFFFAOYSA-N butyl 4-chloropent-4-enoate Chemical compound C(CCC)OC(CCC(=C)Cl)=O LDAIEITUCJNWGG-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 abstract 1
- 210000003298 dental enamel Anatomy 0.000 abstract 1
- FYGDTMLNYKFZSV-MRCIVHHJSA-N dextrin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1O[C@@H]1[C@@H](CO)OC(O[C@@H]2[C@H](O[C@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-MRCIVHHJSA-N 0.000 abstract 1
- TWFQJFPTTMIETC-UHFFFAOYSA-N dodecan-1-amine;hydron;chloride Chemical compound [Cl-].CCCCCCCCCCCC[NH3+] TWFQJFPTTMIETC-UHFFFAOYSA-N 0.000 abstract 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- XJELOQYISYPGDX-UHFFFAOYSA-N ethenyl 2-chloroacetate Chemical compound ClCC(=O)OC=C XJELOQYISYPGDX-UHFFFAOYSA-N 0.000 abstract 1
- BLZSRIYYOIZLJL-UHFFFAOYSA-N ethenyl pentanoate Chemical compound CCCCC(=O)OC=C BLZSRIYYOIZLJL-UHFFFAOYSA-N 0.000 abstract 1
- UCDOJQCUOURTPS-UHFFFAOYSA-N ethyl 2-bromoprop-2-enoate Chemical compound CCOC(=O)C(Br)=C UCDOJQCUOURTPS-UHFFFAOYSA-N 0.000 abstract 1
- SQKVCLUVKIDLNQ-UHFFFAOYSA-N ethyl 3-methylbut-3-enoate Chemical compound CCOC(=O)CC(C)=C SQKVCLUVKIDLNQ-UHFFFAOYSA-N 0.000 abstract 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 abstract 1
- 150000004676 glycans Polymers 0.000 abstract 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 abstract 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 230000000977 initiatory effect Effects 0.000 abstract 1
- 230000001678 irradiating effect Effects 0.000 abstract 1
- 239000004922 lacquer Substances 0.000 abstract 1
- 238000010030 laminating Methods 0.000 abstract 1
- 229940070765 laurate Drugs 0.000 abstract 1
- 239000000314 lubricant Substances 0.000 abstract 1
- 125000005394 methallyl group Chemical group 0.000 abstract 1
- 239000002480 mineral oil Substances 0.000 abstract 1
- 235000010446 mineral oil Nutrition 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 abstract 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 1
- AZKDTTQQTKDXLH-UHFFFAOYSA-N napthalene-2-carbonitrile Natural products C1=CC=CC2=CC(C#N)=CC=C21 AZKDTTQQTKDXLH-UHFFFAOYSA-N 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- 229940049964 oleate Drugs 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 239000003973 paint Substances 0.000 abstract 1
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 abstract 1
- GAZQLDAHHKFOEX-UHFFFAOYSA-N pentyl 4-methylidenenonanoate Chemical compound C(CCCC)C(CCC(=O)OCCCCC)=C GAZQLDAHHKFOEX-UHFFFAOYSA-N 0.000 abstract 1
- ARKMSERTIJYPIH-UHFFFAOYSA-N pentyl 4-methylideneoct-5-enoate Chemical compound C(=CCC)C(CCC(=O)OCCCCC)=C ARKMSERTIJYPIH-UHFFFAOYSA-N 0.000 abstract 1
- 239000003504 photosensitizing agent Substances 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 239000005017 polysaccharide Substances 0.000 abstract 1
- 150000004804 polysaccharides Polymers 0.000 abstract 1
- LNIAEVLCVIKUGU-UHFFFAOYSA-M potassium;octadecane-1-sulfonate Chemical compound [K+].CCCCCCCCCCCCCCCCCCS([O-])(=O)=O LNIAEVLCVIKUGU-UHFFFAOYSA-M 0.000 abstract 1
- PFMVLFSAAABWQD-UHFFFAOYSA-M potassium;octadecyl sulfate Chemical compound [K+].CCCCCCCCCCCCCCCCCCOS([O-])(=O)=O PFMVLFSAAABWQD-UHFFFAOYSA-M 0.000 abstract 1
- PYJBVGYZXWPIKK-UHFFFAOYSA-M potassium;tetradecanoate Chemical compound [K+].CCCCCCCCCCCCCC([O-])=O PYJBVGYZXWPIKK-UHFFFAOYSA-M 0.000 abstract 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 abstract 1
- 150000003254 radicals Chemical class 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 abstract 1
- DAJSVUQLFFJUSX-UHFFFAOYSA-M sodium;dodecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCS([O-])(=O)=O DAJSVUQLFFJUSX-UHFFFAOYSA-M 0.000 abstract 1
- PNGBYKXZVCIZRN-UHFFFAOYSA-M sodium;hexadecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCCCCCS([O-])(=O)=O PNGBYKXZVCIZRN-UHFFFAOYSA-M 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 235000019698 starch Nutrition 0.000 abstract 1
- 239000008107 starch Substances 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 238000012719 thermal polymerization Methods 0.000 abstract 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/42—Nitriles
- C08F20/50—Nitriles containing four or more carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US91022A US2666025A (en) | 1949-05-02 | 1949-05-02 | Process for polymerizing vinyl-type compounds by irradiation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB697289A true GB697289A (en) | 1953-09-16 |
Family
ID=22225431
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB10809/50A Expired GB697289A (en) | 1949-05-02 | 1950-05-02 | Process for polymerising vinyl-type compounds and polymers produced thereby |
Country Status (5)
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2899405A (en) * | 1959-08-11 | Polymerization of vinyl chloride or | ||
| US3166539A (en) * | 1948-12-31 | 1965-01-19 | Degussa | Polymerization of acrylate mixtures of polymer/monomer using a catalyst system of a tertiary-amine and a quadrivalent sulfur compound |
| US2879253A (en) * | 1954-02-03 | 1959-03-24 | Eastman Kodak Co | Copolymerization of acrylonitrile and another unsaturated monomer, in the presence of preformed homopolymers and products obtained thereby |
| US2794793A (en) * | 1952-10-21 | 1957-06-04 | Eastman Kodak Co | Copolymerization of ethenoid monomers in the presence of polyacrylonitrile |
| US3238275A (en) * | 1953-09-30 | 1966-03-01 | Borg Warner | Polymerization of acrylonitrile-styrene mixtures in the presence of polybutadiene |
| US3069380A (en) * | 1953-12-07 | 1962-12-18 | Shell Oil Co | Process for preparing segmented copolymers |
| US3069381A (en) * | 1953-12-07 | 1962-12-18 | Shell Oil Co | Process for preparing segmented copolymers |
| US2838470A (en) * | 1954-02-03 | 1958-06-10 | Eastman Kodak Co | Copolymerization of acrylonitrile and another unsaturated monomer in the presence ofpreformed interpolymer |
| US2840447A (en) * | 1954-04-28 | 1958-06-24 | Du Pont | Process for preparing filaments from dispersions containing graft polymers obtained from ethylenically unsaturated monomers |
| US2842518A (en) * | 1954-09-13 | 1958-07-08 | Borg Warner | Product produced by polymerization of vinylidene chloride-acrylonitrile mixtures onto polychloroprene |
| US2850478A (en) * | 1954-11-15 | 1958-09-02 | Eastman Kodak Co | Mixtures comprising methacrylonitrile polymers with alkyl acrylate polymers |
| US2921044A (en) * | 1954-11-26 | 1960-01-12 | Eastman Kodak Co | Method of making modified interpolymers containing vinyl chloride or vinylidene chloride |
| US3026289A (en) * | 1954-11-26 | 1962-03-20 | Eastman Kodak Co | Process of polymerizing vinyl chloride or vinylidene chloride in the presence of an acrylamide polymer |
| US2879256A (en) * | 1954-11-26 | 1959-03-24 | Eastman Kodak Co | Continuous process for preparing vinyl or vinylidene chloride graft polymers of improved solubility |
| DE1049585B (de) * | 1955-02-18 | 1959-01-29 | Ronald GeorgeWreyford Norrish, Cambridge und The Distillers Company Limited, Edinburgh (Großbritannien) | Verfahren zur Herstellung von Pfropfmischpolymerisaten |
| NL126770C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1955-04-29 | 1900-01-01 | ||
| NL128624C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1955-05-31 | |||
| US3089832A (en) * | 1955-12-01 | 1963-05-14 | Exxon Research Engineering Co | Polymeric lubricating oil additives |
| US3001922A (en) * | 1955-12-19 | 1961-09-26 | Gen Electric | Polymers |
| IT568611A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1956-01-13 | |||
| GB866069A (en) * | 1956-02-14 | 1961-04-26 | Ti Group Services Ltd | Improvements relating to the manufacture of plastics |
| BE556649A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1956-04-14 | |||
| US2955953A (en) * | 1956-06-05 | 1960-10-11 | Du Pont | Process of adhering an organic coating to a polymeric substrate |
| NL217612A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1956-06-06 | |||
| US2999056A (en) * | 1956-10-04 | 1961-09-05 | Du Pont | Irradiation bonding of acidic compounds to shaped polymeric structures |
| US3201336A (en) * | 1956-07-27 | 1965-08-17 | Ct Nat De La Rech Scient Minis | Graft polymerization utilizing ionizing radiation |
| DE1050056B (de) * | 1956-08-22 | 1959-02-05 | American Cyanamid Company, New York, N. Y. (V. St. A.) | Verfahren zur Herstellung; von Pfropfpolymeren |
| US2940912A (en) * | 1956-10-01 | 1960-06-14 | Du Pont | Initiation of polymerization by preirradiated solid carboxylic acids, amides and nitriles |
| BE561742A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1956-10-18 | |||
| US3079312A (en) * | 1956-11-06 | 1963-02-26 | Du Pont | Shaped polymeric articles |
| US2941934A (en) * | 1957-01-16 | 1960-06-21 | Gen Aniline & Film Corp | Polymerization by temperature controlled irradiation |
| US3012001A (en) * | 1957-03-06 | 1961-12-05 | Us Rubber Co | Composition of vinyl chloride polymer plus two unsaturated monomers |
| US3061531A (en) * | 1957-03-06 | 1962-10-30 | Us Rubber Co | Irradiation of vinyl chloride polymer plus two unsaturated monomers |
| US3006830A (en) * | 1957-05-31 | 1961-10-31 | Dow Chemical Co | Method for improving the dyeability of fiber-forming cellulose esters |
| US2986507A (en) * | 1957-10-30 | 1961-05-30 | Rohm & Haas | Preparation of acrylic-type polymers which are insolubilized in situ after polymerization and end product application |
| US3075905A (en) * | 1958-01-06 | 1963-01-29 | Alelio Gaetano F D | Irradiated polymers |
| US3082161A (en) * | 1958-01-06 | 1963-03-19 | Alelio Gaetano F D | Irradiated polymers |
| US3074866A (en) * | 1958-01-06 | 1963-01-22 | Alelio Gaetano F D | Irradiated polymers |
| US3075904A (en) * | 1958-01-06 | 1963-01-29 | Alelio Gaetano F D | Irradiated polymers |
| US3058949A (en) * | 1958-07-30 | 1962-10-16 | Eastman Kodak Co | Mixtures of methacrylonitrile copolymers with alkyl acrylate and methacrylate polymers |
| NL243850A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1958-10-01 | |||
| US3113912A (en) * | 1959-07-16 | 1963-12-10 | Phillips Petroleum Co | Preparation of vulcanizates by irradiation of block copolymers |
| US3188229A (en) * | 1961-10-03 | 1965-06-08 | Du Pont | Process of adhering an organic coating to a substrate |
| DE1495774C3 (de) * | 1964-02-08 | 1974-03-07 | Farbwerke Hoechst Ag, Vormals Meister Lucius & Bruening, 6000 Frankfurt | Verfahren zur Herstellung von Pfropfmischpolymerisaten |
| US3310605A (en) * | 1965-08-02 | 1967-03-21 | Grace W R & Co | Two step grafting using trapper radical system |
| US3408172A (en) * | 1966-03-01 | 1968-10-29 | Gen Electric | Diamond and cubic boron nitride grains coated with photopolymerized material |
| GB1445931A (en) * | 1973-05-04 | 1976-08-11 | Hercules Inc | Imidazole polymers and preparation thereof with radiation and chemical initiator |
| DE2831263A1 (de) * | 1978-07-15 | 1980-01-31 | Basf Ag | Benzoinderivate mit quartaerer ammoniumgruppe |
| US4273831A (en) * | 1978-09-01 | 1981-06-16 | Kemtec, Inc. | Powdered polymer compositions produced by electron beam polymerization of polymerizable compositions |
| DE3212379A1 (de) * | 1982-04-02 | 1983-10-20 | ESPE Fabrik pharmazeutischer Präparate GmbH, 8031 Seefeld | Geraet zum behandeln von dentalen werkstoffen |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2160940A (en) * | 1938-04-01 | 1939-06-06 | Dow Chemical Co | Vinylidene chloride co-polymers |
| US2297351A (en) * | 1938-11-23 | 1942-09-29 | Pittsburgh Plate Glass Co | Conjoint polymerization of dicarboxylic acids and olefinic compounds |
| US2344785A (en) * | 1940-08-03 | 1944-03-21 | Dow Chemical Co | Photopolymerization method |
| US2370562A (en) * | 1941-05-06 | 1945-02-27 | Pittsburgh Plate Glass Co | Method of preparing a coated resin product |
| BE465271A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1941-12-31 | 1900-01-01 | ||
| US2460300A (en) * | 1944-06-29 | 1949-02-01 | Dow Chemical Co | Polymeric products derived from diolefins and vinyl aromatic compounds and method of making same |
| US2519092A (en) * | 1946-03-12 | 1950-08-15 | Standard Oil Dev Co | Compositions of different styreneisobutylene copolymers |
| US2504054A (en) * | 1947-11-04 | 1950-04-11 | Us Rubber Co | Plasticized acrylonitrile-isobutylene copolymer |
| US2480751A (en) * | 1948-01-22 | 1949-08-30 | Du Pont | Preparation of cast synthetic resin having integral sheen |
-
0
- NL NL74258D patent/NL74258C/xx active
-
1949
- 1949-05-02 US US91022A patent/US2666025A/en not_active Expired - Lifetime
-
1950
- 1950-04-29 DE DEN818A patent/DE827554C/de not_active Expired
- 1950-05-02 FR FR1018956D patent/FR1018956A/fr not_active Expired
- 1950-05-02 GB GB10809/50A patent/GB697289A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL74258C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| DE827554C (de) | 1952-01-10 |
| FR1018956A (fr) | 1953-01-15 |
| US2666025A (en) | 1954-01-12 |
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