JPS62104802A - 乳化重合用乳化剤 - Google Patents
乳化重合用乳化剤Info
- Publication number
- JPS62104802A JPS62104802A JP61171816A JP17181686A JPS62104802A JP S62104802 A JPS62104802 A JP S62104802A JP 61171816 A JP61171816 A JP 61171816A JP 17181686 A JP17181686 A JP 17181686A JP S62104802 A JPS62104802 A JP S62104802A
- Authority
- JP
- Japan
- Prior art keywords
- emulsifier
- emulsion polymerization
- formula
- group
- emulsion
- 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.)
- Granted
Links
- 239000003995 emulsifying agent Substances 0.000 title claims abstract description 40
- 238000007720 emulsion polymerization reaction Methods 0.000 title claims abstract description 32
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 6
- 125000000129 anionic group Chemical group 0.000 claims abstract description 5
- 125000002252 acyl group Chemical group 0.000 claims abstract description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 150000001340 alkali metals Chemical class 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 239000000839 emulsion Substances 0.000 abstract description 18
- 239000000178 monomer Substances 0.000 abstract description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 15
- -1 hydroxyl compound Chemical class 0.000 abstract description 12
- 229920000642 polymer Polymers 0.000 abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 10
- 238000006116 polymerization reaction Methods 0.000 abstract description 9
- 239000007787 solid Substances 0.000 abstract description 9
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 abstract description 6
- 239000003054 catalyst Substances 0.000 abstract description 5
- 229920006254 polymer film Polymers 0.000 abstract description 4
- 230000006866 deterioration Effects 0.000 abstract description 3
- 125000000217 alkyl group Chemical group 0.000 abstract description 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 2
- 229920005989 resin Polymers 0.000 abstract description 2
- 239000011347 resin Substances 0.000 abstract description 2
- 150000003512 tertiary amines Chemical class 0.000 abstract description 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 15
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 11
- 150000001875 compounds Chemical class 0.000 description 11
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 10
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 150000003333 secondary alcohols Chemical class 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- ZQXCQTAELHSNAT-UHFFFAOYSA-N 1-chloro-3-nitro-5-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(Cl)=CC(C(F)(F)F)=C1 ZQXCQTAELHSNAT-UHFFFAOYSA-N 0.000 description 1
- JKTAIYGNOFSMCE-UHFFFAOYSA-N 2,3-di(nonyl)phenol Chemical compound CCCCCCCCCC1=CC=CC(O)=C1CCCCCCCCC JKTAIYGNOFSMCE-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- LQZDDWKUQKQXGC-UHFFFAOYSA-N 2-(2-methylprop-2-enoxymethyl)oxirane Chemical compound CC(=C)COCC1CO1 LQZDDWKUQKQXGC-UHFFFAOYSA-N 0.000 description 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 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 229910015900 BF3 Inorganic materials 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 239000005643 Pelargonic acid Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- BTFJIXJJCSYFAL-UHFFFAOYSA-N arachidyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 230000001112 coagulating effect Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000011790 ferrous sulphate Substances 0.000 description 1
- 235000003891 ferrous sulphate Nutrition 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 1
- 229910000359 iron(II) sulfate Inorganic materials 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- XONPDZSGENTBNJ-UHFFFAOYSA-N molecular hydrogen;sodium Chemical compound [Na].[H][H] XONPDZSGENTBNJ-UHFFFAOYSA-N 0.000 description 1
- 229940043348 myristyl alcohol Drugs 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007717 redox polymerization reaction Methods 0.000 description 1
- 230000001603 reducing effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Inorganic materials O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 description 1
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Landscapes
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60-162055 | 1985-07-24 | ||
| JP16205585 | 1985-07-24 |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6210055A Division JP2617093B2 (ja) | 1985-07-24 | 1994-09-02 | 乳化重合用乳化剤 |
| JP6210056A Division JP2617094B2 (ja) | 1985-07-24 | 1994-09-02 | 乳化重合用乳化剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62104802A true JPS62104802A (ja) | 1987-05-15 |
| JPH0575001B2 JPH0575001B2 (enrdf_load_stackoverflow) | 1993-10-19 |
Family
ID=15747236
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61171816A Granted JPS62104802A (ja) | 1985-07-24 | 1986-07-23 | 乳化重合用乳化剤 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62104802A (enrdf_load_stackoverflow) |
Cited By (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63126535A (ja) * | 1987-08-07 | 1988-05-30 | Dai Ichi Kogyo Seiyaku Co Ltd | 新規界面活性剤 |
| JPS63205384A (ja) * | 1987-08-21 | 1988-08-24 | Dai Ichi Kogyo Seiyaku Co Ltd | 新規合成樹脂帯電防止剤 |
| JPS63214336A (ja) * | 1987-08-07 | 1988-09-07 | Dai Ichi Kogyo Seiyaku Co Ltd | 新規界面活性剤 |
| JPH01119334A (ja) * | 1987-10-30 | 1989-05-11 | Sanyo Chem Ind Ltd | 反応性乳化剤 |
| JPH01119335A (ja) * | 1987-10-30 | 1989-05-11 | Sanyo Chem Ind Ltd | 反応性乳化剤 |
| JPH01174512A (ja) * | 1987-12-28 | 1989-07-11 | Sanyo Chem Ind Ltd | 改質剤および改質方法 |
| JPH01174511A (ja) * | 1987-12-28 | 1989-07-11 | Sanyo Chem Ind Ltd | 改質剤および改質方法 |
| JPH06254372A (ja) * | 1993-03-03 | 1994-09-13 | Asahi Denka Kogyo Kk | 界面活性剤組成物 |
| JPH07165806A (ja) * | 1985-07-24 | 1995-06-27 | Asahi Denka Kogyo Kk | 乳化重合用乳化剤 |
| JPH07165807A (ja) * | 1985-07-24 | 1995-06-27 | Asahi Denka Kogyo Kk | 乳化重合用乳化剤 |
| WO2001096483A1 (en) | 2000-06-07 | 2001-12-20 | Seiko Epson Corporation | Ink-jet recording ink, ink-jet recording ink set, recording method, print, and ink-jet recording apparatus |
| JP2006075808A (ja) * | 2004-09-13 | 2006-03-23 | Asahi Denka Kogyo Kk | 界面活性剤組成物 |
| US7098250B2 (en) | 2000-09-11 | 2006-08-29 | Kao Corporation | Surfactant for emulsion polymerization |
| EP1721952A2 (en) | 2005-04-20 | 2006-11-15 | Seiko Epson Corporation | Microencapsulated particulate metal material, method for producing the same, and aqueous dispersion and ink jet ink using the same |
| US7144944B2 (en) | 2001-03-19 | 2006-12-05 | Gelanese International Corporation | Coating composition for ink-jet recording medium and ink-jet recording medium |
| US7317056B2 (en) | 2001-12-28 | 2008-01-08 | Celanese International Corporation | Synthetic resin emulsion, easily water-swellable pressure-sensitive adhesive compositions containing the same and process for production of the emulsion |
| WO2009063996A1 (ja) | 2007-11-15 | 2009-05-22 | Seiko Epson Corporation | インク組成物 |
| US7576903B2 (en) | 2005-04-19 | 2009-08-18 | Seiko Epson Corporation | Microcapsule, method of manufacturing microcapsule, electrophoretic device, and electric apparatus |
| EP2397531A1 (en) | 2010-06-17 | 2011-12-21 | Ricoh Company, Ltd. | Heat-sensitive adhesive material |
| WO2013051205A1 (ja) | 2011-10-07 | 2013-04-11 | 第一工業製薬株式会社 | 反応性乳化剤を用いた乳化重合方法、それにより得られる水系ポリマーディスパージョン及びポリマーフィルム |
| US8526099B2 (en) | 2005-04-19 | 2013-09-03 | Seiko Epson Corporation | Method for manufacturing microcapsules, and microcapsule, electrophoretic device and electric apparatus |
| US8524803B2 (en) | 2004-10-18 | 2013-09-03 | Seiko Epson Corporation | Encapsulation product, process for producing the same, and ink composition |
| US8586975B2 (en) | 2006-02-10 | 2013-11-19 | Seiko Epson Corporation | Photoelectric conversion element, method for manufacturing photoelectric conversion element, and electronic apparatus |
| WO2014084226A1 (ja) | 2012-11-28 | 2014-06-05 | 三菱瓦斯化学株式会社 | 樹脂組成物、プリプレグ、積層板、金属箔張積層板、及びプリント配線板 |
| US9025237B2 (en) | 2012-04-05 | 2015-05-05 | Seiko Epson Corporation | Electrophoresis particle, method of manufacturing electrophoresis particle, electrophoresis dispersion liquid, electrophoresis sheet, electrophoresis device and electronic apparatus |
| WO2017098875A1 (ja) | 2015-12-07 | 2017-06-15 | 昭和電工株式会社 | モルタル組成物及びその製造方法、コンクリート構造体、並びにコンクリート躯体の下地調整方法 |
| WO2018155032A1 (ja) | 2017-02-27 | 2018-08-30 | 昭和電工株式会社 | 硬化型水系樹脂エマルジョン組成物 |
| CN109810249A (zh) * | 2018-12-25 | 2019-05-28 | 联泓(江苏)新材料研究院有限公司 | 一种稳定性及耐水性优异的氢化反应型乳化剂及其制备方法和应用 |
| CN109929100A (zh) * | 2019-03-26 | 2019-06-25 | 扬州晨化新材料股份有限公司 | 一种烯丙基烷基醇聚氧乙烯醚的合成方法 |
| CN109970963A (zh) * | 2019-03-26 | 2019-07-05 | 扬州晨化新材料股份有限公司 | 一种烯丙基烷基酚聚氧乙烯醚的合成方法 |
| CN110831987A (zh) * | 2017-07-25 | 2020-02-21 | 阿科玛法国公司 | 稳定的水性聚合物分散体 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JP7027034B2 (ja) | 2016-10-14 | 2022-03-01 | 株式会社Adeka | 防曇塗料組成物及び物品 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5686191A (en) * | 1979-12-17 | 1981-07-13 | Kao Corp | Preparation of phosphoric monoester |
| JPH0223563A (ja) * | 1988-07-11 | 1990-01-25 | Mitsubishi Electric Corp | フレキシブルデイスク装置 |
-
1986
- 1986-07-23 JP JP61171816A patent/JPS62104802A/ja active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5686191A (en) * | 1979-12-17 | 1981-07-13 | Kao Corp | Preparation of phosphoric monoester |
| JPH0223563A (ja) * | 1988-07-11 | 1990-01-25 | Mitsubishi Electric Corp | フレキシブルデイスク装置 |
Cited By (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07165806A (ja) * | 1985-07-24 | 1995-06-27 | Asahi Denka Kogyo Kk | 乳化重合用乳化剤 |
| JPH07165807A (ja) * | 1985-07-24 | 1995-06-27 | Asahi Denka Kogyo Kk | 乳化重合用乳化剤 |
| JPS63214336A (ja) * | 1987-08-07 | 1988-09-07 | Dai Ichi Kogyo Seiyaku Co Ltd | 新規界面活性剤 |
| JPS63126535A (ja) * | 1987-08-07 | 1988-05-30 | Dai Ichi Kogyo Seiyaku Co Ltd | 新規界面活性剤 |
| JPS63205384A (ja) * | 1987-08-21 | 1988-08-24 | Dai Ichi Kogyo Seiyaku Co Ltd | 新規合成樹脂帯電防止剤 |
| JPH01119334A (ja) * | 1987-10-30 | 1989-05-11 | Sanyo Chem Ind Ltd | 反応性乳化剤 |
| JPH01119335A (ja) * | 1987-10-30 | 1989-05-11 | Sanyo Chem Ind Ltd | 反応性乳化剤 |
| JPH01174511A (ja) * | 1987-12-28 | 1989-07-11 | Sanyo Chem Ind Ltd | 改質剤および改質方法 |
| JPH01174512A (ja) * | 1987-12-28 | 1989-07-11 | Sanyo Chem Ind Ltd | 改質剤および改質方法 |
| JPH06254372A (ja) * | 1993-03-03 | 1994-09-13 | Asahi Denka Kogyo Kk | 界面活性剤組成物 |
| WO2001096483A1 (en) | 2000-06-07 | 2001-12-20 | Seiko Epson Corporation | Ink-jet recording ink, ink-jet recording ink set, recording method, print, and ink-jet recording apparatus |
| US7098250B2 (en) | 2000-09-11 | 2006-08-29 | Kao Corporation | Surfactant for emulsion polymerization |
| US7144944B2 (en) | 2001-03-19 | 2006-12-05 | Gelanese International Corporation | Coating composition for ink-jet recording medium and ink-jet recording medium |
| US7317056B2 (en) | 2001-12-28 | 2008-01-08 | Celanese International Corporation | Synthetic resin emulsion, easily water-swellable pressure-sensitive adhesive compositions containing the same and process for production of the emulsion |
| KR100791735B1 (ko) | 2004-09-13 | 2008-01-04 | 가부시키가이샤 아데카 | 계면활성제 조성물 |
| WO2006030717A1 (ja) * | 2004-09-13 | 2006-03-23 | Adeka Corporation | 界面活性剤組成物 |
| JP2006075808A (ja) * | 2004-09-13 | 2006-03-23 | Asahi Denka Kogyo Kk | 界面活性剤組成物 |
| US7799859B2 (en) | 2004-09-13 | 2010-09-21 | Adeka Corporation | Surfactant composition |
| US8524803B2 (en) | 2004-10-18 | 2013-09-03 | Seiko Epson Corporation | Encapsulation product, process for producing the same, and ink composition |
| US8526099B2 (en) | 2005-04-19 | 2013-09-03 | Seiko Epson Corporation | Method for manufacturing microcapsules, and microcapsule, electrophoretic device and electric apparatus |
| US7576903B2 (en) | 2005-04-19 | 2009-08-18 | Seiko Epson Corporation | Microcapsule, method of manufacturing microcapsule, electrophoretic device, and electric apparatus |
| EP1721952A2 (en) | 2005-04-20 | 2006-11-15 | Seiko Epson Corporation | Microencapsulated particulate metal material, method for producing the same, and aqueous dispersion and ink jet ink using the same |
| US8088486B2 (en) | 2005-04-20 | 2012-01-03 | Seiko Epson Corporation | Microencapsulated particulate metal material, method for producing the same, and aqueous dispersion and ink jet ink using the same |
| US8586975B2 (en) | 2006-02-10 | 2013-11-19 | Seiko Epson Corporation | Photoelectric conversion element, method for manufacturing photoelectric conversion element, and electronic apparatus |
| WO2009063996A1 (ja) | 2007-11-15 | 2009-05-22 | Seiko Epson Corporation | インク組成物 |
| EP2397531A1 (en) | 2010-06-17 | 2011-12-21 | Ricoh Company, Ltd. | Heat-sensitive adhesive material |
| WO2013051205A1 (ja) | 2011-10-07 | 2013-04-11 | 第一工業製薬株式会社 | 反応性乳化剤を用いた乳化重合方法、それにより得られる水系ポリマーディスパージョン及びポリマーフィルム |
| US9025237B2 (en) | 2012-04-05 | 2015-05-05 | Seiko Epson Corporation | Electrophoresis particle, method of manufacturing electrophoresis particle, electrophoresis dispersion liquid, electrophoresis sheet, electrophoresis device and electronic apparatus |
| WO2014084226A1 (ja) | 2012-11-28 | 2014-06-05 | 三菱瓦斯化学株式会社 | 樹脂組成物、プリプレグ、積層板、金属箔張積層板、及びプリント配線板 |
| WO2017098875A1 (ja) | 2015-12-07 | 2017-06-15 | 昭和電工株式会社 | モルタル組成物及びその製造方法、コンクリート構造体、並びにコンクリート躯体の下地調整方法 |
| WO2018155032A1 (ja) | 2017-02-27 | 2018-08-30 | 昭和電工株式会社 | 硬化型水系樹脂エマルジョン組成物 |
| CN110831987A (zh) * | 2017-07-25 | 2020-02-21 | 阿科玛法国公司 | 稳定的水性聚合物分散体 |
| CN109810249A (zh) * | 2018-12-25 | 2019-05-28 | 联泓(江苏)新材料研究院有限公司 | 一种稳定性及耐水性优异的氢化反应型乳化剂及其制备方法和应用 |
| CN109810249B (zh) * | 2018-12-25 | 2022-05-10 | 联泓(江苏)新材料研究院有限公司 | 一种稳定性及耐水性优异的氢化反应型乳化剂及其制备方法和应用 |
| CN109929100A (zh) * | 2019-03-26 | 2019-06-25 | 扬州晨化新材料股份有限公司 | 一种烯丙基烷基醇聚氧乙烯醚的合成方法 |
| CN109970963A (zh) * | 2019-03-26 | 2019-07-05 | 扬州晨化新材料股份有限公司 | 一种烯丙基烷基酚聚氧乙烯醚的合成方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0575001B2 (enrdf_load_stackoverflow) | 1993-10-19 |
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Legal Events
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| EXPY | Cancellation because of completion of term |