JPS6360775B2 - - Google Patents
Info
- Publication number
- JPS6360775B2 JPS6360775B2 JP56168039A JP16803981A JPS6360775B2 JP S6360775 B2 JPS6360775 B2 JP S6360775B2 JP 56168039 A JP56168039 A JP 56168039A JP 16803981 A JP16803981 A JP 16803981A JP S6360775 B2 JPS6360775 B2 JP S6360775B2
- Authority
- JP
- Japan
- Prior art keywords
- polymer
- group
- derivatives
- water
- weight
- 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 claims description 62
- 238000000034 method Methods 0.000 claims description 36
- 239000000243 solution Substances 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 125000003118 aryl group Chemical group 0.000 claims description 21
- 239000003960 organic solvent Substances 0.000 claims description 21
- 239000007864 aqueous solution Substances 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 10
- 229920000728 polyester Polymers 0.000 claims description 10
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 8
- 239000002270 dispersing agent Substances 0.000 claims description 8
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 8
- -1 X: Covalent bond Chemical group 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical class C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 229920003169 water-soluble polymer Polymers 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 4
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 4
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 4
- 229920001732 Lignosulfonate Polymers 0.000 claims description 3
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 claims description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 150000001555 benzenes Chemical class 0.000 claims description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 2
- 239000001913 cellulose Substances 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims description 2
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 2
- 239000000661 sodium alginate Substances 0.000 claims description 2
- 235000010413 sodium alginate Nutrition 0.000 claims description 2
- 229940005550 sodium alginate Drugs 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 36
- 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 14
- 239000002245 particle Substances 0.000 description 11
- 238000003756 stirring Methods 0.000 description 9
- 229930185605 Bisphenol Natural products 0.000 description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 8
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000008187 granular material Substances 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000002955 isolation Methods 0.000 description 3
- XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 3
- ZTMADXFOCUXMJE-UHFFFAOYSA-N 2-methylbenzene-1,3-diol Chemical compound CC1=C(O)C=CC=C1O ZTMADXFOCUXMJE-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
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 2
- HTZCNXWZYVXIMZ-UHFFFAOYSA-M benzyl(triethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1=CC=CC=C1 HTZCNXWZYVXIMZ-UHFFFAOYSA-M 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
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000011049 pearl Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- IUGDILGOLSSKNE-UHFFFAOYSA-N 1,1,1-trichloro-2,2-bis(4-hydroxyphenyl)ethane Chemical compound C1=CC(O)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(O)C=C1 IUGDILGOLSSKNE-UHFFFAOYSA-N 0.000 description 1
- HCNHNBLSNVSJTJ-UHFFFAOYSA-N 1,1-Bis(4-hydroxyphenyl)ethane Chemical compound C=1C=C(O)C=CC=1C(C)C1=CC=C(O)C=C1 HCNHNBLSNVSJTJ-UHFFFAOYSA-N 0.000 description 1
- GKQHIYSTBXDYNQ-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+]1=CC=CC=C1 GKQHIYSTBXDYNQ-UHFFFAOYSA-M 0.000 description 1
- XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 description 1
- WPZJSWWEEJJSIZ-UHFFFAOYSA-N 2,6-dibromo-4-[(3,5-dibromo-4-hydroxyphenyl)methyl]phenol Chemical compound C1=C(Br)C(O)=C(Br)C=C1CC1=CC(Br)=C(O)C(Br)=C1 WPZJSWWEEJJSIZ-UHFFFAOYSA-N 0.000 description 1
- WIFDRXSVRSCMMY-UHFFFAOYSA-N 2,6-dichloro-4-[(3,5-dichloro-4-hydroxyphenyl)methyl]phenol Chemical compound C1=C(Cl)C(O)=C(Cl)C=C1CC1=CC(Cl)=C(O)C(Cl)=C1 WIFDRXSVRSCMMY-UHFFFAOYSA-N 0.000 description 1
- SWZVJOLLQTWFCW-UHFFFAOYSA-N 2-chlorobenzene-1,3-diol Chemical compound OC1=CC=CC(O)=C1Cl SWZVJOLLQTWFCW-UHFFFAOYSA-N 0.000 description 1
- YMTYZTXUZLQUSF-UHFFFAOYSA-N 3,3'-Dimethylbisphenol A Chemical compound C1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=CC=2)=C1 YMTYZTXUZLQUSF-UHFFFAOYSA-N 0.000 description 1
- RXNYJUSEXLAVNQ-UHFFFAOYSA-N 4,4'-Dihydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1 RXNYJUSEXLAVNQ-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- VWGKEVWFBOUAND-UHFFFAOYSA-N 4,4'-thiodiphenol Chemical compound C1=CC(O)=CC=C1SC1=CC=C(O)C=C1 VWGKEVWFBOUAND-UHFFFAOYSA-N 0.000 description 1
- NEQFBGHQPUXOFH-UHFFFAOYSA-N 4-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=C(C(O)=O)C=C1 NEQFBGHQPUXOFH-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
- NOGYFAIHVRCHRE-UHFFFAOYSA-N 4-[(3,5-difluoro-4-hydroxyphenyl)methyl]-2,6-difluorophenol Chemical compound C1=C(F)C(O)=C(F)C=C1CC1=CC(F)=C(O)C(F)=C1 NOGYFAIHVRCHRE-UHFFFAOYSA-N 0.000 description 1
- LEYLMXHGOAEKQE-UHFFFAOYSA-N 4-[(4-hydroxy-3,5-diphenylphenyl)methyl]-2,6-diphenylphenol Chemical compound C1=C(C=2C=CC=CC=2)C(O)=C(C=2C=CC=CC=2)C=C1CC(C=1)=CC(C=2C=CC=CC=2)=C(O)C=1C1=CC=CC=C1 LEYLMXHGOAEKQE-UHFFFAOYSA-N 0.000 description 1
- MIFGCULLADMRTF-UHFFFAOYSA-N 4-[(4-hydroxy-3-methylphenyl)methyl]-2-methylphenol Chemical compound C1=C(O)C(C)=CC(CC=2C=C(C)C(O)=CC=2)=C1 MIFGCULLADMRTF-UHFFFAOYSA-N 0.000 description 1
- BATCUENAARTUKW-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)-diphenylmethyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 BATCUENAARTUKW-UHFFFAOYSA-N 0.000 description 1
- RSSGMIIGVQRGDS-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)-phenylmethyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)C1=CC=CC=C1 RSSGMIIGVQRGDS-UHFFFAOYSA-N 0.000 description 1
- XKACUVXWRVMXOE-UHFFFAOYSA-N 4-[2-(4-carboxyphenyl)propan-2-yl]benzoic acid Chemical compound C=1C=C(C(O)=O)C=CC=1C(C)(C)C1=CC=C(C(O)=O)C=C1 XKACUVXWRVMXOE-UHFFFAOYSA-N 0.000 description 1
- ODJUOZPKKHIEOZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 ODJUOZPKKHIEOZ-UHFFFAOYSA-N 0.000 description 1
- ACWKCNYOCGALDS-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-diphenylphenyl)propan-2-yl]-2,6-diphenylphenol Chemical compound C=1C(C=2C=CC=CC=2)=C(O)C(C=2C=CC=CC=2)=CC=1C(C)(C)C(C=C(C=1O)C=2C=CC=CC=2)=CC=1C1=CC=CC=C1 ACWKCNYOCGALDS-UHFFFAOYSA-N 0.000 description 1
- YZYGDZRBLOLVDY-UHFFFAOYSA-N 4-[cyclohexyl-(4-hydroxyphenyl)methyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)C1CCCCC1 YZYGDZRBLOLVDY-UHFFFAOYSA-N 0.000 description 1
- 239000004953 Aliphatic polyamide Substances 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- SDDLEVPIDBLVHC-UHFFFAOYSA-N Bisphenol Z Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004734 Polyphenylene sulfide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- KYPYTERUKNKOLP-UHFFFAOYSA-N Tetrachlorobisphenol A Chemical compound C=1C(Cl)=C(O)C(Cl)=CC=1C(C)(C)C1=CC(Cl)=C(O)C(Cl)=C1 KYPYTERUKNKOLP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229920003231 aliphatic polyamide Polymers 0.000 description 1
- 229920003232 aliphatic polyester Polymers 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- VUEDNLCYHKSELL-UHFFFAOYSA-N arsonium Chemical group [AsH4+] VUEDNLCYHKSELL-UHFFFAOYSA-N 0.000 description 1
- VJGNLOIQCWLBJR-UHFFFAOYSA-M benzyl(tributyl)azanium;chloride Chemical compound [Cl-].CCCC[N+](CCCC)(CCCC)CC1=CC=CC=C1 VJGNLOIQCWLBJR-UHFFFAOYSA-M 0.000 description 1
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
- IMHDGJOMLMDPJN-UHFFFAOYSA-N biphenyl-2,2'-diol Chemical group OC1=CC=CC=C1C1=CC=CC=C1O IMHDGJOMLMDPJN-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 150000003983 crown ethers Chemical group 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- YSSSPARMOAYJTE-UHFFFAOYSA-N dibenzo-18-crown-6 Chemical compound O1CCOCCOC2=CC=CC=C2OCCOCCOC2=CC=CC=C21 YSSSPARMOAYJTE-UHFFFAOYSA-N 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000003444 phase transfer catalyst Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000004714 phosphonium salts Chemical group 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- RKHXQBLJXBGEKF-UHFFFAOYSA-M tetrabutylphosphanium;bromide Chemical compound [Br-].CCCC[P+](CCCC)(CCCC)CCCC RKHXQBLJXBGEKF-UHFFFAOYSA-M 0.000 description 1
- YMBCJWGVCUEGHA-UHFFFAOYSA-M tetraethylammonium chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC YMBCJWGVCUEGHA-UHFFFAOYSA-M 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000006276 transfer reaction Methods 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/07—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media from polymer solutions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
- C08J3/16—Powdering or granulating by coagulating dispersions
Description
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Claims (1)
- ãç¹èš±è«æ±ã®ç¯å²ã ïŒ ç¹°ãè¿ãåäœããäžè¬åŒïŒ ïŒArïŒArâ²ïŒïŒäŸ¡ã®è³éŠæåºïŒ ã§è¡šããããè³éŠæããªãšã¹ãã«éåäœãå®è³ªç
ã«æ°Žãšæ··ãããªãææ©æº¶å€ã«æº¶è§£ããéåäœæº¶æ¶²
ïŒéåäœã®æ¿åºŠïŒã80ééïŒ ïŒ100éééšãšã
0.001ãïŒééïŒ ã®æ°Žæº¶æ§é«åååæ£å€ãå«ãæ°Ž
溶液50ã10000éééšãšãæ··åããŠåæ£ããã次
ãã§ææ©æº¶å€ããã®æ··åç©ããæºå»ããããšãç¹
城ãšããéåäœã®åé¢æ¹æ³ã ïŒ ArïŒArâ²ããäžè¬åŒ ãåŒäžãïœïŒïŒãïŒã®æŽæ°ãïœïŒïœïŒïŒãïŒã®
æŽæ°ãR1ïŒR2ïŒççŽ æ°ïŒãïŒã®ã¢ã«ãã«åºãã¢
ã«ã³ãã·åºãããšãã«åºåã¯ããã²ã³ååãïŒ
å ±æçµåãççŽ æ°ïŒã10ã®ã¢ã«ãã¬ã³åºåã¯ççŽ
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âCOâïŒâSO2âãè¡šããïŒäœããåãã³ãŒã³
æ žäžã®çœ®æåºã¯ãåã ç°ã€ãŠããŠãããããã³ãŒ
ã³æ žæ¯ã«çš®é¡åã³äœçœ®ãšãç°ã€ãŠããŠãããïŒãã ã§è¡šããããç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé èšèŒã®æ¹æ³ã ïŒ æ°Žæº¶æ§é«åååæ£å€ãã«ã«ããã·ã¡ãã«ã»ã«
ããŒã¹ããªãã·ãšãã«ã»ã«ããŒã¹ãã¹ãã¬ã³âã
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ã«ãã¬ã³ãªãã·ãåã³ãã®èªå°äœãã¢ã«ã®ã³é žãœ
ãŒãåã³ãã®èªå°äœããªã°ãã³ã¹ã«ãã³é žå¡©ãã
ãªã矀ããéžã°ããå°ãªããšãäžçš®åã¯äºçš®ä»¥äž
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æ³ã
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56168039A JPS5869225A (ja) | 1981-10-20 | 1981-10-20 | éåäœã®åé¢æ¹æ³ |
| DE8282109628T DE3277304D1 (en) | 1981-10-20 | 1982-10-19 | Process for isolating polymer |
| EP82109628A EP0077561B1 (en) | 1981-10-20 | 1982-10-19 | Process for isolating polymer |
| US06/776,100 US4680381A (en) | 1981-10-20 | 1985-09-16 | Process for isolating polymer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56168039A JPS5869225A (ja) | 1981-10-20 | 1981-10-20 | éåäœã®åé¢æ¹æ³ |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5869225A JPS5869225A (ja) | 1983-04-25 |
| JPS6360775B2 true JPS6360775B2 (ja) | 1988-11-25 |
Family
ID=15860679
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56168039A Granted JPS5869225A (ja) | 1981-10-20 | 1981-10-20 | éåäœã®åé¢æ¹æ³ |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4680381A (ja) |
| EP (1) | EP0077561B1 (ja) |
| JP (1) | JPS5869225A (ja) |
| DE (1) | DE3277304D1 (ja) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5981304A (ja) * | 1982-10-30 | 1984-05-11 | Kanegafuchi Chem Ind Co Ltd | æ¹è¯ãããéåäœã®åé¢æ¹æ³ |
| JPS62172022A (ja) * | 1986-01-24 | 1987-07-29 | Mitsubishi Petrochem Co Ltd | ç圢ç²åç¶ããªããšãã¬ã³ãšâãã«ã®è£œé æ³ |
| US5180796A (en) * | 1990-02-26 | 1993-01-19 | Phillips Petroleum Company | Derivatization of arylene sulfide polymers |
| US5252704A (en) * | 1992-06-05 | 1993-10-12 | Air Products And Chemicals, Inc. | Redispersible polymer powders using polyvinyl pyrrolidone as a dispersing aid |
| US5401796A (en) * | 1993-04-02 | 1995-03-28 | Mitsui Toatsu Chemicals, Inc. | Aliphatic polyester and preparation process thereof |
| AU668062B2 (en) * | 1994-03-07 | 1996-04-18 | Morton International, Inc. | Polyester dispersions, method of preparation |
| TW424097B (en) * | 1994-11-29 | 2001-03-01 | Shell Internattonale Res Mij B | Process for steam coagulation finishing of polymers |
| KR100430977B1 (ko) * | 2000-12-29 | 2004-05-12 | ìŒì±ìí íŒë죌ìíì¬ | ì¬ë í ì€í©ì© ìŽë§€ ì ì¡°ë°©ë² |
| US7109276B2 (en) * | 2001-05-04 | 2006-09-19 | Rhodia Chimie | Method for free radical reduction of dithiocarbonylated or dithiophosphorylated functions borne by a polymer |
| KR100604963B1 (ko) * | 2004-02-27 | 2006-07-26 | ìŒì±í í 죌ìíì¬ | ì¬ë í ì€í©ì© ê³ ì²Ž í°íë ìŽë§€ì ì ì¡°ë°©ë² |
| KR100604962B1 (ko) | 2004-02-27 | 2006-07-26 | ìŒì±í í 죌ìíì¬ | ì¬ë í ì€í©ì© ê³ ì²Ž í°íë ìŽë§€ì ì ì¡°ë°©ë² |
| KR100723367B1 (ko) * | 2006-04-19 | 2007-05-30 | ìŒì±í í 죌ìíì¬ | ì¬ë í ì€í© ë° ê³µì€í© ë°©ë² |
| KR100878429B1 (ko) * | 2007-03-28 | 2009-01-13 | ìŒì±í í 죌ìíì¬ | ì¬ë í ì€í©ì© ê³ ì²Ž í°íë ìŽë§€ì ì ì¡°ë°©ë² |
| TW200936610A (en) * | 2008-02-26 | 2009-09-01 | Samsung Total Petrochemicals | A preparation method of catalyst for ethylene polymerization and copolymerization |
| JP5821213B2 (ja) * | 2011-02-25 | 2015-11-24 | æ±ã¬æ ªåŒäŒç€Ÿ | ããªãã§ãã¬ã³ãµã«ãã¡ã€ãæš¹è埮ç²ååæ£æ¶²ã®è£œé æ¹æ³ |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB708844A (en) * | 1951-09-25 | 1954-05-12 | British Oxygen Co Ltd | Improvements in or relating to the production of granular polymers |
| US2912401A (en) * | 1956-05-08 | 1959-11-10 | Exxon Research Engineering Co | Stripping solvent from isobutylene-isoprene copolymer latices |
| FR1264953A (fr) * | 1960-08-11 | 1961-06-23 | Basf Ag | Procédé pour la production de matiÚres plastiques sous forme de perles |
| FR1449669A (fr) * | 1965-04-30 | 1966-05-06 | Pechiney Saint Gobain | Procédé de préparation de composés polymÚres et copolymÚres à base de chlorure de vinyle et compositions sÚches résultantes, aptes à subir directement des opérations de transformation |
| BE789461A (fr) * | 1971-10-02 | 1973-03-29 | Bayer Ag | Procede de preparation d'une poudre de polycarbonate |
| JPS505443A (ja) * | 1973-05-18 | 1975-01-21 | ||
| GB1490440A (en) * | 1974-06-28 | 1977-11-02 | Exxon Research Engineering Co | High polymer latices and methods and means for producing same |
| US4031056A (en) * | 1975-02-27 | 1977-06-21 | Tenneco Chemicals, Inc. | Process for the removal of vinyl chloride from latexes containing polyvinyl chloride |
| DE2614261C3 (de) * | 1976-04-02 | 1984-08-23 | Hoechst Ag, 6230 Frankfurt | Verfahren zur Herstellung dispergierbarer Dispersionspulver |
-
1981
- 1981-10-20 JP JP56168039A patent/JPS5869225A/ja active Granted
-
1982
- 1982-10-19 EP EP82109628A patent/EP0077561B1/en not_active Expired
- 1982-10-19 DE DE8282109628T patent/DE3277304D1/de not_active Expired
-
1985
- 1985-09-16 US US06/776,100 patent/US4680381A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE3277304D1 (en) | 1987-10-22 |
| US4680381A (en) | 1987-07-14 |
| JPS5869225A (ja) | 1983-04-25 |
| EP0077561B1 (en) | 1987-09-16 |
| EP0077561A1 (en) | 1983-04-27 |
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