DE60216278T2 - Polyoxyalkylen-ammoniumsalze und ihre verwendung als antistatika - Google Patents
Polyoxyalkylen-ammoniumsalze und ihre verwendung als antistatika Download PDFInfo
- Publication number
- DE60216278T2 DE60216278T2 DE2002616278 DE60216278T DE60216278T2 DE 60216278 T2 DE60216278 T2 DE 60216278T2 DE 2002616278 DE2002616278 DE 2002616278 DE 60216278 T DE60216278 T DE 60216278T DE 60216278 T2 DE60216278 T2 DE 60216278T2
- Authority
- DE
- Germany
- Prior art keywords
- antistatic
- antistatic agent
- insulating material
- agent according
- group
- 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 - Lifetime
Links
- 150000003863 ammonium salts Chemical class 0.000 title description 2
- 239000002216 antistatic agent Substances 0.000 claims abstract description 104
- -1 ammonium imide Chemical class 0.000 claims abstract description 45
- 238000000034 method Methods 0.000 claims abstract description 27
- 239000000203 mixture Substances 0.000 claims description 55
- 239000000463 material Substances 0.000 claims description 44
- 239000011810 insulating material Substances 0.000 claims description 35
- 150000001450 anions Chemical class 0.000 claims description 34
- 229920000642 polymer Polymers 0.000 claims description 33
- 239000000835 fiber Substances 0.000 claims description 19
- 238000002360 preparation method Methods 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 239000000839 emulsion Substances 0.000 claims description 14
- 238000004381 surface treatment Methods 0.000 claims description 14
- 229910052709 silver Inorganic materials 0.000 claims description 13
- 239000004332 silver Substances 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- 239000004744 fabric Substances 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- 229920001187 thermosetting polymer Polymers 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 229910052717 sulfur Inorganic materials 0.000 claims description 8
- 150000001768 cations Chemical class 0.000 claims description 7
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 239000012713 reactive precursor Substances 0.000 claims description 6
- 239000011230 binding agent Substances 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 5
- 238000004100 electronic packaging Methods 0.000 claims description 4
- 125000002015 acyclic group Chemical group 0.000 claims description 3
- 125000002091 cationic group Chemical group 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- 239000011241 protective layer Substances 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 239000010985 leather Substances 0.000 claims description 2
- 125000005647 linker group Chemical group 0.000 claims description 2
- 239000004634 thermosetting polymer Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 abstract description 26
- 125000005525 methide group Chemical class 0.000 abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 34
- 230000003068 static effect Effects 0.000 description 26
- 239000010410 layer Substances 0.000 description 24
- 238000000576 coating method Methods 0.000 description 21
- WTFAGPBUAGFMQX-UHFFFAOYSA-N 1-[2-[2-(2-aminopropoxy)propoxy]propoxy]propan-2-amine Chemical class CC(N)COCC(C)OCC(C)OCC(C)N WTFAGPBUAGFMQX-UHFFFAOYSA-N 0.000 description 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
- 150000003949 imides Chemical class 0.000 description 18
- 239000000243 solution Substances 0.000 description 16
- 239000011248 coating agent Substances 0.000 description 15
- 239000000654 additive Substances 0.000 description 14
- 239000004743 Polypropylene Substances 0.000 description 13
- 239000007788 liquid Substances 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 13
- 125000004432 carbon atom Chemical group C* 0.000 description 10
- 239000007787 solid Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- 238000010998 test method Methods 0.000 description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 229910052731 fluorine Inorganic materials 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 238000002411 thermogravimetry Methods 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 239000012071 phase Substances 0.000 description 8
- 229920001169 thermoplastic Polymers 0.000 description 8
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
- 150000003868 ammonium compounds Chemical class 0.000 description 7
- 239000000460 chlorine Substances 0.000 description 7
- 239000011737 fluorine Substances 0.000 description 7
- 238000010128 melt processing Methods 0.000 description 7
- LGRLWUINFJPLSH-UHFFFAOYSA-N methanide Chemical class [CH3-] LGRLWUINFJPLSH-UHFFFAOYSA-N 0.000 description 7
- 239000000178 monomer Substances 0.000 description 7
- 229920001155 polypropylene Polymers 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- KZJUHXVCAHXJLR-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,4-nonafluoro-n-(1,1,2,2,3,3,4,4,4-nonafluorobutylsulfonyl)butane-1-sulfonamide Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F KZJUHXVCAHXJLR-UHFFFAOYSA-N 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 239000004745 nonwoven fabric Substances 0.000 description 6
- 239000004416 thermosoftening plastic Substances 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 230000000996 additive effect Effects 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 239000002243 precursor Substances 0.000 description 5
- 230000005855 radiation Effects 0.000 description 5
- 239000000523 sample Substances 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- 101150065749 Churc1 gene Proteins 0.000 description 4
- BHFJBHMTEDLICO-UHFFFAOYSA-N Perfluorooctylsulfonyl fluoride Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)S(F)(=O)=O BHFJBHMTEDLICO-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Chemical class 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- 102100038239 Protein Churchill Human genes 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000002723 alicyclic group Chemical group 0.000 description 4
- 230000037396 body weight Effects 0.000 description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 239000012043 crude product Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 229920000515 polycarbonate Polymers 0.000 description 4
- 239000004417 polycarbonate Substances 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- ZXMGHDIOOHOAAE-UHFFFAOYSA-N 1,1,1-trifluoro-n-(trifluoromethylsulfonyl)methanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F ZXMGHDIOOHOAAE-UHFFFAOYSA-N 0.000 description 3
- YFSUTJLHUFNCNZ-UHFFFAOYSA-M 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YFSUTJLHUFNCNZ-UHFFFAOYSA-M 0.000 description 3
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 3
- 229920001410 Microfiber Polymers 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 238000000137 annealing Methods 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
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- 230000007935 neutral effect Effects 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
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- 229920006267 polyester film Polymers 0.000 description 3
- 159000000001 potassium salts Chemical class 0.000 description 3
- LVTHXRLARFLXNR-UHFFFAOYSA-M potassium;1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate Chemical compound [K+].[O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F LVTHXRLARFLXNR-UHFFFAOYSA-M 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 3
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- 235000020357 syrup Nutrition 0.000 description 3
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- 239000002759 woven fabric Substances 0.000 description 3
- JGTNAGYHADQMCM-UHFFFAOYSA-M 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JGTNAGYHADQMCM-UHFFFAOYSA-M 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical group [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229920000106 Liquid crystal polymer Polymers 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 230000003667 anti-reflective effect Effects 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 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 2
- 235000011089 carbon dioxide Nutrition 0.000 description 2
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
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- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
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- 150000002739 metals Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- JGTNAGYHADQMCM-UHFFFAOYSA-N perfluorobutanesulfonic acid Chemical class OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JGTNAGYHADQMCM-UHFFFAOYSA-N 0.000 description 2
- 125000005007 perfluorooctyl group Chemical group FC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)* 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
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- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- WFRUBUQWJYMMRQ-UHFFFAOYSA-M potassium;1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonate Chemical compound [K+].[O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F WFRUBUQWJYMMRQ-UHFFFAOYSA-M 0.000 description 2
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- QAEDZJGFFMLHHQ-UHFFFAOYSA-N trifluoroacetic anhydride Chemical compound FC(F)(F)C(=O)OC(=O)C(F)(F)F QAEDZJGFFMLHHQ-UHFFFAOYSA-N 0.000 description 2
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- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- NNWNNQTUZYVQRK-UHFFFAOYSA-N 5-bromo-1h-pyrrolo[2,3-c]pyridine-2-carboxylic acid Chemical compound BrC1=NC=C2NC(C(=O)O)=CC2=C1 NNWNNQTUZYVQRK-UHFFFAOYSA-N 0.000 description 1
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- XKMRRTOUMJRJIA-UHFFFAOYSA-N ammonia nh3 Chemical compound N.N XKMRRTOUMJRJIA-UHFFFAOYSA-N 0.000 description 1
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- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
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- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
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- LUYQYZLEHLTPBH-UHFFFAOYSA-N perfluorobutanesulfonyl fluoride Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)S(F)(=O)=O LUYQYZLEHLTPBH-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/85—Photosensitive materials characterised by the base or auxiliary layers characterised by antistatic additives or coatings
- G03C1/89—Macromolecular substances therefor
- G03C1/895—Polyalkylene oxides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/16—Anti-static materials
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31507—Of polycarbonate
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/3154—Of fluorinated addition polymer from unsaturated monomers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
Landscapes
- Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Laminated Bodies (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28996401P | 2001-05-10 | 2001-05-10 | |
| US289964P | 2001-05-10 | ||
| US09/992,879 US20030054172A1 (en) | 2001-05-10 | 2001-11-05 | Polyoxyalkylene ammonium salts and their use as antistatic agents |
| US992879 | 2001-11-05 | ||
| PCT/US2002/013002 WO2002092719A1 (en) | 2001-05-10 | 2002-04-22 | Polyoxyalkylene ammonium salts and their use as antistatic agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60216278D1 DE60216278D1 (de) | 2007-01-04 |
| DE60216278T2 true DE60216278T2 (de) | 2007-06-28 |
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| Application Number | Title | Priority Date | Filing Date |
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| DE2002616278 Expired - Lifetime DE60216278T2 (de) | 2001-05-10 | 2002-04-22 | Polyoxyalkylen-ammoniumsalze und ihre verwendung als antistatika |
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| EP (1) | EP1397459B1 (enExample) |
| JP (1) | JP4261199B2 (enExample) |
| KR (1) | KR100877638B1 (enExample) |
| CN (1) | CN100335967C (enExample) |
| AT (1) | ATE346125T1 (enExample) |
| CA (1) | CA2446471A1 (enExample) |
| DE (1) | DE60216278T2 (enExample) |
| ES (1) | ES2276928T3 (enExample) |
| WO (1) | WO2002092719A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US20030054172A1 (en) * | 2001-05-10 | 2003-03-20 | 3M Innovative Properties Company | Polyoxyalkylene ammonium salts and their use as antistatic agents |
| KR100908941B1 (ko) * | 2001-08-02 | 2009-07-22 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 광학적으로 투명한 대전방지 감압성 접착제 |
| US6924329B2 (en) * | 2001-11-05 | 2005-08-02 | 3M Innovative Properties Company | Water- and oil-repellent, antistatic compositions |
| JP4615855B2 (ja) * | 2003-01-15 | 2011-01-19 | 住友ゴム工業株式会社 | 制電性ポリマー組成物からなる成形品 |
| JP2005195657A (ja) | 2003-12-26 | 2005-07-21 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料および水性塗布組成物 |
| JP4362093B2 (ja) * | 2004-08-06 | 2009-11-11 | 大日本印刷株式会社 | 帯電防止膜形成用の電離放射線硬化性組成物と帯電防止膜および帯電防止膜を備えた構造体 |
| CN101657522B (zh) * | 2007-04-13 | 2014-05-07 | 3M创新有限公司 | 防静电光学透明的压敏粘合剂 |
| KR20100009473A (ko) * | 2008-07-18 | 2010-01-27 | 주식회사 엘지화학 | 편광판 및 액정표시장치 |
| US20100028684A1 (en) * | 2008-07-31 | 2010-02-04 | Jose Mariscal | Conductive multilayer stack |
| US8257830B2 (en) * | 2008-07-31 | 2012-09-04 | Ppg Industries Ohio, Inc. | Electrically conductive protective liner and method of manufacture |
| JP2010047139A (ja) * | 2008-08-22 | 2010-03-04 | Suminoe Textile Co Ltd | 車両ドア用内装布帛 |
| CN101929073B (zh) * | 2009-06-23 | 2013-07-17 | 东丽纤维研究所（中国）有限公司 | 一种抗静电性聚酰胺纤维纺织品的加工方法 |
| JP5509920B2 (ja) * | 2010-02-24 | 2014-06-04 | 帝人株式会社 | 光硬化性樹脂組成物及びその硬化皮膜を有する物品、その製造方法 |
| US9309589B2 (en) | 2011-06-21 | 2016-04-12 | Ppg Industries Ohio, Inc. | Outboard durable transparent conductive coating on aircraft canopy |
| US9546300B2 (en) | 2012-09-28 | 2017-01-17 | Ppg Industries Ohio, Inc. | Coating composition for coated substrates and methods of making the same |
| US8956730B2 (en) | 2012-09-28 | 2015-02-17 | Ppg Industries Ohio, Inc. | Conductive multilayer stack, coated substrates including the same, and methods of making the same |
| US9326327B2 (en) | 2013-03-15 | 2016-04-26 | Ppg Industries Ohio, Inc. | Stack including heater layer and drain layer |
| FR3008093B1 (fr) * | 2013-07-04 | 2015-12-11 | Rhodia Operations | Procede de fluoration de composes halogenures de sulfonyle |
| WO2015100212A1 (en) * | 2013-12-23 | 2015-07-02 | Xmicrobial, Llc | Microbicidal polymers and methods of use thereof |
| US9545042B2 (en) | 2014-03-14 | 2017-01-10 | Ppg Industries Ohio, Inc. | P-static charge drain layer including carbon nanotubes |
| US10227426B2 (en) | 2014-12-16 | 2019-03-12 | 3M Innovative Properties Company | Antistatic polymers and methods of making the same |
| EP3233952A1 (en) | 2014-12-16 | 2017-10-25 | 3M Innovative Properties Company | Ionic diol, antistatic polyurethane, and method of making the same |
| EP3233947A1 (en) | 2014-12-16 | 2017-10-25 | 3M Innovative Properties Company | Antistatic polymers and methods of making the same |
| US10442549B2 (en) | 2015-04-02 | 2019-10-15 | Ppg Industries Ohio, Inc. | Liner-type, antistatic topcoat system for aircraft canopies and windshields |
| CN115894933A (zh) * | 2022-12-07 | 2023-04-04 | 世晨材料技术(上海)有限公司 | 一种有机硅材料用反应型抗静电剂化合物 |
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-
2001
- 2001-11-05 US US09/992,879 patent/US20030054172A1/en not_active Abandoned
-
2002
- 2002-04-22 JP JP2002589588A patent/JP4261199B2/ja not_active Expired - Lifetime
- 2002-04-22 AT AT02721809T patent/ATE346125T1/de not_active IP Right Cessation
- 2002-04-22 DE DE2002616278 patent/DE60216278T2/de not_active Expired - Lifetime
- 2002-04-22 EP EP02721809A patent/EP1397459B1/en not_active Expired - Lifetime
- 2002-04-22 ES ES02721809T patent/ES2276928T3/es not_active Expired - Lifetime
- 2002-04-22 WO PCT/US2002/013002 patent/WO2002092719A1/en not_active Ceased
- 2002-04-22 KR KR1020037014591A patent/KR100877638B1/ko not_active Expired - Lifetime
- 2002-04-22 CN CNB028096614A patent/CN100335967C/zh not_active Expired - Lifetime
- 2002-04-22 CA CA 2446471 patent/CA2446471A1/en not_active Abandoned
-
2007
- 2007-07-23 US US11/781,557 patent/US7678941B2/en not_active Expired - Lifetime
- 2007-07-23 US US11/781,537 patent/US7893144B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US7893144B2 (en) | 2011-02-22 |
| ATE346125T1 (de) | 2006-12-15 |
| CN1507484A (zh) | 2004-06-23 |
| JP2004531612A (ja) | 2004-10-14 |
| EP1397459B1 (en) | 2006-11-22 |
| US20080039654A1 (en) | 2008-02-14 |
| KR20040002948A (ko) | 2004-01-07 |
| US20030054172A1 (en) | 2003-03-20 |
| DE60216278D1 (de) | 2007-01-04 |
| WO2002092719A9 (en) | 2004-02-12 |
| JP4261199B2 (ja) | 2009-04-30 |
| WO2002092719A1 (en) | 2002-11-21 |
| US20080033078A1 (en) | 2008-02-07 |
| CN100335967C (zh) | 2007-09-05 |
| CA2446471A1 (en) | 2002-11-21 |
| US7678941B2 (en) | 2010-03-16 |
| KR100877638B1 (ko) | 2009-01-12 |
| EP1397459A1 (en) | 2004-03-17 |
| ES2276928T3 (es) | 2007-07-01 |
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