JPS62106917A - 帯電防止性ポリウレタンフォームの製造方法 - Google Patents
帯電防止性ポリウレタンフォームの製造方法Info
- Publication number
- JPS62106917A JPS62106917A JP61200245A JP20024586A JPS62106917A JP S62106917 A JPS62106917 A JP S62106917A JP 61200245 A JP61200245 A JP 61200245A JP 20024586 A JP20024586 A JP 20024586A JP S62106917 A JPS62106917 A JP S62106917A
- Authority
- JP
- Japan
- Prior art keywords
- ethyl
- plasticizer
- quaternary ammonium
- antistatic
- antistatic additive
- 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
- 229920005830 Polyurethane Foam Polymers 0.000 title claims abstract description 23
- 239000011496 polyurethane foam Substances 0.000 title claims abstract description 23
- 239000000203 mixture Substances 0.000 claims abstract description 82
- 239000000654 additive Substances 0.000 claims abstract description 44
- 230000000996 additive effect Effects 0.000 claims abstract description 36
- 239000004014 plasticizer Substances 0.000 claims abstract description 33
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims abstract description 28
- 235000010469 Glycine max Nutrition 0.000 claims abstract description 14
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical class CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 claims abstract description 13
- 244000068988 Glycine max Species 0.000 claims abstract description 12
- RHZNQEWFWUODFC-UHFFFAOYSA-N ethyl(dimethyl)azanium;ethyl sulfate Chemical compound CC[NH+](C)C.CCOS([O-])(=O)=O RHZNQEWFWUODFC-UHFFFAOYSA-N 0.000 claims abstract description 10
- CJWBPEYRTPGWPF-UHFFFAOYSA-N 2-[bis(2-chloroethoxy)phosphoryloxy]ethyl bis(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCOP(=O)(OCCCl)OCCCl CJWBPEYRTPGWPF-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000006260 foam Substances 0.000 claims description 41
- 229920005862 polyol Polymers 0.000 claims description 32
- 150000003077 polyols Chemical class 0.000 claims description 32
- 229920000570 polyether Polymers 0.000 claims description 29
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 19
- 239000000126 substance Substances 0.000 claims description 17
- 230000003068 static effect Effects 0.000 claims description 14
- 239000007788 liquid Substances 0.000 claims description 13
- 238000004519 manufacturing process Methods 0.000 claims description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- 229920005906 polyester polyol Polymers 0.000 claims description 7
- NATWUQFQFMZVMT-UHFFFAOYSA-N n-ethyl-2-methylbenzenesulfonamide Chemical compound CCNS(=O)(=O)C1=CC=CC=C1C NATWUQFQFMZVMT-UHFFFAOYSA-N 0.000 claims description 5
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- 230000006872 improvement Effects 0.000 claims description 3
- 238000011065 in-situ storage Methods 0.000 claims description 3
- HMSKPHZPQILJEF-UHFFFAOYSA-N ethyl(dimethyl)azanium;ethyl phosphate Chemical compound CC[NH+](C)C.CC[NH+](C)C.CCOP([O-])([O-])=O HMSKPHZPQILJEF-UHFFFAOYSA-N 0.000 claims description 2
- YCMLQMDWSXFTIF-UHFFFAOYSA-N 2-methylbenzenesulfonimidic acid Chemical compound CC1=CC=CC=C1S(N)(=O)=O YCMLQMDWSXFTIF-UHFFFAOYSA-N 0.000 claims 3
- KJGKGQUPLDWEFA-UHFFFAOYSA-N CCN.CCN.CCOP(O)(O)=O Chemical compound CCN.CCN.CCOP(O)(O)=O KJGKGQUPLDWEFA-UHFFFAOYSA-N 0.000 claims 1
- 125000003368 amide group Chemical group 0.000 claims 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 claims 1
- 229920000578 graft copolymer Polymers 0.000 claims 1
- 229920001228 polyisocyanate Polymers 0.000 claims 1
- 239000005056 polyisocyanate Substances 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 abstract description 3
- VYCLKPWFAOOWBF-UHFFFAOYSA-N CC[NH+](C)C.CC[NH+](C)C.CC[NH+](C)C.[O-]P([O-])([O-])=O Chemical compound CC[NH+](C)C.CC[NH+](C)C.CC[NH+](C)C.[O-]P([O-])([O-])=O VYCLKPWFAOOWBF-UHFFFAOYSA-N 0.000 abstract 1
- 238000005187 foaming Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 22
- 229920005989 resin Polymers 0.000 description 11
- 239000011347 resin Substances 0.000 description 11
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 11
- 239000003054 catalyst Substances 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- 229920001577 copolymer Polymers 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 229920000728 polyester Polymers 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 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 description 4
- 238000009472 formulation Methods 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 description 4
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 4
- 230000002195 synergetic effect Effects 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 3
- 239000003063 flame retardant Substances 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- 238000005191 phase separation Methods 0.000 description 3
- ACRQLFSHISNWRY-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-phenoxybenzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=CC=CC=C1 ACRQLFSHISNWRY-UHFFFAOYSA-N 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 2
- 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 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- -1 accelerators Substances 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000005611 electricity Effects 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000006261 foam material Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 210000003127 knee Anatomy 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 229940112041 peripherally acting muscle relaxants other quaternary ammonium compound in atc Drugs 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000001054 red pigment Substances 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 238000004252 FT/ICR mass spectrometry Methods 0.000 description 1
- MZZINWWGSYUHGU-UHFFFAOYSA-J ToTo-1 Chemical compound [I-].[I-].[I-].[I-].C12=CC=CC=C2C(C=C2N(C3=CC=CC=C3S2)C)=CC=[N+]1CCC[N+](C)(C)CCC[N+](C)(C)CCC[N+](C1=CC=CC=C11)=CC=C1C=C1N(C)C2=CC=CC=C2S1 MZZINWWGSYUHGU-UHFFFAOYSA-J 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000012777 commercial manufacturing Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000009749 continuous casting Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- UCVPKAZCQPRWAY-UHFFFAOYSA-N dibenzyl benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC=2C=CC=CC=2)C=1C(=O)OCC1=CC=CC=C1 UCVPKAZCQPRWAY-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- IHFXMTOFDQKABX-UHFFFAOYSA-N n-methylhexadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCNC IHFXMTOFDQKABX-UHFFFAOYSA-N 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/43—Compounds containing sulfur bound to nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/19—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US793163 | 1985-10-31 | ||
| US06/793,163 US4605684A (en) | 1985-10-31 | 1985-10-31 | Antistatic polyurethane foam |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62106917A true JPS62106917A (ja) | 1987-05-18 |
| JPH0447689B2 JPH0447689B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-08-04 |
Family
ID=25159249
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61200245A Granted JPS62106917A (ja) | 1985-10-31 | 1986-08-28 | 帯電防止性ポリウレタンフォームの製造方法 |
Country Status (5)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001329253A (ja) * | 2000-03-14 | 2001-11-27 | Kao Corp | 帯電防止剤組成物 |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5024792A (en) * | 1986-10-14 | 1991-06-18 | W. R. Grace & Co.-Conn. | Antistatic thermoplastic/polyamide-polyether compositions and antistatic polymeric films made therefrom |
| US5025922A (en) * | 1986-10-14 | 1991-06-25 | W. R. Grace & Co.-Conn. | Agent for imparting antistatic characteristics to a thermoplastic polymer and a thermoplastic polymer composition containing the agent |
| US4882894A (en) * | 1986-10-14 | 1989-11-28 | W. R. Grace & Co.-Conn. | Agent for imparting antistatic characteristics to a thermoplastic polymer and a thermoplastic polymer composition containing the agent |
| US4899521A (en) * | 1986-10-14 | 1990-02-13 | W. R. Grace & Co. - Conn. | Antistatic thermoplastic/polyamide-polyether compositions and antistatic polymeric films made therefrom |
| US5153075A (en) * | 1988-01-14 | 1992-10-06 | W. R. Grace & Co.-Conn. | Permanent antistatic acid copolymer/quaternary amine polymeric films |
| US5171641A (en) * | 1988-01-14 | 1992-12-15 | W. R. Grace & Co.-Conn. | Permanent antistatic acid copolymer/quaternary amine polymeric films |
| US4999252A (en) * | 1988-01-14 | 1991-03-12 | W. R. Grace & Co.-Conn. | Permanent antistatic acid copolymer/quaternary amine mixtures films |
| US5096761A (en) * | 1988-03-15 | 1992-03-17 | W. R. Grace & Co.-Conn. | Antistatically conductive masking film for electrostatic spray painting |
| US4840758A (en) * | 1988-09-09 | 1989-06-20 | Phillips Petroleum Company | Methods of preparing molded thermoplastic articles wherein radio frequency energy is utilized to heat the thermoplastic material |
| US5096934A (en) * | 1989-09-21 | 1992-03-17 | W. R. Grace & Co.-Conn. | Packaging material containing inherently antistatic polymeric foam and method for use thereof |
| US5232956A (en) * | 1991-08-05 | 1993-08-03 | Monsanto Company | Flexible water-blown polyurethane foams |
| US5457139A (en) * | 1993-07-26 | 1995-10-10 | Monsanto Company | Flexible water-blown polyurethane foams |
| US5958993A (en) * | 1994-08-30 | 1999-09-28 | Akzo Novel Nv | Fog reduction in polyurethane foam using phosphate esters |
| US5846621A (en) * | 1995-09-15 | 1998-12-08 | Minnesota Mining And Manufacturing Company | Component carrier tape having static dissipative properties |
| CN1164636C (zh) * | 2000-03-14 | 2004-09-01 | 花王株式会社 | 防带电剂组合物 |
| US7005458B2 (en) * | 2003-06-20 | 2006-02-28 | Foamex L.P. | Static dissipative polyurethane foams |
| KR20080092984A (ko) † | 2006-02-07 | 2008-10-16 | 바스프 에스이 | 정전기 방지 폴리우레탄 |
| US8901187B1 (en) | 2008-12-19 | 2014-12-02 | Hickory Springs Manufacturing Company | High resilience flexible polyurethane foam using MDI |
| US8906975B1 (en) | 2009-02-09 | 2014-12-09 | Hickory Springs Manufacturing Company | Conventional flexible polyurethane foam using MDI |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB889022A (en) * | 1957-08-22 | 1962-02-07 | Btr Industries Ltd | Improvements in polyvinyl chloride and like compositions |
| BE790849Q (fr) * | 1970-02-02 | 1973-04-30 | Olin Corp | Nouveaux polyesters phosphoriques halogenes retardateurs d'inflammationet mousse de polyurethanne contenant ces polyesters |
| US4169922A (en) * | 1977-12-27 | 1979-10-02 | Monsanto Company | Rigid polyurethane foam-forming compositions |
| DK149482A (da) * | 1981-04-01 | 1982-10-02 | American Can Co | Plastificeret evoh, fremgangsmaade til fremstilling af samme samt produkter omfattende samme |
-
1985
- 1985-10-31 US US06/793,163 patent/US4605684A/en not_active Expired - Fee Related
-
1986
- 1986-06-26 EP EP86304978A patent/EP0224979B1/en not_active Expired
- 1986-06-26 AT AT86304978T patent/ATE48624T1/de not_active IP Right Cessation
- 1986-06-26 DE DE8686304978T patent/DE3667476D1/de not_active Expired - Fee Related
- 1986-08-28 JP JP61200245A patent/JPS62106917A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001329253A (ja) * | 2000-03-14 | 2001-11-27 | Kao Corp | 帯電防止剤組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0224979B1 (en) | 1989-12-13 |
| EP0224979A1 (en) | 1987-06-10 |
| DE3667476D1 (de) | 1990-01-18 |
| ATE48624T1 (de) | 1989-12-15 |
| US4605684A (en) | 1986-08-12 |
| JPH0447689B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1992-08-04 |
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| JPS5932494B2 (ja) | 導電性樹脂組成物 |