JPH03200879A - Pigment an its preparation - Google Patents
Pigment an its preparationInfo
- Publication number
- JPH03200879A JPH03200879A JP34259789A JP34259789A JPH03200879A JP H03200879 A JPH03200879 A JP H03200879A JP 34259789 A JP34259789 A JP 34259789A JP 34259789 A JP34259789 A JP 34259789A JP H03200879 A JPH03200879 A JP H03200879A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- water
- acylaspartic
- polyvalent metal
- 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
- 239000000049 pigment Substances 0.000 title abstract description 34
- 238000002360 preparation method Methods 0.000 title description 4
- 150000003839 salts Chemical class 0.000 claims abstract description 42
- 239000002253 acid Substances 0.000 claims abstract description 33
- 229910052751 metal Inorganic materials 0.000 claims abstract description 21
- 239000002184 metal Substances 0.000 claims abstract description 21
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims abstract description 8
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims abstract description 8
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052719 titanium Inorganic materials 0.000 claims abstract description 8
- 229910052791 calcium Inorganic materials 0.000 claims abstract description 6
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 6
- 229910052749 magnesium Inorganic materials 0.000 claims abstract description 5
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims abstract description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims abstract description 4
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims abstract description 4
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims abstract description 4
- 239000005642 Oleic acid Substances 0.000 claims abstract description 4
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims abstract description 4
- 235000021314 Palmitic acid Nutrition 0.000 claims abstract description 4
- 235000021355 Stearic acid Nutrition 0.000 claims abstract description 4
- 229910052742 iron Inorganic materials 0.000 claims abstract description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims abstract description 4
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims abstract description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims abstract description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims abstract description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims abstract description 4
- 235000021313 oleic acid Nutrition 0.000 claims abstract description 4
- 239000008117 stearic acid Substances 0.000 claims abstract description 4
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 3
- 235000003704 aspartic acid Nutrition 0.000 claims abstract description 3
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000007864 aqueous solution Substances 0.000 claims description 17
- 238000004519 manufacturing process Methods 0.000 claims description 15
- 239000001023 inorganic pigment Substances 0.000 claims description 9
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 claims description 3
- 239000005639 Lauric acid Substances 0.000 claims description 3
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 2
- 150000007513 acids 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 30
- 239000011248 coating agent Substances 0.000 abstract description 8
- 238000000576 coating method Methods 0.000 abstract description 8
- 238000003860 storage Methods 0.000 abstract description 8
- 239000000463 material Substances 0.000 abstract description 7
- AOHAPDDBNAPPIN-UHFFFAOYSA-N 3-Methoxy-4,5-methylenedioxybenzoic acid Chemical compound COC1=CC(C(O)=O)=CC2=C1OCO2 AOHAPDDBNAPPIN-UHFFFAOYSA-N 0.000 abstract 2
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 239000010445 mica Substances 0.000 description 12
- 229910052618 mica group Inorganic materials 0.000 description 12
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 10
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 10
- 229910021645 metal ion Inorganic materials 0.000 description 9
- 239000000203 mixture Substances 0.000 description 7
- 229920001296 polysiloxane Polymers 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 239000010936 titanium Substances 0.000 description 6
- 239000011575 calcium Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000000454 talc Substances 0.000 description 5
- 229910052623 talc Inorganic materials 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000011701 zinc Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 210000003298 dental enamel Anatomy 0.000 description 4
- 239000004922 lacquer Substances 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- -1 polysiloxane Polymers 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- WTFXARWRTYJXII-UHFFFAOYSA-N iron(2+);iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+2].[Fe+3].[Fe+3] WTFXARWRTYJXII-UHFFFAOYSA-N 0.000 description 3
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 229960005261 aspartic acid Drugs 0.000 description 2
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000002537 cosmetic Substances 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
- 238000000034 method Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 235000013799 ultramarine blue Nutrition 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- VCRXMSMANOGRCM-ZDUSSCGKSA-N (2s)-2-(dodecanoylamino)butanedioic acid Chemical compound CCCCCCCCCCCC(=O)N[C@H](C(O)=O)CC(O)=O VCRXMSMANOGRCM-ZDUSSCGKSA-N 0.000 description 1
- XFBKKGFUMFHHHK-VJIACCKLSA-N (2s)-2-[[(z)-octadec-9-enoyl]amino]butanedioic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N[C@H](C(O)=O)CC(O)=O XFBKKGFUMFHHHK-VJIACCKLSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 101150061900 Ambn gene Proteins 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 230000005856 abnormality Effects 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 1
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
- DCRIQAAPAFMPKP-UHFFFAOYSA-N aluminum oxygen(2-) titanium(4+) Chemical compound [O-2].[O-2].[Al+3].[Ti+4] DCRIQAAPAFMPKP-UHFFFAOYSA-N 0.000 description 1
- 229940063655 aluminum stearate Drugs 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000004204 candelilla wax Substances 0.000 description 1
- 229940073532 candelilla wax Drugs 0.000 description 1
- 235000013868 candelilla wax Nutrition 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- BRGKNMJAFJDJNH-QVAZYVOZSA-H dialuminum;(2s)-2-(octadecanoylamino)pentanedioate Chemical compound [Al+3].[Al+3].CCCCCCCCCCCCCCCCCC(=O)N[C@H](C([O-])=O)CCC([O-])=O.CCCCCCCCCCCCCCCCCC(=O)N[C@H](C([O-])=O)CCC([O-])=O.CCCCCCCCCCCCCCCCCC(=O)N[C@H](C([O-])=O)CCC([O-])=O BRGKNMJAFJDJNH-QVAZYVOZSA-H 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- IUJAMGNYPWYUPM-UHFFFAOYSA-N hentriacontane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC IUJAMGNYPWYUPM-UHFFFAOYSA-N 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- LDHBWEYLDHLIBQ-UHFFFAOYSA-M iron(3+);oxygen(2-);hydroxide;hydrate Chemical compound O.[OH-].[O-2].[Fe+3] LDHBWEYLDHLIBQ-UHFFFAOYSA-M 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- ZADYMNAVLSWLEQ-UHFFFAOYSA-N magnesium;oxygen(2-);silicon(4+) Chemical compound [O-2].[O-2].[O-2].[Mg+2].[Si+4] ZADYMNAVLSWLEQ-UHFFFAOYSA-N 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003973 paint 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
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229940114930 potassium stearate Drugs 0.000 description 1
- ANBFRLKBEIFNQU-UHFFFAOYSA-M potassium;octadecanoate Chemical compound [K+].CCCCCCCCCCCCCCCCCC([O-])=O ANBFRLKBEIFNQU-UHFFFAOYSA-M 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 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
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/40—Compounds of aluminium
- C09C1/405—Compounds of aluminium containing combined silica, e.g. mica
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
- C09C3/006—Combinations of treatments provided for in groups C09C3/04 - C09C3/12
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cosmetics (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、顔料の表面Ｑ、＜’ Ｎ−アシルアスパラギ
ンＭ（多価金属塩）で被覆処理された無機顔料およびそ
の製造方法に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an inorganic pigment whose surface Q is coated with N-acylasparagine M (polyvalent metal salt) and a method for producing the same.
更に詳しくは、保存安定性に優れ、耐水性があり、皮膚
に対して良好な付着性（つき）を示し、しっとり感のあ
る新規な被覆無機顔料およびその製造方法に関する。More specifically, the present invention relates to a novel coated inorganic pigment that has excellent storage stability, is water resistant, exhibits good adhesion to the skin, and has a moist feel, and a method for producing the same.
〔従来の技術及び発明が解決しようとする課題〕仕上化
粧料のうち重要な位置を占めるケーキ型ファンデーショ
ンは、（１）スポンジに水を含ませて使用する夏期専用
製品、（２）水を含ませたスポンジでも乾いたスポンジ
でも使える水乾両用タイプ、（３〉 乾いたソフトスポ
ンジで使用するタイプの３つに大別される。そのうち、
（１）及び（２）はケーキ表面が濡れたスポンジでとす
られるため、ケーキを構成する顔料粒子間に水がしみ込
むとケーキ表面が固くなり取れが悪くなる（ケーキング
現象）、そこで、顔料表面をメチルハイドロジエンポリ
シロキサンなどの有機シリコー：ノで被覆処理し、粒子
表面をｔｎ水性にした顔料を用いてファンデーションを
製造し耐水性を持たせることによってケーキングを防ぐ
ことが試みられている。しかし、このシリコーン処理顔
料を配合したファンデーションは耐水性は良好であるも
のの、皮膚に対する付着性（付き）やしっとりした仕上
り感に欠ける難点があった。[Problems to be solved by conventional techniques and inventions] Cake-type foundations, which play an important role in finishing cosmetics, are (1) summer-only products that are used by moistening a sponge with water, and (2) products that contain water. There are three main types: the wet and dry type, which can be used with damp or dry sponges, and the type that can be used with dry soft sponges (3).
In (1) and (2), the surface of the cake is removed with a wet sponge, so if water seeps between the pigment particles that make up the cake, the surface of the cake becomes hard and becomes difficult to remove (caking phenomenon). Attempts have been made to prevent caking by manufacturing foundations using pigments that have been coated with organic silicones such as methyl hydrodiene polysiloxane to make the particle surfaces water-based and have water resistance. However, although foundations containing this silicone-treated pigment have good water resistance, they lack adhesion to the skin and a moist finish.
一方、ステアリン酸アルミニウムなどの金属石ケンで被
覆処理した顔料を配合したファンデーションは皮膚に対
する付着性は良好であるが、製品が長期保存で変臭しや
すいという欠点があった。On the other hand, foundations containing pigments coated with metal soaps such as aluminum stearate have good adhesion to the skin, but have the disadvantage that the products tend to change odor when stored for long periods of time.
また、Ｎ−ステアロイルグルタミン酸アルミニウムなど
のＮ−アシルグルタミン酸塩で被覆処理した顔料を配合
したファンデーション（特開昭５８−７２５１２）は変
臭しにくいという長所を有するものの、耐水性に劣り、
ケーキングしやすいという問題点があった。Furthermore, foundations containing pigments coated with N-acylglutamates such as aluminum N-stearoylglutamate (Japanese Patent Application Laid-Open No. 58-72512) have the advantage of being resistant to odor, but are inferior in water resistance.
There was a problem that it was easy to cake.
油性ファンデーシラン、乳化型ファンデーション、口紅
などにおいてもシリコーン被覆顔料やアシルグルタミン
酸多価金属塩被ＩＩｔＲ料を配合したものは皮膚あるい
は***に対する付着性に劣り、金属石ケン被覆顔料を配
合したものは変臭の面で保存安定性に問題があった。Even in oil-based foundation silanes, emulsified foundations, lipsticks, etc., those containing silicone-coated pigments or acylglutamic acid polyvalent metal salt-coated IItR materials have poor adhesion to the skin or lips, and those containing metallic soap-coated pigments have poor adhesion to the skin or lips. There were problems with storage stability in terms of odor.
本発明の目的は、保存安定性、耐水性に優れ、皮膚に対
して良好な付着性を示し、しっとり感のある新規な被Ｍ
Ｒ料およびその製造方法を提供するにある。The object of the present invention is to provide a novel material that has excellent storage stability and water resistance, exhibits good adhesion to the skin, and has a moist feel.
An object of the present invention is to provide an R material and a method for producing the same.
本発明は
一般式
％式％
（但し、ＲＣＯはカプリン酸、ラウリン酸、ミリスチン
酸、パルミチン酸、ステアリン酸、オレイン酸の残基を
表わし、ＭはＨ，Ｍｇ、Ｃａ。The present invention is based on the general formula % (where RCO represents a residue of capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, or oleic acid, and M represents H, Mg, or Ca.
Ｃｏ、Ｚｎ、Ａ１．Ｔｉ、Ｆｅ、Ｚｒを表わす〉で表わ
されるＮ−アシルアスパラギン酸またはアスパラギン酸
多価金属塩で被覆処理された無機顔料およびその製造方
法である。Co, Zn, A1. The present invention relates to an inorganic pigment coated with N-acylaspartic acid or a polyvalent metal salt of aspartic acid represented by 〉 representing Ti, Fe, or Zr, and a method for producing the same.
本発明の被覆顔料の基体を構成している顔料としては、
タルク、カオリン、マイカ、セリサイト。The pigments constituting the base of the coated pigment of the present invention include:
Talc, kaolin, mica, sericite.
硫酸バリウム、炭酸カルシウム、炭酸マグネシウム、石
コウ、ケイ酸アルミニウム、ケイ酸マグネシウム、＃化
チタン、板状酸化チタン、微粒子酸化チタン、ヘンガラ
、黄酸化鉄、黒酸化鉄、紺青。Barium sulfate, calcium carbonate, magnesium carbonate, gypsum, aluminum silicate, magnesium silicate, # titanium oxide, plate-like titanium oxide, particulate titanium oxide, hengara, yellow iron oxide, black iron oxide, dark blue.
群青、亜鉛華、雲母チタン、ｆｌＩ化チクチタンルミナ
被覆マイカなどを挙げることができる。また、組み合わ
せてもよい。Examples include ultramarine blue, zinc white, mica titanium, flI-formed titanium lumina-coated mica, and the like. They may also be combined.
本発明に用いるこれらの無機粉体の粒径は、通常０．０
１〜１００μの範囲が好適である。The particle size of these inorganic powders used in the present invention is usually 0.0
A range of 1 to 100μ is suitable.
本発明に用いる被覆無機顔料の被覆物質は、一般式
％式％
で表わされるＮ−アシルアスパラギン酸（多価金属塩）
である。The coating material of the coated inorganic pigment used in the present invention is N-acylaspartic acid (polyvalent metal salt) represented by the general formula %.
It is.
式中、ＲＣＯはカプリン酸、ラウリン酸、もリスチン酸
、パルミチン酸、ステアリン酸、オレイン酸の残基を表
わし、また、式中Ｍで表わされる塩形成に用いられる多
価金属イオンとしては、Ｍｇ、Ｃａ、Ｃｏ、Ｚｎ、Ａｊ
！、Ｔｉ、Ｚｒ。In the formula, RCO represents a residue of capric acid, lauric acid, monolistic acid, palmitic acid, stearic acid, or oleic acid, and the polyvalent metal ion used for salt formation represented by M in the formula is Mg. , Ca, Co, Zn, Aj
! , Ti, Zr.
Ｆｅイオンが有用である。Ｎ−アシルアスパラギン酸塩
は、カルボキシル基の片方あるいは両方が塩となったい
ずれの形のものでもよい。また、異なる金属イオンであ
ってもよい。Fe ions are useful. The N-acylaspartate may be in any form in which one or both carboxyl groups are salts. Moreover, different metal ions may be used.
例えば、２価の金属イオンを用いた場合、本発明におけ
る被覆物質は
ＣＨＩ Ｃ００Ｈ
ＲＣＯ−ＮＨ−ＣＨ−ＣＯＯＨ
の１種、又は２種以上の混合物である。For example, when divalent metal ions are used, the coating material in the present invention is one type of CHI C00H RCO-NH-CH-COOH or a mixture of two or more types.
被覆物質であるＮ−アシルアスパラギン酸多価金属塩は
、Ｎ−アシルアスパラギン酸の水溶性塩と多価金属の水
溶性塩との組合せにより生成する。The coating material N-acylaspartic acid polyvalent metal salt is produced by a combination of a water-soluble salt of N-acylaspartic acid and a water-soluble salt of a polyvalent metal.
Ｎ−アシルアスパラギン酸の水溶性塩としては、ナトリ
ウム、カリウム、アンモニウム、トリエタノールアミン
、ジエタノールアもン、２−アミノ２−メチルプロパツ
ール、２−アもノー２−メチル−１，３−プロパンジオ
ール、トリイソプロパノ−ルアξンなどのモノ又はジ塩
が挙げられる。Water-soluble salts of N-acylaspartic acid include sodium, potassium, ammonium, triethanolamine, diethanolamine, 2-amino 2-methylpropanol, 2-amino 2-methyl-1,3-propane Examples include mono- or di-salts of diols, triisopropanol amines, and the like.
多価金属の水溶性塩としては、ＭｇＣ１゜ＭｇＳＯ４，
ＺｎＣ１，、Ｚｎ５Ｏａ 、ＡｌＣｌ。Water-soluble salts of polyvalent metals include MgC1゜MgSO4,
ZnC1, Zn5Oa, AlCl.
Ａｊ！ｔ（Ｓｏオ）３ 、 Ｔ ｒ Ｃ１４、Ｔ ｉ
ＯＳ ＯａＴ ｉ （Ｓｏｎ）＊ 、 Ｆ ｅ Ｃ
ｎｉ 、 Ｆ ｅｘ（ＳＯ２）ｚＦ ｅ Ｓ Ｏａ
、Ｚ ｒ ＯＣｌ−１、Ｃｏ Ｃ１２などが挙げられる
。Aj! t(Soo)3, T r C14, T i
OS OaT i (Son)*, F e C
ni, F ex (SO2)z F e S Oa
, Z r OCl-1, Co C12, and the like.
Ｎ−アシルアスパラギン酸（塩）で顔料表面を被覆処理
する方法は以下の通りである。The method for coating the pigment surface with N-acylaspartic acid (salt) is as follows.
なお、本発明ではΦ、ｒ、甲という記号を用い以下のよ
うに定義した。In the present invention, the symbols Φ, r, and A are used and defined as follows.
［１１分子式ＡｍＢ ｎで表わされる塩を水に溶かした
時、次式に従って電解するとする。[11 When a salt represented by the molecular formula AmB n is dissolved in water, it is electrolyzed according to the following formula.
ＡｍＢｎ −ｍＡ”＋ｎＢ’−
これは、塩１分子はｍｘ個の正電価とｎ７個の負電価を
水中に放出することと解釈できる。AmBn -mA"+nB'- This can be interpreted as one molecule of salt releases mx positive charges and n7 negative charges into the water.
このＡｍＢ ｎ αモルを水に溶かした時、αｍｘを
Φと定義する。When this AmB n α mole is dissolved in water, αmx is defined as Φ.
（２）Ｎ−アシルアスパラギン酸の水溶性塩はモノ塩と
ジ塩があるが、いずれにしても多価金属塩との反応では
両方のカルボン酸が塩形成に関与する。従って、このＮ
−アシルアスパラギン酸の水溶性塩 βモルを水に溶か
した時、２βをｒと定義する。(2) Water-soluble salts of N-acylaspartic acid include mono-salts and di-salts, but in either case, both carboxylic acids participate in salt formation in the reaction with a polyvalent metal salt. Therefore, this N
- Water-soluble salt of acylaspartic acid When β mole is dissolved in water, 2β is defined as r.
（３） 更に、Φ／ｒを甲と定義する。(3) Furthermore, Φ/r is defined as A.
ｆｉｌ〜（３）で用いた記号は、本発明のＮ−アシルア
スパラギン＃１（塩〉で顔料表面を被覆処理する際に使
用されるＮ−アシルアスパラギン酸の水溶性塩と該金属
イオンの塩の比率を示すのに、以下の製造例及び実施例
に於いて随時用いた。The symbols used in fil~(3) refer to the water-soluble salt of N-acylaspartic acid used when coating the pigment surface with N-acylasparagine #1 (salt) of the present invention and the salt of the metal ion. It is used from time to time in the following production examples and examples to indicate the ratio.
（製造例１）
Ｎ−アシルアスパラギン酸の水溶性塩を加温した水に溶
解させ、これに顔料を５〜３０重量％になるように懸濁
させる。この懸濁液を撹拌しながらＭｇ、Ｃａ、Ｃｏ、
Ｚｎ、ＡＩ、Ｔｉ、Ｆｅ。(Production Example 1) A water-soluble salt of N-acylaspartic acid is dissolved in warm water, and a pigment is suspended therein at a concentration of 5 to 30% by weight. While stirring this suspension, Mg, Ca, Co,
Zn, AI, Ti, Fe.
Ｚ「塩の少なくとも一種以上を含み、その塩の総量が０
．５≦マ≦２を満足する範囲に多価金属イオン水溶液を
ゆっくりと滴下する。Z "Contains at least one kind of salt, and the total amount of salt is 0"
．． The polyvalent metal ion aqueous solution is slowly dropped into a range satisfying 5≦ma≦2.
これによって、Ｎ−アシルアスパラギン酸の多価金属塩
が生成すると同時に、顔料表面に配向吸着する。これを
フィルター・プレスや遠心濾過機等で濾過・水洗した後
、８０〜１２０℃で乾燥する。As a result, a polyvalent metal salt of N-acylaspartic acid is generated and at the same time is oriented and adsorbed onto the pigment surface. This is filtered using a filter press, centrifugal filter, etc., washed with water, and then dried at 80 to 120°C.
また、下記のような投入順序による製造方法でもよい。Alternatively, a manufacturing method using the following input order may be used.
（製造例２）
顔料懸濁液にＮ−アシルアスパラギン酸の水溶性塩を溶
かした後前述の多価金属イオン水溶液を加える。(Production Example 2) After a water-soluble salt of N-acylaspartic acid is dissolved in a pigment suspension, the above-mentioned aqueous polyvalent metal ion solution is added.
（製造例３）
前述の多価金属イオン水溶液に顔料を懸濁させた後Ｎ−
アシルアスパラギン酸の水溶性塩水溶液を加える。(Production Example 3) After suspending the pigment in the aforementioned polyvalent metal ion aqueous solution, N-
Add an aqueous solution of an aqueous salt of acylaspartic acid.
（製造例４）
顔料懸濁液に前述の多価金属イオン水溶液を加えた後、
Ｎ−アシルアスパラギン偕の水溶性塩水溶液を加える。(Production Example 4) After adding the aforementioned polyvalent metal ion aqueous solution to the pigment suspension,
Add a water-soluble salt solution of N-acylasparagine.
また、Ｎ−アシルアスパラギン酸塩でなく、Ｎ−アシル
アスパラギン酸そのものを用いて被覆する時は、上述の
いずれの方法に於いても、金属イオン水溶液の代りに塩
酸、硫酸などの酸を用いればよい。In addition, when coating with N-acylaspartic acid itself instead of N-acylaspartate, in any of the above methods, it is possible to use an acid such as hydrochloric acid or sulfuric acid instead of the metal ion aqueous solution. good.
これらの被覆顔料は、パウダーファンデーション、リフ
イドファンデーション、油性ファンデーションなどのベ
ース・メークアンプあるいはアイシャドウ、チークカラ
ー、口紅、ネイルカラー。These coated pigments can be used for base makeup such as powder foundation, liquid foundation, oil foundation, eye shadow, cheek color, lipstick, and nail color.
ネイルエナメルなどのポイントメークアップに代表され
る仕上化粧料に、また、有機溶剤への分散性が良いので
、塗料やラッカーなどに応用することもできる。It can be used in finishing cosmetics such as nail enamel and other point make-ups, and because it has good dispersibility in organic solvents, it can also be used in paints and lacquers.
以下、実施例にて本発明を説明する。 The present invention will be explained below with reference to Examples.
実施例に記載の保存安定性、耐水性、実用特性（皮膚に
対する付着性、しっとり感）に関する試験法は、下記の
通りである。Test methods for storage stability, water resistance, and practical properties (adhesiveness to skin, moist feel) described in Examples are as follows.
（１） 保存安定性試験
試料を４５℃の恒温室に３ケ月間保存した後、試料の臭
いをチエツクして、異常が認められない場合はＯ２異臭
をやや認める場合は△、異臭を著しく認める場合は×と
した。(1) Storage stability test After storing the sample in a constant temperature room at 45℃ for 3 months, check the odor of the sample. If no abnormality is observed, △ if a slight O2 odor is observed, or △ if a significant odor is observed. In this case, it was marked as ×.
（２） 耐水性試験
５０ｍ１の共栓つき比色管に水２０ｍＡと顔料０．５ｇ
を入れよく振り混ぜ、静置２時間後に浮上している顔料
の重量％に基づき、７０％を超えるものを０．５０〜７
０％のもの、を△、５０％未満のものを×として評価し
た。(2) Water resistance test 20mA of water and 0.5g of pigment in a 50m1 colorimetric tube with a stopper.
Shake well and let it stand for 2 hours. Based on the weight% of the pigment floating, if it exceeds 70%, it will be 0.50 to 7.
0% was evaluated as △, and less than 50% was evaluated as ×.
（３） 実用特性試験（皮膚に対する付着性、しっと
り感）
専門検査員１０人による実用テストで調べた。(3) Practical property test (adhesiveness to skin, moist feel) A practical test was conducted by 10 professional inspectors.
皮膚に対する付着性（つきのよさ）、シっとり感のスコ
アは極めて良い（５点）、良い（４点）、普通（３点）
、悪い（２点）、極めて悪い（１点）の５段階として評
価し、１０名のスコアの平均値を求め、次のように表示
した。The scores for adhesion to the skin (good adhesion) and moist feel were extremely good (5 points), good (4 points), and average (3 points).
The scores were evaluated on a five-point scale of , poor (2 points), and extremely poor (1 point), and the average score of the 10 people was calculated and displayed as follows.
スコア平均値 付着性、しっとり感３．８を超え
る ０
２．５〜３．８ Δ２．５未満
×
実施例ＩＮ−ステアロイルーし一アスパラギン酸アル〔
ニウムで被覆処理した顔料
の製造
Ｎ−ステアロイル−Ｌ−アスパラギン酸モノナトリウム
塩２０ｇ （β＝４．７４Ｘ１０−”ｍｏＡ’。Score average value Adhesiveness, moist feeling exceeds 3.8 0 2.5 to 3.8 Δ<2.5
× Example IN-stearoyl monoaspartate [
Preparation of pigment coated with N-stearoyl-L-aspartate monosodium salt 20 g (β=4.74X10-"moA'.
ｒ＝９．４８Ｘ１０−”）を６０℃の水１０ ｆ ニ溶
解し、これにマイカ（約１０μ）１ｋｇを懸濁した。r=9.48×10−”) was dissolved in 10 f of water at 60° C., and 1 kg of mica (approximately 10 μ) was suspended therein.
この中に、硫酸アルミニウムの５％水溶液１００ｍ１
（α＝ １．４ ６ Ｘ １ ０−２ｍｏ
ｊ！、 Φ−８，７６Ｘｌ ０−２． ！−０，９２
４）を２０分かけ７送液ポンプにより加えた。その後２
０分間撹拌し、濾過。In this, 100ml of 5% aqueous solution of aluminum sulfate
(α= 1.4 6 x 1 0-2mo
j! , Φ-8,76Xl 0-2. ! -0,92
4) was added over 20 minutes using a 7 liquid feed pump. After that 2
Stir for 0 minutes and filter.
水洗し、１１０℃にて乾燥した。これを解砕し、Ｎ−ス
テアロイル−Ｌ−アスパラギン酸アルミニウム被覆処理
マイカを得た。同様の操作をタルク。It was washed with water and dried at 110°C. This was crushed to obtain aluminum-coated mica N-stearoyl-L-aspartate. Talc a similar operation.
雲母チタン、酸化チタン、ベンガラ、黄酸化鉄。Titanium mica, titanium oxide, red iron oxide, yellow iron oxide.
黒酸化鉄１群青についても行なった。The experiment was also carried out for black iron oxide 1 ultramarine blue.
比較例１
Ｎ−ステアロイル−し−アスパラギン酸モノナトリウム
塩の代りにＮ−ステアロイル−Ｌ−グルタ旦ン酸モノナ
トリウム塩を用いるほかは実施例１＃と同様に処理顔料
を製造した。Comparative Example 1 A treated pigment was produced in the same manner as in Example 1#, except that N-stearoyl-L-glutadanic acid monosodium salt was used instead of N-stearoyl-shi-aspartic acid monosodium salt.
比較例２
Ｎ−ステアロイル−Ｌ−アスパラギン酸モノナトリウム
塩の代りにステアリン酸カリウムを用いるほかは実施例
１と同様に処理顔料を製造した。Comparative Example 2 A treated pigment was produced in the same manner as in Example 1, except that potassium stearate was used instead of N-stearoyl-L-aspartic acid monosodium salt.
比較例３ メチルハイドロジエンポリシロキサン焼付
処理顔料の製造
予め減圧乾燥したマイカｌ、 Ｏｋ ｇに対し、キシレ
ン７００ｇにメチルハイドロジエンポリシロキサン２０
ｇを溶解させたものを徐々に加え、８５℃にて３０分間
撹拌しながらキシレンを留去した。Comparative Example 3 Production of Methylhydrodiene Polysiloxane Baked Pigment 20 g of methylhydrodiene polysiloxane was added to 700 g of xylene to 1,000 g of mica, which had been previously dried under reduced pressure.
A solution of g was gradually added thereto, and xylene was distilled off while stirring at 85° C. for 30 minutes.
次いで１３０℃にて１．５時間焼付処理しメチルハイド
ロジエンポリシロキサン焼付処理マイカを得た。Then, the mica was baked at 130° C. for 1.5 hours to obtain methylhydrogen polysiloxane baked mica.
第１表に、実施例１及び比較例１〜３で製造した被覆マ
イカについて評価テスト結果を示した。Table 1 shows the evaluation test results for the coated mica produced in Example 1 and Comparative Examples 1 to 3.
第１表 テスト結果
実施例２ Ｎ−バルミトイル−Ｌ−アスパラギン酸亜
鉛で被覆処理した顔料の製造
Ｎ−バルミトイル−し−アスパラギン酸ジトリエタノー
ルアミン３０％水溶液２５７ｇ （β＝１、−１５ｘ
ｌ Ｏ−’ｍｏ １． ｒ＝２．３１ Ｘ １０−’）
を５０℃の水１０ｆに溶解し、これに酸化チタン酸化ア
ルミニウム被覆マイカ（５μ）１ｋｇを懸濁した。その
後、硫酸亜鉛の３．７％水溶液１１（ｃｒ＝２．２９Ｘ
１０−’ｍｏ１．Φ−４．５８ Ｘｌ ０−’、’Ｐ＝
２．０）を１０分かけて送液ポンプにより加えた。その
後３０分間撹拌し、濾過、水液し、１１０℃にて乾燥し
た。これを解砕し、Ｎバルミトイル−Ｌ−アスパラギン
酸亜鉛被覆処理顔料を得た。Table 1 Test results Example 2 Preparation of pigment coated with zinc N-balmitoyl-L-aspartate 257 g of 30% aqueous solution of ditriethanolamine N-balmitoyl-L-aspartate (β=1, -15x
l O-'mo 1. r=2.31 x 10-')
was dissolved in 10 f of water at 50° C., and 1 kg of titanium oxide aluminum oxide-coated mica (5μ) was suspended therein. Thereafter, a 3.7% aqueous solution of zinc sulfate 11 (cr=2.29X
10-'mo1. Φ-4.58 Xl 0-','P=
2.0) was added over 10 minutes using a liquid pump. Thereafter, the mixture was stirred for 30 minutes, filtered, washed with water, and dried at 110°C. This was crushed to obtain a pigment coated with zinc N-valmitoyl-L-aspartate.
実施例３ Ｎ−ミリストイル−Ｌ−アスパラギン酸カ
ルシウムで被覆処理した顔料の
製造
塩化カルシウムの０．１％水溶液１０１ （α−９，０
１Ｘ １０−”ｍｏ ｌ、φ−１，８０Ｘ Ｉ Ｏ−’
）にタルク（粒径５μ）２ｋｇを懸濁した。これを５０
℃とした後、酢酸１２０ｇを加え、次いで、ｌＮ−Ｎａ
ＯＨ水溶液を加えて系のｐＨを７．０に調整した。これ
に、Ｎ−ミリストイル−Ｌ−アスパラギン酸モノナトリ
ウム２８．７ｇ（β−７，８６ｘｌＱ−”ｍｏ １
、 ｒ ＝１．５７Ｘ１０−’、 ’Ｐ −１、１
５＞を溶かした水溶液１１を３０分かけて送液ポンプに
より加えた。その後３０分間撹拌し、濾過、水洗し、１
０５℃にて乾燥した。これを解砕し、Ｎ−ミリストイル
−Ｌ−アスパラギン酸カルシウム被覆処理りルクを得た
。Example 3 Preparation of pigment coated with calcium N-myristoyl-L-aspartate 0.1% aqueous solution of calcium chloride 101 (α-9,0
1X 10-"mol, φ-1, 80X IO-'
) was suspended with 2 kg of talc (particle size: 5 μm). 50 of this
℃, 120 g of acetic acid was added, and then 1N-Na
The pH of the system was adjusted to 7.0 by adding an OH aqueous solution. To this, 28.7 g of monosodium N-myristoyl-L-aspartate (β-7,86xlQ-"mo 1
, r = 1.57X10-', 'P-1, 1
Aqueous solution 11 in which 5> was dissolved was added over 30 minutes using a liquid pump. After that, stir for 30 minutes, filter, wash with water,
It was dried at 05°C. This was crushed to obtain a treated product coated with calcium N-myristoyl-L-aspartate.
実施例４
Ｎ−ラウロイル−Ｌ−アスパラギン酸モノカリウム塩３
００ｇ （／９＝０．８５０．１”＝１．７０）を４０
℃の水１０１に溶解し、これに微粒子酸化チタン（粒径
０．０３μ）２ｋｇを！Ｑ濁した。この中に塩化第二鉄
０．２８３ｍｏ ｌ （α＝０．２８３． Φ−〇、
８５ 、甲＝０．５０）、を含む水溶液２１を４０分か
けて送液ポンプにより加えた。次いで、ｌ Ｎ ＩＩ
Ｃ１水溶液を加えて、ｐＨを４．０に調整後、４０分撹
拌を続けた。濾過、水洗後、１１０℃で乾燥し、ジェッ
ト・ミルで微籾砕し、Ｎ−ラウロイル−Ｌ−アスパラギ
ン酸第二鉄被覆処理微粒子酸化チタンを得た。Example 4 N-lauroyl-L-aspartic acid monopotassium salt 3
00g (/9=0.850.1”=1.70) to 40
Dissolve in 101℃ of water and add 2kg of fine titanium oxide (particle size 0.03μ) to this! Q: It's cloudy. In this, 0.283 mol of ferric chloride (α=0.283. Φ-〇,
85, A = 0.50) was added over 40 minutes using a liquid pump. Then l N II
After adding C1 aqueous solution and adjusting the pH to 4.0, stirring was continued for 40 minutes. After filtration and washing with water, it was dried at 110°C and finely crushed using a jet mill to obtain ferric N-lauroyl-L-aspartate coated fine particles of titanium oxide.
応用例１ ラッカーエナメル
タルクの代りに酸化チタン（粒径０．３μ）を用い、Ｎ
−ミリストイル−・Ｌ−アスパラギン酸モノナトリウム
の代りにＮ−ステアロイル−Ｌ−アスパラギン酸モノト
リエタノールアミンの３０％水処理酸化チタンを得た。Application example 1 Using titanium oxide (particle size 0.3μ) instead of lacquer enamel talc, N
30% water-treated titanium oxide of N-stearoyl-L-aspartate monotriethanolamine was obtained instead of -myristoyl-.L-aspartate monosodium.
これを、次に示す処方のラッカーエナメルに配合した。This was blended into a lacquer enamel with the following formulation.
処理酸化チタン １７部ニトロセルロ
ース（１／２秒）１６
ダンマルガム ４フタル酸樹脂
４フタル酸ジブチル
６酢酸ブチル ９酢
酸アミル ２酢酸エチル
ｌＯシクロへキサノン
４ブタノール ６ベ
ンゼン ２２本ラッカーエナメ
ルは分散安定性、使用特性金属板やプラスチック上の塗
膜の強度、安定性にすぐれたものであった。Treated titanium oxide 17 parts Nitrocellulose (1/2 second) 16 Danmal gum 4 Phthalate resin 4 Dibutyl phthalate
6Butyl acetate 9Amyl acetate 2Ethyl acetate
lOcyclohexanone
The 4-butanol 6-benzene 22 lacquer enamel had excellent dispersion stability and usability properties.The strength and stability of the coating film on metal plates and plastics were excellent.
応用例２ 油性ファンデーション
酸化チタン（約０．３μ）１００ｇ、タルク（約５μ）
１０ｇ、マイカ（約５０μ）ｌｏｇ、ヘンガラ（約０．
４μ）１０ｇ、黄酸化鉄（針状０．ｌ×０．８μ）２０
ｇ、黒酸化鉄（約０．４μ＞３ｇを水１１に懸濁させた
。これに塩化マグネシウム１．４ｇ （α＝１．４７
Ｘ １０−”ｍｏ ｊ！、 Φ＝ ２．９５ Ｘ１Ｏ
−２）を溶解させた後、Ｎ−オレオイル−Ｌアスパラギ
ン酸モノナトリウム塩の４．５％水溶液２００ｇ （β
−２，１５Ｘ １０−”ｍｏ １． Ｉ” ＝４．３
０ Ｘ １０− 、 ’Ｐ＝０．６８６）を２０分間で
均一に添加した。２０分間そのまま撹拌後濾過水洗し、
８０℃にて噴霧乾燥した。次いで、ヘンシェル・ミキサ
ーにて３分間混合し、Ｎ−オレオイルＬ−アスパラギン
酸マグネシウム被覆処理混合顔料を得た。これを油性フ
ァンデーションに応用した。Application example 2 Oil-based foundation Titanium oxide (approx. 0.3μ) 100g, talc (approx. 5μ)
10g, mica (approx. 50μ) log, hengara (approx. 0.
4μ) 10g, yellow iron oxide (acicular 0.l x 0.8μ) 20
g, black iron oxide (approximately 0.4 μ > 3 g was suspended in water 11. To this, 1.4 g of magnesium chloride (α = 1.47
X 10-”mo j!, Φ= 2.95 X1O
-2), 200 g of a 4.5% aqueous solution of N-oleoyl-L aspartic acid monosodium salt (β
-2,15X 10-"mo 1.I" =4.3
0×10−, 'P=0.686) was added uniformly over 20 minutes. After stirring for 20 minutes, filter and wash with water.
Spray drying was performed at 80°C. Next, the mixture was mixed for 3 minutes in a Henschel mixer to obtain a mixed pigment coated with magnesium N-oleoyl L-aspartate. This was applied to oil-based foundation.
成分Ａ：処理顔料 ４０．０部域分Ｂ
：流動パラフィン ２５．８パルミチン酸イ
ソプロピル １５．０
ソルビタンモノオレート ３．０
マイクロクリスタリンワツクス８．０
オシケライト ７，０キヤンデリラロ
ウ １．０
防腐剤 ０．２
成分Ｃ：香料 適量成分Ｂを加
熱・混合し均一にした。これに成分Ａを加え、混合物を
ロールミルで練った。これを再融解し、撹拌下に冷却し
、６０℃で成分Ｃを加え、容器に流し込み放冷して固め
た。Component A: Treated pigment 40.0 area B
: Liquid paraffin 25.8 Isopropyl palmitate 15.0 Sorbitan monooleate 3.0 Microcrystalline wax 8.0 Osikelite 7.0 Candelilla wax 1.0 Preservative 0.2 Component C: Fragrance Heat and mix an appropriate amount of component B. Made it uniform. Component A was added to this and the mixture was milled on a roll mill. This was remelted and cooled while stirring, and component C was added at 60° C., and the mixture was poured into a container and left to cool to solidify.
この油性ファンデーションは保存安定性に優れ、皮膚に
対する良好な付着性を示し、しっとりとした化粧効果が
持続する特性を示した。This oil-based foundation had excellent storage stability, good adhesion to the skin, and a long-lasting moisturizing effect.
以上記載のごとく、本発明は保存安定性に優れ、耐水性
があり、皮膚に対して良好な付着性を示し、しっとり感
のある優れた被覆顔料及び製造方法を提供することは明
らかである。As described above, it is clear that the present invention provides an excellent coated pigment with excellent storage stability, water resistance, good adhesion to the skin, and a moist feeling, and a manufacturing method.
Claims (3)
酸、パルミチン酸、ステアリン酸、オレイン酸の残基を
表わし、ＭはＨ、Ｍｇ。 Ｃａ、Ｃｏ、Ｚｎ、Ａｌ、Ｔｉ、Ｆｅ、Ｚｒを表わす） で表わされるＮ−アシルアスパラギン酸またはアスパラ
ギン酸多価金属塩で被覆処理された無機顔料。(1) General formula ▲ Numerical formula, chemical formula, table, etc. ▼ (However, RCO represents the residue of capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, and M is H, Mg.Ca , Co, Zn, Al, Ti, Fe, Zr) An inorganic pigment coated with N-acylaspartic acid or a polyvalent metal salt of aspartic acid.
の水溶性塩の水溶液中に多価金属塩水溶液、酸の１種、
又は２種以上を添加することを特徴とする、Ｎ−アシル
アスパラギン酸またはＮ−アシルアスパラギン酸多価金
属塩被覆無機顔料の製造方法。(2) An aqueous solution of a polyvalent metal salt, one type of acid, in an aqueous solution of a water-soluble salt of N-acylaspartic acid in which an inorganic pigment is suspended;
or a method for producing an inorganic pigment coated with N-acylaspartic acid or a polyvalent metal salt of N-acylaspartic acid, which comprises adding two or more kinds thereof.
は２種以上を含む水溶液中に、Ｎ−アシルアスパラギン
酸の水溶性塩の水溶液を添加することを特徴とするＮ−
アシルアスパラギン酸またはＮ−アシルアスパラギン酸
多価金属塩被覆無機顔料の製造方法。(3) An aqueous solution of a water-soluble salt of N-acylaspartic acid is added to an aqueous solution containing one or more types of polyvalent metal salts and acids in which an inorganic pigment is suspended. −
A method for producing an inorganic pigment coated with acylaspartic acid or N-acylaspartic acid polyvalent metal salt.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1342597A JP2788085B2 (en) | 1989-12-28 | 1989-12-28 | Pigment and method for producing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1342597A JP2788085B2 (en) | 1989-12-28 | 1989-12-28 | Pigment and method for producing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03200879A true JPH03200879A (en) | 1991-09-02 |
| JP2788085B2 JP2788085B2 (en) | 1998-08-20 |
Family
ID=18355000
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1342597A Expired - Lifetime JP2788085B2 (en) | 1989-12-28 | 1989-12-28 | Pigment and method for producing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2788085B2 (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000212041A (en) * | 1998-11-17 | 2000-08-02 | Miyoshi Kasei Kk | New coated powder and cosmetic formulating the same therein |
| WO2005123062A1 (en) * | 2004-06-18 | 2005-12-29 | Ajinomoto Co., Inc. | Inflammation inhibitor comprising zinc salt of acylamino acid |
| JP2007126419A (en) * | 2005-11-07 | 2007-05-24 | Iwase Cosfa Kk | Ultraviolet absorbing composite powder |
| JP2008179651A (en) * | 2005-06-13 | 2008-08-07 | Cosme Techno:Kk | Cosmetic |
| JP2012121835A (en) * | 2010-12-08 | 2012-06-28 | Miyoshi Kasei Inc | Lipophilically surface treated powder having excellent smooth feeling and detergency |
| US10470989B2 (en) | 2013-11-15 | 2019-11-12 | Kose Corporation | Surface-treated powder using theanine, and cosmetic preparation containing same |
-
1989
- 1989-12-28 JP JP1342597A patent/JP2788085B2/en not_active Expired - Lifetime
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000212041A (en) * | 1998-11-17 | 2000-08-02 | Miyoshi Kasei Kk | New coated powder and cosmetic formulating the same therein |
| WO2005123062A1 (en) * | 2004-06-18 | 2005-12-29 | Ajinomoto Co., Inc. | Inflammation inhibitor comprising zinc salt of acylamino acid |
| JP2008179651A (en) * | 2005-06-13 | 2008-08-07 | Cosme Techno:Kk | Cosmetic |
| JP2007126419A (en) * | 2005-11-07 | 2007-05-24 | Iwase Cosfa Kk | Ultraviolet absorbing composite powder |
| JP2012121835A (en) * | 2010-12-08 | 2012-06-28 | Miyoshi Kasei Inc | Lipophilically surface treated powder having excellent smooth feeling and detergency |
| US10470989B2 (en) | 2013-11-15 | 2019-11-12 | Kose Corporation | Surface-treated powder using theanine, and cosmetic preparation containing same |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2788085B2 (en) | 1998-08-20 |
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