JP2007510038A - 非水性コーティング組成物 - Google Patents
非水性コーティング組成物 Download PDFInfo
- Publication number
- JP2007510038A JP2007510038A JP2006538118A JP2006538118A JP2007510038A JP 2007510038 A JP2007510038 A JP 2007510038A JP 2006538118 A JP2006538118 A JP 2006538118A JP 2006538118 A JP2006538118 A JP 2006538118A JP 2007510038 A JP2007510038 A JP 2007510038A
- Authority
- JP
- Japan
- Prior art keywords
- composition according
- group
- pigment
- dispersant
- salt
- 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
- 239000008199 coating composition Substances 0.000 title claims abstract description 59
- 239000000203 mixture Substances 0.000 claims abstract description 115
- 239000000049 pigment Substances 0.000 claims abstract description 80
- 239000002270 dispersing agent Substances 0.000 claims abstract description 72
- 150000003839 salts Chemical class 0.000 claims abstract description 34
- 229920000642 polymer Polymers 0.000 claims abstract description 31
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 28
- 125000002843 carboxylic acid group Chemical group 0.000 claims abstract description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 41
- 125000000962 organic group Chemical group 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 229910052799 carbon Inorganic materials 0.000 claims description 20
- 150000001721 carbon Chemical class 0.000 claims description 18
- 229920005989 resin Polymers 0.000 claims description 17
- 239000011347 resin Substances 0.000 claims description 17
- 125000003010 ionic group Chemical group 0.000 claims description 14
- 239000003125 aqueous solvent Substances 0.000 claims description 13
- -1 carboxyphenyl group Chemical group 0.000 claims description 12
- 239000011734 sodium Substances 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 12
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- 125000000129 anionic group Chemical group 0.000 claims description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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 claims description 7
- 229920001577 copolymer Polymers 0.000 claims description 7
- 229910052708 sodium Inorganic materials 0.000 claims description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 6
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical group OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 6
- 150000003863 ammonium salts Chemical class 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 5
- 239000008135 aqueous vehicle Substances 0.000 claims description 5
- 239000003153 chemical reaction reagent Substances 0.000 claims description 5
- 239000002687 nonaqueous vehicle Substances 0.000 claims description 5
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 5
- 239000004925 Acrylic resin Substances 0.000 claims description 4
- 229920000178 Acrylic resin Polymers 0.000 claims description 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 4
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 4
- 239000008096 xylene Substances 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- 229910021529 ammonia Inorganic materials 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 3
- 229920000180 alkyd Polymers 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 239000003849 aromatic solvent Substances 0.000 claims description 2
- 125000005228 aryl sulfonate group Chemical group 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
- 229920006026 co-polymeric resin Polymers 0.000 claims description 2
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 claims description 2
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical group [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 claims description 2
- 239000003822 epoxy resin Substances 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 229920000647 polyepoxide Polymers 0.000 claims description 2
- 229920005749 polyurethane resin Polymers 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims 4
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims 3
- 125000005227 alkyl sulfonate group Chemical group 0.000 claims 2
- 229920001225 polyester resin Polymers 0.000 claims 1
- 239000004645 polyester resin Substances 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
- 229920002554 vinyl polymer Polymers 0.000 claims 1
- 239000000047 product Substances 0.000 description 36
- 238000000576 coating method Methods 0.000 description 19
- 239000006229 carbon black Substances 0.000 description 18
- 235000019241 carbon black Nutrition 0.000 description 18
- 238000000034 method Methods 0.000 description 13
- 239000011248 coating agent Substances 0.000 description 11
- 150000002500 ions Chemical class 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- 241000721047 Danaus plexippus Species 0.000 description 9
- 239000006185 dispersion Substances 0.000 description 9
- 125000001424 substituent group Chemical group 0.000 description 9
- 239000004094 surface-active agent Substances 0.000 description 8
- 239000003981 vehicle Substances 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 7
- 239000011230 binding agent Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 5
- 125000005647 linker group Chemical group 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 239000004594 Masterbatch (MB) Substances 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000000976 ink Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 241000894007 species Species 0.000 description 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 238000005342 ion exchange Methods 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 239000002736 nonionic surfactant Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920003275 CYMEL® 325 Polymers 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- 239000004640 Melamine resin Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 239000003139 biocide Substances 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000010960 cold rolled steel Substances 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- 239000012456 homogeneous solution Substances 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000000108 ultra-filtration Methods 0.000 description 2
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 241000872198 Serjania polyphylla Species 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- VJMAITQRABEEKP-UHFFFAOYSA-N [6-(phenylmethoxymethyl)-1,4-dioxan-2-yl]methyl acetate Chemical compound O1C(COC(=O)C)COCC1COCC1=CC=CC=C1 VJMAITQRABEEKP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000003542 behavioural effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000011026 diafiltration Methods 0.000 description 1
- JMGZBMRVDHKMKB-UHFFFAOYSA-L disodium;2-sulfobutanedioate Chemical group [Na+].[Na+].OS(=O)(=O)C(C([O-])=O)CC([O-])=O JMGZBMRVDHKMKB-UHFFFAOYSA-L 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 229910021397 glassy carbon Inorganic materials 0.000 description 1
- 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 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000012858 packaging process Methods 0.000 description 1
- 239000011087 paperboard Substances 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000011120 plywood Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 230000009993 protective function Effects 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 230000008054 signal transmission Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/004—Pigment pastes, e.g. for mixing in paints containing an inorganic pigment
- C09D17/005—Carbon black
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D17/00—Pigment pastes, e.g. for mixing in paints
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/45—Anti-settling agents
Abstract
Description
本例では、本発明の分散剤組成物の一例の調製について記載する。
本例では、本発明の顔料組成物の一例の調製について記載する。
実施例3では、本発明のコーティング組成物の一例の調製及び分析について立証する。
実施例4では、本発明のコーティング組成物の一例の調製及び分析について立証する。
Claims (40)
- i)少なくとも1種類のアニオン性表面活性剤、及び
ii)少なくとも1個のカルボン酸基の塩を含む少なくとも1種類の重合体
を含んでなる分散剤組成物。 - 前記アニオン性表面活性剤は、スルホネート基の少なくとも1種類の塩を含む、請求項1に記載の分散剤組成物。
- 前記スルホネート基は、アルキル−又はアリールスルホネート基である、請求項2に記載の分散剤組成物。
- 前記スルホネート基は、アルキルスルホネート基である、請求項2に記載の分散剤組成物。
- 前記アニオン性表面活性剤は、スルホスクシネート基の塩を含む、請求項1に記載の分散剤組成物。
- 前記アニオン性表面活性剤は、ナトリウムジアルキルスルホスクシネートである、請求項1に記載の分散剤組成物。
- 前記アニオン性表面活性剤は、ナトリウムジオクチルスルホスクシネートである、請求項1に記載の分散剤組成物。
- 前記アニオン性表面活性剤は、水に不溶である、請求項1に記載の分散剤組成物。
- 前記重合体は、カルボン酸のアンモニウム塩を含む、請求項1に記載の分散剤組成物。
- 前記重合体は、アクリル酸の共重合体の塩である、請求項1に記載の分散剤組成物。
- 前記重合体は、アクリル酸及びメチルメタクリレートの共重合体のアンモニウム塩である、請求項1に記載の分散剤組成物。
- 前記重合体は、約5000〜50000の分子量を有する、請求項1に記載の分散剤組成物。
- 前記重合体は、約10000〜40000の分子量を有する、請求項10に記載の分散剤組成物。
- 前記アニオン性表面活性剤は、ナトリウムジアルキルスルホスクシネートであり、かつ前記重合体は、アクリル酸及びメチルメタクリレートの共重合体のアンモニウム塩である、請求項1に記載の分散剤組成物。
- 前記重合体は、水に可溶である、請求項1に記載の分散剤組成物。
- 水性溶剤をさらに含む、請求項1に記載の分散剤組成物。
- 水をさらに含む、請求項16に記載の分散剤組成物。
- 少なくとも1種類の塩基をさらに含む、請求項1に記載の分散剤組成物。
- 前記塩基は、ヒドロキシド試薬又はアミンである、請求項18に記載の分散剤組成物。
- 前記塩基は、アンモニアである、請求項18に記載の分散剤組成物。
- a)少なくとも1種類の顔料、及び
b)i)少なくとも1種類のアニオン性表面活性剤、及び
ii)少なくとも1個のカルボン酸基の塩を含む少なくとも1種類の重合体
を含む少なくとも1種類の分散剤組成物
を含んでなる顔料組成物。 - 前記顔料は、少なくとも1個の有機基が結合した炭素生成物を含む変性炭素生成物である、請求項21に記載の顔料組成物。
- 前記有機基は、少なくとも1個のイオン性基、少なくとも1個のイオン化可能な基又はその混合物である、請求項21に記載の顔料組成物。
- 前記有機基は、少なくとも1個のアニオン性基を含む、請求項21に記載の顔料組成物。
- 前記有機基は、少なくとも1個のカルボン酸基、スルホン酸基又はその塩を含む、請求項21に記載の顔料組成物。
- 前記有機基は、カルボキシフェニル基、スルホフェニル基又はその塩である、請求項21に記載の顔料組成物。
- 水性ビヒクルをさらに含む、請求項21に記載の顔料組成物。
- 前記水性ビヒクルは水である、請求項27に記載の顔料組成物。
- 前記アニオン性表面活性剤は、ナトリウムジアルキルスルホスクシネートであり、前記重合体は、アクリル酸及びメチルメタクリレートの共重合体のアンモニウム塩であり、そして前記顔料は、少なくとも1個のスルホン酸基が結合した炭素生成物を含む変性炭素生成物である、請求項21に記載の顔料組成物。
- a)樹脂及び非水性溶剤を含む非水性ビヒクル、
b)少なくとも1種類の顔料、及び
c)i)少なくとも1種類のアニオン性表面活性剤、及び
ii)少なくとも1個のカルボン酸基の塩を含む少なくとも1種類の重合体
を含む少なくとも1種類の分散剤組成物
を含んでなる非水性コーティング組成物。 - 前記樹脂は、アクリル樹脂、ポリウレタン樹脂、エポキシ樹脂、ポリエステル樹脂、アルキド樹脂又は塩化ビニル−共重合体樹脂である、請求項30に記載の非水性コーティング組成物。
- 前記樹脂は、アクリル樹脂である、請求項30に記載の非水性コーティング組成物。
- 前記非水性溶剤は、芳香族溶剤、アセテート溶剤、ケトン溶剤又はグリコールである、請求項30に記載の非水性コーティング組成物。
- 前記非水性溶剤は、キシレン、酢酸ブチル、アセトン又はメチルエチルケトンである、請求項30に記載の非水性コーティング組成物。
- 前記顔料は、少なくとも1個の有機基が結合した炭素生成物を含む変性炭素生成物である、請求項30に記載の非水性コーティング組成物。
- 前記有機基は、少なくとも1個のイオン性基、少なくとも1個のイオン化可能な基又はその混合物を含む、請求項35に記載の非水性コーティング組成物。
- 前記有機基はアニオン性基を含む、請求項35に記載の非水性コーティング組成物。
- 前記有機基は、カルボン酸基、スルホン酸基又はその塩を含む、請求項35に記載の非水性コーティング組成物。
- 前記有機基は、カルボキシフェニル基、スルホフェニル基又はその塩である、請求項35に記載の非水性コーティング組成物。
- 前記アニオン性表面活性剤は、ナトリウムジアルキルスルホスクシネートであり、前記重合体は、アクリル酸及びメチルメタクリレートの共重合体のアンモニウム塩であり、そして前記顔料は、少なくとも1個のスルホン酸基が結合した炭素生成物を含む変性炭素生成物である、請求項30に記載の非水性コーティング組成物。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/694,974 US7495042B2 (en) | 2003-10-28 | 2003-10-28 | Non-aqueous coating compositions |
US10/694,974 | 2003-10-28 | ||
PCT/US2004/034957 WO2005044933A2 (en) | 2003-10-28 | 2004-10-20 | Non-aqueous coating compositions |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2007510038A true JP2007510038A (ja) | 2007-04-19 |
JP2007510038A5 JP2007510038A5 (ja) | 2007-11-29 |
JP5248775B2 JP5248775B2 (ja) | 2013-07-31 |
Family
ID=34522682
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2006538118A Expired - Fee Related JP5248775B2 (ja) | 2003-10-28 | 2004-10-21 | 非水性コーティング組成物 |
Country Status (13)
Country | Link |
---|---|
US (1) | US7495042B2 (ja) |
EP (1) | EP1692234B1 (ja) |
JP (1) | JP5248775B2 (ja) |
KR (1) | KR101111481B1 (ja) |
CN (1) | CN100554341C (ja) |
AT (1) | ATE414746T1 (ja) |
BR (1) | BRPI0415950A (ja) |
CA (1) | CA2543849A1 (ja) |
DE (1) | DE602004017896D1 (ja) |
ES (1) | ES2314463T3 (ja) |
RU (1) | RU2359986C2 (ja) |
TW (1) | TWI359172B (ja) |
WO (1) | WO2005044933A2 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010531758A (ja) * | 2007-06-28 | 2010-09-30 | キャボット コーポレイション | 改質顔料を含んだ光熱変換層 |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8728223B2 (en) | 2006-05-16 | 2014-05-20 | Cabot Corporation | Low viscosity, high particulate loading dispersions |
US8585816B2 (en) * | 2006-05-16 | 2013-11-19 | Cabot Corporation | Low viscosity, high particulate loading dispersions |
DE102007004102A1 (de) * | 2007-01-26 | 2008-07-31 | Evonik Degussa Gmbh | Kristalline Copolyester mit guter Löslichkeit in nicht halogenierten Lösungsmitteln und ihre Verwendung |
KR101704889B1 (ko) | 2012-03-28 | 2017-02-08 | 캐보트 코포레이션 | 폴리에테르아민으로 처리된 산화된 카본 블랙 및 그를 포함하는 코팅 조성물 |
CN111117374A (zh) * | 2019-12-31 | 2020-05-08 | 南京德嘉玻璃钢材料有限公司 | 一种高炭黑含量的油溶性色浆及其制备方法 |
Citations (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0214095A (ja) * | 1988-05-05 | 1990-01-18 | Bayer Ag | 水性分散物 |
JPH10204341A (ja) * | 1997-01-21 | 1998-08-04 | Mitsubishi Chem Corp | 塗料組成物 |
JPH10510862A (ja) * | 1994-12-15 | 1998-10-20 | キャボット コーポレイション | 改質されたカーボン生産品を含むインク噴射式のインク配合物 |
JPH10510864A (ja) * | 1994-12-15 | 1998-10-20 | キャボット コーポレイション | 炭素製品を含有する非水性インク及びコーティング |
JPH11148024A (ja) * | 1997-09-08 | 1999-06-02 | Ciba Specialty Chem Holding Inc | 攪拌型顔料配合物 |
JP2000512670A (ja) * | 1996-06-14 | 2000-09-26 | キャボット コーポレイション | 変性された有色顔料類及びそれらを含むインキジェットインキ類 |
JP2000513396A (ja) * | 1996-06-17 | 2000-10-10 | キャボット コーポレイション | 着色顔料およびそれを含む水性組成物 |
JP2000345093A (ja) * | 1999-06-08 | 2000-12-12 | Seiko Epson Corp | 水系顔料分散液及び水系顔料インクの製造方法及びこれを用いた記録装置、記録物 |
JP2001152072A (ja) * | 1999-10-16 | 2001-06-05 | Degussa Huels Ag | 顔料配合物、その製法および使用 |
JP2001207104A (ja) * | 2000-01-24 | 2001-07-31 | Dainippon Ink & Chem Inc | 水性顔料分散体、ならびに水性記録液 |
JP2003073595A (ja) * | 2001-09-06 | 2003-03-12 | Ricoh Co Ltd | 水性顔料インク組成物 |
JP2003253177A (ja) * | 2001-03-12 | 2003-09-10 | Seiko Epson Corp | インクジェット印刷用インク及びこれを用いた印刷物 |
Family Cites Families (36)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2019822B (en) * | 1978-04-28 | 1982-07-28 | Albright & Wilson | Talc dispersions |
US4383062A (en) * | 1981-01-28 | 1983-05-10 | General Electric | Waterborne coating compositions |
FR2508051B1 (fr) * | 1981-06-23 | 1986-12-05 | Roquette Freres | Composition et procede pour former sur un objet un revetement temporaire de protection et objet ainsi protege |
DE3278360D1 (en) * | 1982-07-09 | 1988-05-26 | Battelle Memorial Institute | Low viscosity stable aqueous dispersion of graft carbon black |
JPS60120795A (ja) * | 1983-12-06 | 1985-06-28 | Hakutou Kagaku Kk | 石炭−水スラリ−用分散剤 |
DE3708904A1 (de) * | 1987-03-19 | 1988-09-29 | Bayer Ag | Pigmentpraeparationen |
ES2049885T3 (es) * | 1989-10-19 | 1994-05-01 | Canon Kk | Tinta y metodo para impresion por chorros de tinta, cartucho de tinta, dispositivo para chorros de tinta y aparato para la impresion por chorros de tinta que utiliza los mismos. |
US5268203A (en) * | 1989-10-30 | 1993-12-07 | H. B. Fuller Company | Method of introducing an integral thermo-bonded layer into the surface of a thermoformed substrate |
US5215576A (en) * | 1991-07-24 | 1993-06-01 | Gtech Corporation | Water based scratch-off ink for gaming forms |
US5418277A (en) * | 1994-04-26 | 1995-05-23 | E. I. Du Pont De Nemours And Company | Aqueous ink jet inks containing fluorinated polymers |
US5609671A (en) * | 1994-06-20 | 1997-03-11 | Orient Chemical Industries, Ltd. | Water-based pigment ink and process for producing the same |
US5506282A (en) | 1994-12-06 | 1996-04-09 | Rohm And Haas Company | Method for providing maximum coating film gloss |
IL116377A (en) * | 1994-12-15 | 2003-05-29 | Cabot Corp | Reaction of carbon black with diazonium salts, resultant carbon black products and their uses |
US5571311A (en) * | 1994-12-15 | 1996-11-05 | Cabot Corporation | Ink jet ink formulations containing carbon black products |
IL116379A (en) * | 1994-12-15 | 2003-12-10 | Cabot Corp | Aqueous inks and coatings containing modified carbon products |
US5536386A (en) * | 1995-02-10 | 1996-07-16 | Macdermid, Incorporated | Process for preparing a non-conductive substrate for electroplating |
JPH09183926A (ja) * | 1995-12-28 | 1997-07-15 | Kao Corp | 水系顔料インク |
US5698016A (en) * | 1996-06-14 | 1997-12-16 | Cabot Corporation | Compositions of modified carbon products and amphiphilic ions and methods of using the same |
US5707432A (en) * | 1996-06-14 | 1998-01-13 | Cabot Corporation | Modified carbon products and inks and coatings containing modified carbon products |
US5976233A (en) * | 1996-11-13 | 1999-11-02 | Canon Kabushiki Kaisha | Water-based pigment ink, and ink-jet recording method and instruments using the same |
US6099632A (en) * | 1997-07-24 | 2000-08-08 | Orient Chemical Industries, Ltd. | Aqueous pigment ink composition |
GB9810233D0 (en) * | 1998-05-14 | 1998-07-08 | Ici Plc | Dispersion of pigments |
DE19824947A1 (de) * | 1998-06-04 | 1999-12-09 | Degussa | Wäßrige Rußdispersionen |
US6235829B1 (en) * | 1998-07-24 | 2001-05-22 | Marconi Data Systems Inc. | Modification of chargeable pigment particles |
US6150433A (en) * | 1998-07-31 | 2000-11-21 | Hewlett-Packard Company | Ink-jet ink compositions containing modified macromolecular chromophores with covalently attached polymers |
JP2000204305A (ja) * | 1999-01-13 | 2000-07-25 | Fuji Xerox Co Ltd | インクジェット記録用インク |
JP5026637B2 (ja) * | 1999-03-12 | 2012-09-12 | キャボット コーポレイション | カチオン性顔料及びこれを含む水性組成物 |
DE19914329A1 (de) * | 1999-03-30 | 2000-10-05 | Bayer Ag | Anstrichmittel- und Beschichtungsmittelsysteme |
DE19934282A1 (de) * | 1999-07-21 | 2001-01-25 | Degussa | Wäßrige Rußdispersionen |
GB2356403B (en) | 1999-11-16 | 2003-09-03 | Coates Brothers Plc | Ink-jet ink composition |
JP3744424B2 (ja) * | 2000-02-23 | 2006-02-08 | セイコーエプソン株式会社 | 顔料分散液の製造方法とその方法により得られた顔料分散液、及びこれを用いたインクジェット記録用インク |
JP2002020673A (ja) * | 2000-04-10 | 2002-01-23 | Seiko Epson Corp | 顔料分散液の製造方法、その方法により得られた顔料分散液、その顔料分散液を用いたインクジェット記録用インク、並びに、そのインクを用いた記録方法および記録物 |
US6599356B2 (en) * | 2000-06-28 | 2003-07-29 | Seiko Epson Corporation | Method for manufacturing pigment dispersed liquid, and pigment dispersed liquid, and ink for ink-jet printer recording using said pigment dispersed liquid |
GB0025213D0 (en) | 2000-10-14 | 2000-11-29 | Avecia Bv | Polyester polymer compositions |
JP4267919B2 (ja) * | 2001-02-02 | 2009-05-27 | キャボット コーポレイション | 多価イオンを有する塩を含むインク用組成物 |
US6402825B1 (en) * | 2001-07-27 | 2002-06-11 | Lexmark International, Inc | Surface modified carbon black |
-
2003
- 2003-10-28 US US10/694,974 patent/US7495042B2/en not_active Expired - Lifetime
-
2004
- 2004-10-20 RU RU2006118318/04A patent/RU2359986C2/ru not_active IP Right Cessation
- 2004-10-20 WO PCT/US2004/034957 patent/WO2005044933A2/en active Application Filing
- 2004-10-20 BR BRPI0415950-0A patent/BRPI0415950A/pt not_active IP Right Cessation
- 2004-10-20 CA CA002543849A patent/CA2543849A1/en not_active Abandoned
- 2004-10-21 ES ES04796021T patent/ES2314463T3/es active Active
- 2004-10-21 DE DE602004017896T patent/DE602004017896D1/de active Active
- 2004-10-21 EP EP04796021A patent/EP1692234B1/en active Active
- 2004-10-21 CN CNB2004800386302A patent/CN100554341C/zh active Active
- 2004-10-21 AT AT04796021T patent/ATE414746T1/de not_active IP Right Cessation
- 2004-10-21 JP JP2006538118A patent/JP5248775B2/ja not_active Expired - Fee Related
- 2004-10-21 KR KR1020067010299A patent/KR101111481B1/ko active IP Right Grant
- 2004-10-27 TW TW093132474A patent/TWI359172B/zh active
Patent Citations (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0214095A (ja) * | 1988-05-05 | 1990-01-18 | Bayer Ag | 水性分散物 |
JPH10510862A (ja) * | 1994-12-15 | 1998-10-20 | キャボット コーポレイション | 改質されたカーボン生産品を含むインク噴射式のインク配合物 |
JPH10510864A (ja) * | 1994-12-15 | 1998-10-20 | キャボット コーポレイション | 炭素製品を含有する非水性インク及びコーティング |
JP2000512670A (ja) * | 1996-06-14 | 2000-09-26 | キャボット コーポレイション | 変性された有色顔料類及びそれらを含むインキジェットインキ類 |
JP2000513396A (ja) * | 1996-06-17 | 2000-10-10 | キャボット コーポレイション | 着色顔料およびそれを含む水性組成物 |
JPH10204341A (ja) * | 1997-01-21 | 1998-08-04 | Mitsubishi Chem Corp | 塗料組成物 |
JPH11148024A (ja) * | 1997-09-08 | 1999-06-02 | Ciba Specialty Chem Holding Inc | 攪拌型顔料配合物 |
JP2000345093A (ja) * | 1999-06-08 | 2000-12-12 | Seiko Epson Corp | 水系顔料分散液及び水系顔料インクの製造方法及びこれを用いた記録装置、記録物 |
JP2001152072A (ja) * | 1999-10-16 | 2001-06-05 | Degussa Huels Ag | 顔料配合物、その製法および使用 |
JP2001207104A (ja) * | 2000-01-24 | 2001-07-31 | Dainippon Ink & Chem Inc | 水性顔料分散体、ならびに水性記録液 |
JP2003253177A (ja) * | 2001-03-12 | 2003-09-10 | Seiko Epson Corp | インクジェット印刷用インク及びこれを用いた印刷物 |
JP2003073595A (ja) * | 2001-09-06 | 2003-03-12 | Ricoh Co Ltd | 水性顔料インク組成物 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010531758A (ja) * | 2007-06-28 | 2010-09-30 | キャボット コーポレイション | 改質顔料を含んだ光熱変換層 |
Also Published As
Publication number | Publication date |
---|---|
ES2314463T3 (es) | 2009-03-16 |
US7495042B2 (en) | 2009-02-24 |
CA2543849A1 (en) | 2005-05-19 |
TWI359172B (en) | 2012-03-01 |
EP1692234B1 (en) | 2008-11-19 |
DE602004017896D1 (de) | 2009-01-02 |
RU2359986C2 (ru) | 2009-06-27 |
JP5248775B2 (ja) | 2013-07-31 |
RU2006118318A (ru) | 2007-12-10 |
BRPI0415950A (pt) | 2007-01-02 |
KR101111481B1 (ko) | 2012-03-20 |
TW200521195A (en) | 2005-07-01 |
WO2005044933A2 (en) | 2005-05-19 |
CN100554341C (zh) | 2009-10-28 |
CN1898343A (zh) | 2007-01-17 |
EP1692234A2 (en) | 2006-08-23 |
ATE414746T1 (de) | 2008-12-15 |
KR20060125774A (ko) | 2006-12-06 |
WO2005044933A3 (en) | 2005-06-23 |
US20050090594A1 (en) | 2005-04-28 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5638036B2 (ja) | 水性コーティング組成物 | |
CA2868399C (en) | Oxidized carbon blacks treated with polyetheramines and coating compositions comprising same | |
TWI522432B (zh) | 用於水基塗料之碳黑 | |
JP5248775B2 (ja) | 非水性コーティング組成物 | |
JP5019872B2 (ja) | 色強度の発現が速い易分散性顔料 | |
JP3858825B2 (ja) | 吸着処理カーボンブラックの製造方法 | |
JP2005213409A (ja) | 顔料組成物 | |
JP2010174142A (ja) | 分散助剤及びこれを用いた顔料組成物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20071015 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20071015 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20100714 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20101116 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20110215 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20110222 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20110516 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20120306 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20120605 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20120612 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20120706 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20130312 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20130411 |
|
R150 | Certificate of patent or registration of utility model |
Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20160419 Year of fee payment: 3 |
|
R154 | Certificate of patent or utility model (reissue) |
Free format text: JAPANESE INTERMEDIATE CODE: R154 |
|
R150 | Certificate of patent or registration of utility model |
Free format text: JAPANESE INTERMEDIATE CODE: R150 Ref document number: 5248775 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
LAPS | Cancellation because of no payment of annual fees |