JPS6169884A - 帯電防止剤組成物 - Google Patents
帯電防止剤組成物Info
- Publication number
- JPS6169884A JPS6169884A JP19357784A JP19357784A JPS6169884A JP S6169884 A JPS6169884 A JP S6169884A JP 19357784 A JP19357784 A JP 19357784A JP 19357784 A JP19357784 A JP 19357784A JP S6169884 A JPS6169884 A JP S6169884A
- Authority
- JP
- Japan
- Prior art keywords
- dimethylamino
- hydroxy
- salt
- quaternary ammonium
- guanidine
- 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
- 239000002216 antistatic agent Substances 0.000 title claims abstract description 13
- 239000000203 mixture Substances 0.000 title claims description 14
- 229920000642 polymer Polymers 0.000 claims abstract description 25
- 150000002357 guanidines Chemical class 0.000 claims abstract description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 6
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 6
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 3
- 239000000178 monomer Substances 0.000 claims description 12
- 229910017053 inorganic salt Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 125000005429 oxyalkyl group Chemical group 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 13
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 abstract description 10
- 229960000789 guanidine hydrochloride Drugs 0.000 abstract description 9
- PJJJBBJSCAKJQF-UHFFFAOYSA-N guanidinium chloride Chemical compound [Cl-].NC(N)=[NH2+] PJJJBBJSCAKJQF-UHFFFAOYSA-N 0.000 abstract description 9
- 150000003839 salts Chemical class 0.000 abstract description 8
- 239000004753 textile Substances 0.000 abstract description 7
- 239000007787 solid Substances 0.000 abstract description 6
- 229920001577 copolymer Polymers 0.000 abstract description 4
- 238000012545 processing Methods 0.000 abstract description 2
- -1 fatty acid esters Chemical class 0.000 description 40
- 239000004744 fabric Substances 0.000 description 23
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 19
- 230000015572 biosynthetic process Effects 0.000 description 18
- 238000003786 synthesis reaction Methods 0.000 description 18
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 11
- 239000003795 chemical substances by application Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000005871 repellent Substances 0.000 description 7
- 150000003863 ammonium salts Chemical group 0.000 description 6
- 230000002940 repellent Effects 0.000 description 6
- 230000003068 static effect Effects 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 150000003512 tertiary amines Chemical class 0.000 description 5
- 238000005299 abrasion Methods 0.000 description 4
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 4
- YIXJRHPUWRPCBB-UHFFFAOYSA-N magnesium nitrate Chemical compound [Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O YIXJRHPUWRPCBB-UHFFFAOYSA-N 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000012209 synthetic fiber Substances 0.000 description 4
- 229920002994 synthetic fiber Polymers 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000005611 electricity Effects 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000012459 cleaning agent Substances 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 239000002979 fabric softener Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- IIPYXGDZVMZOAP-UHFFFAOYSA-N lithium nitrate Chemical compound [Li+].[O-][N+]([O-])=O IIPYXGDZVMZOAP-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 229920006255 plastic film Polymers 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- USOVUCXMRCXIPQ-UHFFFAOYSA-N (15-chloro-14-hydroxypentadecyl)-dimethylazanium chloride Chemical compound [Cl-].ClCC(CCCCCCCCCCCCC[NH+](C)C)O USOVUCXMRCXIPQ-UHFFFAOYSA-N 0.000 description 1
- OLVYOPBFTQXYON-UHFFFAOYSA-M (3-bromo-2-hydroxypropyl)-trimethylazanium;bromide Chemical compound [Br-].C[N+](C)(C)CC(O)CBr OLVYOPBFTQXYON-UHFFFAOYSA-M 0.000 description 1
- ZKXYOAHZFAAAGP-UHFFFAOYSA-M (3-chloro-2-hydroxypropyl)-diethyl-methylazanium chloride Chemical compound [Cl-].CC[N+](C)(CC)CC(O)CCl ZKXYOAHZFAAAGP-UHFFFAOYSA-M 0.000 description 1
- NJGPOMYDBKROBX-UHFFFAOYSA-M (3-chloro-2-hydroxypropyl)-ethyl-dimethylazanium;chloride Chemical compound [Cl-].CC[N+](C)(C)CC(O)CCl NJGPOMYDBKROBX-UHFFFAOYSA-M 0.000 description 1
- BDJKOPKKCLQDEQ-UHFFFAOYSA-M (3-chloro-2-hydroxypropyl)-triethylazanium;bromide Chemical compound [Br-].CC[N+](CC)(CC)CC(O)CCl BDJKOPKKCLQDEQ-UHFFFAOYSA-M 0.000 description 1
- ZPNTYIBGYOQQSC-UHFFFAOYSA-M (3-chloro-2-hydroxypropyl)-trimethylazanium;bromide Chemical compound [Br-].C[N+](C)(C)CC(O)CCl ZPNTYIBGYOQQSC-UHFFFAOYSA-M 0.000 description 1
- UJGASLPMQXIPEY-UHFFFAOYSA-M (3-chloro-2-hydroxypropyl)-tripropylazanium;chloride Chemical compound [Cl-].CCC[N+](CCC)(CCC)CC(O)CCl UJGASLPMQXIPEY-UHFFFAOYSA-M 0.000 description 1
- QHVBLSNVXDSMEB-UHFFFAOYSA-N 2-(diethylamino)ethyl prop-2-enoate Chemical compound CCN(CC)CCOC(=O)C=C QHVBLSNVXDSMEB-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
- VAIHIDAYPZEIBB-UHFFFAOYSA-N 2-(dimethylamino)hexyl prop-2-enoate Chemical compound CCCCC(N(C)C)COC(=O)C=C VAIHIDAYPZEIBB-UHFFFAOYSA-N 0.000 description 1
- NMBXBBSVGZNJCE-UHFFFAOYSA-N 2-(dimethylamino)propyl prop-2-enoate Chemical compound CN(C)C(C)COC(=O)C=C NMBXBBSVGZNJCE-UHFFFAOYSA-N 0.000 description 1
- HPGIOSOCXHTQGW-UHFFFAOYSA-N 2-(dipropylamino)ethyl prop-2-enoate Chemical compound CCCN(CCC)CCOC(=O)C=C HPGIOSOCXHTQGW-UHFFFAOYSA-N 0.000 description 1
- QPFCILNVGJNTOX-UHFFFAOYSA-N 2-[di(propan-2-yl)amino]ethyl prop-2-enoate Chemical compound CC(C)N(C(C)C)CCOC(=O)C=C QPFCILNVGJNTOX-UHFFFAOYSA-N 0.000 description 1
- BUTSMGOGGYDFFW-UHFFFAOYSA-N 3-(dimethylamino)butyl prop-2-enoate Chemical compound CN(C)C(C)CCOC(=O)C=C BUTSMGOGGYDFFW-UHFFFAOYSA-N 0.000 description 1
- SXTKYXJXVOGBOF-UHFFFAOYSA-N 3-(dimethylamino)pentyl prop-2-enoate Chemical compound CCC(N(C)C)CCOC(=O)C=C SXTKYXJXVOGBOF-UHFFFAOYSA-N 0.000 description 1
- WWJCRUKUIQRCGP-UHFFFAOYSA-N 3-(dimethylamino)propyl 2-methylprop-2-enoate Chemical compound CN(C)CCCOC(=O)C(C)=C WWJCRUKUIQRCGP-UHFFFAOYSA-N 0.000 description 1
- WZISPVCKWGNITO-UHFFFAOYSA-N 4-(diethylamino)-2-methylidenebutanamide Chemical compound CCN(CC)CCC(=C)C(N)=O WZISPVCKWGNITO-UHFFFAOYSA-N 0.000 description 1
- XSKWWSQTDWPIHX-UHFFFAOYSA-N 4-(dimethylamino)-2-methylidenepentanamide Chemical compound CN(C)C(C)CC(=C)C(N)=O XSKWWSQTDWPIHX-UHFFFAOYSA-N 0.000 description 1
- OAKUJYMZERNLLT-UHFFFAOYSA-N 4-(dimethylamino)butyl 2-methylprop-2-enoate Chemical compound CN(C)CCCCOC(=O)C(C)=C OAKUJYMZERNLLT-UHFFFAOYSA-N 0.000 description 1
- ZWAPMFBHEQZLGK-UHFFFAOYSA-N 5-(dimethylamino)-2-methylidenepentanamide Chemical compound CN(C)CCCC(=C)C(N)=O ZWAPMFBHEQZLGK-UHFFFAOYSA-N 0.000 description 1
- IVBVBKJTVDCUOJ-UHFFFAOYSA-N 5-(dimethylamino)pentyl prop-2-enoate Chemical compound CN(C)CCCCCOC(=O)C=C IVBVBKJTVDCUOJ-UHFFFAOYSA-N 0.000 description 1
- LPNVATKBHBASAJ-UHFFFAOYSA-N 6-(dimethylamino)-2-methylidenehexanamide Chemical compound CN(C)CCCCC(=C)C(N)=O LPNVATKBHBASAJ-UHFFFAOYSA-N 0.000 description 1
- UJZDVMQPVOHSDG-UHFFFAOYSA-N 6-(dimethylamino)hexyl prop-2-enoate Chemical compound CN(C)CCCCCCOC(=O)C=C UJZDVMQPVOHSDG-UHFFFAOYSA-N 0.000 description 1
- YGEVUQGLDYOIQY-UHFFFAOYSA-N 7-(dimethylamino)-2-methylideneheptanamide Chemical compound CN(C)CCCCCC(=C)C(N)=O YGEVUQGLDYOIQY-UHFFFAOYSA-N 0.000 description 1
- ILZYAHBZVXTQQN-UHFFFAOYSA-N 8-(dimethylamino)-2-methylideneoctanamide Chemical compound CN(C)CCCCCCC(=C)C(N)=O ILZYAHBZVXTQQN-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000005696 Diammonium phosphate Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- AGWGLQAQTSTART-UHFFFAOYSA-N [3-(dimethylamino)-2-hydroxypropyl] prop-2-enoate Chemical compound CN(C)CC(O)COC(=O)C=C AGWGLQAQTSTART-UHFFFAOYSA-N 0.000 description 1
- IWZDNSSZMWGODC-UHFFFAOYSA-N [3-(dimethylamino)-2-methylpropyl] prop-2-enoate Chemical compound CC(CN(C)C)COC(=O)C=C IWZDNSSZMWGODC-UHFFFAOYSA-N 0.000 description 1
- QJRWRHBCDFLBOF-UHFFFAOYSA-M [Br-].BrCC(C[N+](CC)(CC)CC)O Chemical compound [Br-].BrCC(C[N+](CC)(CC)CC)O QJRWRHBCDFLBOF-UHFFFAOYSA-M 0.000 description 1
- SCFBRUMMHIXQRC-UHFFFAOYSA-M [Br-].BrCC(C[N+](CCC)(CCC)CCC)O Chemical compound [Br-].BrCC(C[N+](CCC)(CCC)CCC)O SCFBRUMMHIXQRC-UHFFFAOYSA-M 0.000 description 1
- 229920006222 acrylic ester polymer Polymers 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 1
- 229910001626 barium chloride Inorganic materials 0.000 description 1
- AAZVLNHLLNLZEE-UHFFFAOYSA-M benzyl-(3-chloro-2-hydroxypropyl)-dimethylazanium;chloride Chemical compound [Cl-].ClCC(O)C[N+](C)(C)CC1=CC=CC=C1 AAZVLNHLLNLZEE-UHFFFAOYSA-M 0.000 description 1
- XISKMNBBUQQBBE-ANUZYNSFSA-N bisnordihydrotoxiferine Chemical compound C12C/3=C\N(C4\5)C6=CC=CC=C6C44CCN(C\C6=C\C)C4CC6C/5=C/N1C1=CC=CC=C1C21CCN2C/C(=C/C)C\3CC21 XISKMNBBUQQBBE-ANUZYNSFSA-N 0.000 description 1
- STIAPHVBRDNOAJ-UHFFFAOYSA-N carbamimidoylazanium;carbonate Chemical compound NC(N)=N.NC(N)=N.OC(O)=O STIAPHVBRDNOAJ-UHFFFAOYSA-N 0.000 description 1
- CEDDGDWODCGBFQ-UHFFFAOYSA-N carbamimidoylazanium;hydron;phosphate Chemical compound NC(N)=N.OP(O)(O)=O CEDDGDWODCGBFQ-UHFFFAOYSA-N 0.000 description 1
- LNEUSAPFBRDCPM-UHFFFAOYSA-N carbamimidoylazanium;sulfamate Chemical compound NC(N)=N.NS(O)(=O)=O LNEUSAPFBRDCPM-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 229910000388 diammonium phosphate Inorganic materials 0.000 description 1
- 235000019838 diammonium phosphate Nutrition 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 238000007730 finishing process Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-M hydrosulfide Chemical compound [SH-] RWSOTUBLDIXVET-UHFFFAOYSA-M 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- ZEOQPNRYUCROGZ-UHFFFAOYSA-N n,n-dibutylbutan-1-amine;hydrobromide Chemical compound [Br-].CCCC[NH+](CCCC)CCCC ZEOQPNRYUCROGZ-UHFFFAOYSA-N 0.000 description 1
- RGPOIOCNCQYCNX-UHFFFAOYSA-N n-[2-(dipropylamino)ethyl]prop-2-enamide Chemical compound CCCN(CCC)CCNC(=O)C=C RGPOIOCNCQYCNX-UHFFFAOYSA-N 0.000 description 1
- GLQPWSOBWYWGJS-UHFFFAOYSA-N n-[2-[di(propan-2-yl)amino]ethyl]prop-2-enamide Chemical compound CC(C)N(C(C)C)CCNC(=O)C=C GLQPWSOBWYWGJS-UHFFFAOYSA-N 0.000 description 1
- RCLLINSDAJVOHP-UHFFFAOYSA-N n-ethyl-n',n'-dimethylprop-2-enehydrazide Chemical compound CCN(N(C)C)C(=O)C=C RCLLINSDAJVOHP-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- HFHIPAQLRACRKA-UHFFFAOYSA-M tributyl-(3-chloro-2-hydroxypropyl)azanium;chloride Chemical compound [Cl-].CCCC[N+](CCCC)(CCCC)CC(O)CCl HFHIPAQLRACRKA-UHFFFAOYSA-M 0.000 description 1
- NRWCNEBHECBWRJ-UHFFFAOYSA-M trimethyl(propyl)azanium;chloride Chemical compound [Cl-].CCC[N+](C)(C)C NRWCNEBHECBWRJ-UHFFFAOYSA-M 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19357784A JPS6169884A (ja) | 1984-09-14 | 1984-09-14 | 帯電防止剤組成物 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19357784A JPS6169884A (ja) | 1984-09-14 | 1984-09-14 | 帯電防止剤組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6169884A true JPS6169884A (ja) | 1986-04-10 |
| JPH0259189B2 JPH0259189B2 (enrdf_load_stackoverflow) | 1990-12-11 |
Family
ID=16310314
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP19357784A Granted JPS6169884A (ja) | 1984-09-14 | 1984-09-14 | 帯電防止剤組成物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6169884A (enrdf_load_stackoverflow) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2796392A1 (fr) * | 1999-07-15 | 2001-01-19 | Rhodia Chimie Sa | Composition nettoyante comprenant un polymere hydrosoluble ou hydrodispersable |
| JP2003226866A (ja) * | 2002-02-05 | 2003-08-15 | Altech Co Ltd | ４級アンモニウム塩を含むカチオン型高分子帯電防止剤 |
| WO2005056767A2 (en) | 2003-12-08 | 2005-06-23 | Rhodia Inc. | Hydrophobic modified diquaternary monomers and polymers as thickening agents of acidic aqueous compositions |
| JP2005528438A (ja) * | 2002-06-04 | 2005-09-22 | ローディア インコーポレイティド | 数個のカチオン基を含むモノマー化合物、それを製造する方法及びそれに由来する単位を含むポリマー |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS538380A (en) * | 1976-07-12 | 1978-01-25 | Mitsubishi Petrochem Co Ltd | Electroconductive agent |
| JPS548800A (en) * | 1977-06-17 | 1979-01-23 | Daicel Chem Ind Ltd | Filter for tobacco smoke |
| JPS5544115A (en) * | 1978-09-19 | 1980-03-28 | Akebono Brake Ind Co Ltd | Hydrostatic operation mechanism with gap regulating unit in brake device |
-
1984
- 1984-09-14 JP JP19357784A patent/JPS6169884A/ja active Granted
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS538380A (en) * | 1976-07-12 | 1978-01-25 | Mitsubishi Petrochem Co Ltd | Electroconductive agent |
| JPS548800A (en) * | 1977-06-17 | 1979-01-23 | Daicel Chem Ind Ltd | Filter for tobacco smoke |
| JPS5544115A (en) * | 1978-09-19 | 1980-03-28 | Akebono Brake Ind Co Ltd | Hydrostatic operation mechanism with gap regulating unit in brake device |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2796392A1 (fr) * | 1999-07-15 | 2001-01-19 | Rhodia Chimie Sa | Composition nettoyante comprenant un polymere hydrosoluble ou hydrodispersable |
| WO2001005920A1 (fr) * | 1999-07-15 | 2001-01-25 | Rhodia Chimie | Composition nettoyante comprenant un polymere hydrosoluble ou hydrodispersable |
| USRE44058E1 (en) | 1999-07-15 | 2013-03-12 | Rhodia Chimie | Cleaning composition comprising a water-soluble or water-dispersible polymer |
| JP2003226866A (ja) * | 2002-02-05 | 2003-08-15 | Altech Co Ltd | ４級アンモニウム塩を含むカチオン型高分子帯電防止剤 |
| JP2005528438A (ja) * | 2002-06-04 | 2005-09-22 | ローディア インコーポレイティド | 数個のカチオン基を含むモノマー化合物、それを製造する方法及びそれに由来する単位を含むポリマー |
| EP1539676A4 (en) * | 2002-06-04 | 2007-02-21 | Rhodia | MONOMER COMPOUND CONTAINING SEVERAL CATIONIC GROUPS, PROCESS FOR THEIR PREPARATION, AND POLYMERS CONTAINING DERIVED UNITS THEREOF |
| JP2011006688A (ja) * | 2002-06-04 | 2011-01-13 | Rhodia Inc | 数個のカチオン基を含むモノマー化合物及びそれに由来する単位を含むポリマー |
| WO2005056767A2 (en) | 2003-12-08 | 2005-06-23 | Rhodia Inc. | Hydrophobic modified diquaternary monomers and polymers as thickening agents of acidic aqueous compositions |
| EP1694803A4 (en) * | 2003-12-08 | 2008-09-24 | Rhodia | HYDROPHOBIC MODIFIED DIQUATERNARY MONOMERS AND POLYMERS AS THICKENERS OF ACIDIC AQUEOUS COMPOSITIONS |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0259189B2 (enrdf_load_stackoverflow) | 1990-12-11 |
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