JP2015054820A - Resin for surface treatment, composite powder and application thereof - Google Patents
Resin for surface treatment, composite powder and application thereof Download PDFInfo
- Publication number
- JP2015054820A JP2015054820A JP2013186982A JP2013186982A JP2015054820A JP 2015054820 A JP2015054820 A JP 2015054820A JP 2013186982 A JP2013186982 A JP 2013186982A JP 2013186982 A JP2013186982 A JP 2013186982A JP 2015054820 A JP2015054820 A JP 2015054820A
- Authority
- JP
- Japan
- Prior art keywords
- monomer
- resin
- composite powder
- surface treatment
- acid
- 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
- 239000000843 powder Substances 0.000 title claims abstract description 111
- 239000002131 composite material Substances 0.000 title claims abstract description 54
- 229920005989 resin Polymers 0.000 title claims abstract description 37
- 239000011347 resin Substances 0.000 title claims abstract description 37
- 238000004381 surface treatment Methods 0.000 title claims abstract description 29
- 239000000178 monomer Substances 0.000 claims abstract description 52
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 38
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000000203 mixture Substances 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 claims abstract description 5
- UVRCNEIYXSRHNT-UHFFFAOYSA-N 3-ethylpent-2-enamide Chemical compound CCC(CC)=CC(N)=O UVRCNEIYXSRHNT-UHFFFAOYSA-N 0.000 claims abstract description 5
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
- 239000002537 cosmetic Substances 0.000 claims description 25
- 239000000463 material Substances 0.000 claims description 15
- 239000011342 resin composition Substances 0.000 claims description 10
- 239000008199 coating composition Substances 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000011248 coating agent Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 239000000758 substrate Substances 0.000 claims description 5
- 239000000516 sunscreening agent Substances 0.000 claims description 5
- 229920006026 co-polymeric resin Polymers 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 230000000475 sunscreen effect Effects 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 abstract description 26
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 43
- -1 silane compound Chemical class 0.000 description 42
- 239000000284 extract Substances 0.000 description 40
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 37
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 26
- 239000006185 dispersion Substances 0.000 description 25
- 229920001577 copolymer Polymers 0.000 description 21
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 20
- 238000000034 method Methods 0.000 description 18
- 235000014113 dietary fatty acids Nutrition 0.000 description 16
- 239000000194 fatty acid Substances 0.000 description 16
- 229930195729 fatty acid Natural products 0.000 description 16
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 14
- 239000000126 substance Substances 0.000 description 13
- 239000000377 silicon dioxide Substances 0.000 description 12
- 239000004359 castor oil Substances 0.000 description 11
- 235000019438 castor oil Nutrition 0.000 description 11
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 11
- 229910000077 silane Inorganic materials 0.000 description 11
- 239000003795 chemical substances by application Substances 0.000 description 10
- 239000003973 paint Substances 0.000 description 9
- 239000000049 pigment Substances 0.000 description 9
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 7
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 7
- 235000010443 alginic acid Nutrition 0.000 description 7
- 229920000615 alginic acid Polymers 0.000 description 7
- 239000000783 alginic acid Substances 0.000 description 7
- 229960001126 alginic acid Drugs 0.000 description 7
- 150000004781 alginic acids Chemical class 0.000 description 7
- 239000011324 bead Substances 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 7
- 239000011787 zinc oxide Substances 0.000 description 7
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 6
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 6
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 239000012756 surface treatment agent Substances 0.000 description 6
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 5
- URDOJQUSEUXVRP-UHFFFAOYSA-N 3-triethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CCO[Si](OCC)(OCC)CCCOC(=O)C(C)=C URDOJQUSEUXVRP-UHFFFAOYSA-N 0.000 description 5
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 239000004166 Lanolin Substances 0.000 description 5
- 235000019388 lanolin Nutrition 0.000 description 5
- 229940039717 lanolin Drugs 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 238000012216 screening Methods 0.000 description 5
- 239000011734 sodium Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- DSSYKIVIOFKYAU-OIBJUYFYSA-N (S)-camphor Chemical compound C1C[C@]2(C)C(=O)C[C@H]1C2(C)C DSSYKIVIOFKYAU-OIBJUYFYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229920001214 Polysorbate 60 Polymers 0.000 description 4
- 229910004298 SiO 2 Inorganic materials 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 4
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 description 4
- 230000000379 polymerizing effect Effects 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 229920003169 water-soluble polymer Polymers 0.000 description 4
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2,2'-azo-bis-isobutyronitrile Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 229920000178 Acrylic resin Polymers 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 3
- 235000013871 bee wax Nutrition 0.000 description 3
- 239000012166 beeswax Substances 0.000 description 3
- 229940092738 beeswax Drugs 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000008268 mayonnaise Substances 0.000 description 3
- 235000010746 mayonnaise Nutrition 0.000 description 3
- 239000010445 mica Substances 0.000 description 3
- 229910052618 mica group Inorganic materials 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 238000004062 sedimentation Methods 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 2
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 2
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 2
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- ASKIVFGGGGIGKH-UHFFFAOYSA-N 2,3-dihydroxypropyl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OCC(O)CO ASKIVFGGGGIGKH-UHFFFAOYSA-N 0.000 description 2
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 2
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- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-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
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- 102000008186 Collagen Human genes 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
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- 235000001815 DL-alpha-tocopherol Nutrition 0.000 description 2
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- 150000007513 acids Chemical class 0.000 description 2
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- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
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- BJRNKVDFDLYUGJ-RMPHRYRLSA-N hydroquinone O-beta-D-glucopyranoside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-RMPHRYRLSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
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- NNHHDJVEYQHLHG-UHFFFAOYSA-N potassium silicate Chemical compound [K+].[K+].[O-][Si]([O-])=O NNHHDJVEYQHLHG-UHFFFAOYSA-N 0.000 description 1
- 229910052913 potassium silicate Inorganic materials 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
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- 239000001819 propan-2-yl (E)-3-phenylprop-2-enoate Substances 0.000 description 1
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- VZKNAUXVJXVEAG-UHFFFAOYSA-N propan-2-yl hexadecanoate;propan-2-yl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OC(C)C.CCCCCCCCCCCCCCCC(=O)OC(C)C VZKNAUXVJXVEAG-UHFFFAOYSA-N 0.000 description 1
- 235000010409 propane-1,2-diol alginate Nutrition 0.000 description 1
- 239000000770 propane-1,2-diol alginate Substances 0.000 description 1
- WZXKPNYMUZGZIA-RMKNXTFCSA-N propyl (e)-3-(4-methoxyphenyl)prop-2-enoate Chemical compound CCCOC(=O)\C=C\C1=CC=C(OC)C=C1 WZXKPNYMUZGZIA-RMKNXTFCSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- SJOXEWUZWQYCGL-UHFFFAOYSA-N salicylic acid menthyl ester Natural products CC(C)C1CCC(C)CC1OC(=O)C1=CC=CC=C1O SJOXEWUZWQYCGL-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
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- 230000001953 sensory effect Effects 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
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- 230000036556 skin irritation Effects 0.000 description 1
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- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
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- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
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- 229920003179 starch-based polymer Polymers 0.000 description 1
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- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910000018 strontium carbonate Inorganic materials 0.000 description 1
- VEALVRVVWBQVSL-UHFFFAOYSA-N strontium titanate Chemical compound [Sr+2].[O-][Ti]([O-])=O VEALVRVVWBQVSL-UHFFFAOYSA-N 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
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- 235000015523 tannic acid Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- KWXLCDNSEHTOCB-UHFFFAOYSA-J tetrasodium;1,1-diphosphonatoethanol Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P(=O)([O-])C(O)(C)P([O-])([O-])=O KWXLCDNSEHTOCB-UHFFFAOYSA-J 0.000 description 1
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 210000001541 thymus gland Anatomy 0.000 description 1
- 239000001585 thymus vulgaris Substances 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical class CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- SVETUDAIEHYIKZ-IUPFWZBJSA-N tris[(z)-octadec-9-enyl] phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOP(=O)(OCCCCCCCC\C=C/CCCCCCCC)OCCCCCCCC\C=C/CCCCCCCC SVETUDAIEHYIKZ-IUPFWZBJSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 239000008158 vegetable oil Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- MECHNRXZTMCUDQ-RKHKHRCZSA-N vitamin D2 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)/C=C/[C@H](C)C(C)C)=C\C=C1\C[C@@H](O)CCC1=C MECHNRXZTMCUDQ-RKHKHRCZSA-N 0.000 description 1
- 239000011653 vitamin D2 Substances 0.000 description 1
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- 229960002675 xylitol Drugs 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Landscapes
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
本発明は、表面処理用樹脂及び当該樹脂を使用することで得られた水分散性に優れた複合粉体に関する発明である。 The present invention relates to a surface treatment resin and a composite powder having excellent water dispersibility obtained by using the resin.
更に詳細には、水に分散させる時の粉体濃度を高くすることができ、沈降などの問題が起きにくい複合粉体に関するものである。本発明の複合粉体は、プラスチック、化粧料、繊維、塗料など多くの広い分野で使用でき、特に水分散系で使用する時に大きな効果がある。 More specifically, the present invention relates to a composite powder that can increase the concentration of the powder when dispersed in water and is unlikely to cause problems such as sedimentation. The composite powder of the present invention can be used in a wide variety of fields such as plastics, cosmetics, fibers, paints and the like, and is particularly effective when used in an aqueous dispersion system.
無機粉体は体質顔料や着色顔料として、プラスチック、化粧料、繊維、塗料などの幅広い分野で多く使用されている。無機粉体は一般的にある程度の凝集をしている。よって、使用する際には、アトマイザーや乾式ジェットミルなどの乾式解砕及び乾式粉砕や、ディスパーや高速ポンプなどによる湿式解砕、ビーズミルや湿式ジェットミルによる湿式粉砕などの工程を含めるのが一般的である。また、無機粉体製造後に適切な溶媒に分散処理して、分散体として供給することも広く行なわれている。 Inorganic powders are widely used as extender pigments and colored pigments in a wide range of fields such as plastics, cosmetics, fibers and paints. Inorganic powders generally have some degree of aggregation. Therefore, when using, it is common to include processes such as dry crushing and dry crushing such as atomizer and dry jet mill, wet crushing using disper and high speed pump, wet crushing using bead mill and wet jet mill, etc. It is. Further, after inorganic powder production, it is widely performed by dispersing in an appropriate solvent and supplying it as a dispersion.
近年、環境的な観点から揮発有機溶媒の使用量を低減させ、水を溶媒とした水性塗料が開発されている。また、化粧料においては瑞々しい感触を持つO/W型乳液の開発が進んでいる。これらの分野においては、無機粉体を水分散して使用することが必要となる。 In recent years, water-based paints using water as a solvent have been developed from the environmental point of view, while reducing the amount of volatile organic solvent used. In cosmetics, the development of O / W type emulsions that have a fresh feel is advancing. In these fields, it is necessary to use inorganic powder dispersed in water.
特許文献1には微粒子酸化亜鉛の水分散体に関する発明が記載されている。特許文献1において、分散剤としてポリアクリル酸ナトリウムを使用しているが、分散剤は系中に単独で存在するために、分散体を配合した際にこの分散剤が他の成分と干渉して目的とした性能を発揮できない恐れがあった。 Patent Document 1 describes an invention relating to an aqueous dispersion of fine zinc oxide. In Patent Document 1, sodium polyacrylate is used as a dispersant, but since the dispersant is present alone in the system, this dispersant interferes with other components when the dispersion is blended. There was a risk that the intended performance could not be achieved.
また、特許文献2には二酸化チタンをシリカと水酸化アルミニウム、アルギン酸で表面処理をした粉体について記載されている。アルギン酸は粉体に強く固着していることが記載されているが、アルギン酸と水酸化アルミニウムの反応により固着していると予想され、汎用性に欠けることが推定される。また、他の酸が存在すると、アルギン酸が遊離し効果が低減することが予想される。シリカ処理を施すことにより水分散性を向上させようとする試みも報告されている。 Patent Document 2 describes a powder obtained by surface-treating titanium dioxide with silica, aluminum hydroxide, and alginic acid. Although it is described that alginic acid is strongly fixed to the powder, it is expected that the alginic acid is firmly fixed by the reaction between alginic acid and aluminum hydroxide, and it is estimated that the alginic acid lacks versatility. Moreover, when other acids are present, alginic acid is liberated and the effect is expected to be reduced. Attempts to improve water dispersibility by applying silica treatment have also been reported.
特許文献3では分散剤として第4級アンモニウムを含むセルロースエーテルを使用している。分散剤を使用していることから、特許文献1と同様の問題が発生することがあると考えられる。 In Patent Document 3, cellulose ether containing quaternary ammonium is used as a dispersant. Since a dispersant is used, it is considered that the same problem as in Patent Document 1 may occur.
特許文献4ではシリカ処理を緻密にすることにより水分散性が向上していることが記載されている。しかし文献にはシリカ量が15〜40重量%のシリカが必要とされており、その分、基質の成分比率が低下してしまう問題がある。 Patent Document 4 describes that water dispersibility is improved by densifying the silica treatment. However, the literature requires silica having an amount of silica of 15 to 40% by weight, and there is a problem that the component ratio of the substrate is reduced accordingly.
特許文献5、6、7には無機粉体をポリマーで覆い、水分散性を向上させることが記載されている。しかし、いずれも無機粉体が分散している系中でポリマー重合及び被覆をしており、各原材料の物質により条件設定を調整する必要があったり、重合に時間が掛かったりといったように工程上の管理が複雑になってしまうおそれがあった。 Patent Documents 5, 6, and 7 describe that an inorganic powder is covered with a polymer to improve water dispersibility. However, all of them are polymerized and coated in a system in which inorganic powder is dispersed, and it is necessary to adjust the condition setting depending on the material of each raw material, and it takes time for polymerization. There was a risk that management of the system would become complicated.
特許文献8〜10においては、不飽和炭素結合を有するシラン化合物によって無機粉体の表面処理を行うことが記載されている。しかし、これらの文献においては、不飽和炭素結合を有するシラン化合物を重合して得られた樹脂によって無機粉体の表面処理を行うことは開示されていない。また、分子内に不飽和炭素結合を持つため、水分散時には水やその他の物質が付加反応する恐れが高いという点で課題を有するものである。 In Patent Documents 8 to 10, it is described that the inorganic powder is surface-treated with a silane compound having an unsaturated carbon bond. However, these documents do not disclose that the inorganic powder is surface-treated with a resin obtained by polymerizing a silane compound having an unsaturated carbon bond. Moreover, since it has an unsaturated carbon bond in the molecule, there is a problem in that there is a high possibility that water and other substances undergo an addition reaction when dispersed in water.
特許文献11,12においては不飽和結合を有するシラン化合物を使用して得られた重合体によって、無機粉体の表面処理を行うことが開示されている。これらはオルガノポリシロキサン系材料であり、水分散性を付与するには不利な材料である。 Patent Documents 11 and 12 disclose that a surface treatment of an inorganic powder is performed with a polymer obtained by using a silane compound having an unsaturated bond. These are organopolysiloxane materials and are disadvantageous for imparting water dispersibility.
本発明の目的は、上記問題点を解決し、水分散性を向上させた複合粉体を提供することにある。 An object of the present invention is to provide a composite powder that solves the above problems and has improved water dispersibility.
本発明は、アクリルアミド、ジメチルアクリルアミド、ジエチルアクリルアミド及びアクロイルモルホリンからなる群から選択される少なくとも1の単量体(A)及び下記一般式(1) The present invention provides at least one monomer (A) selected from the group consisting of acrylamide, dimethylacrylamide, diethylacrylamide and acroylmorpholine, and the following general formula (1):
で表される単量体(B)を含むモノマー組成物を共重合させて得られたことを特徴とする表面処理用樹脂である。
A resin for surface treatment obtained by copolymerizing a monomer composition containing the monomer (B) represented by the formula:
上記表面処理用樹脂は、単量体(A)と単量体(B)の共重合体樹脂のモノマー比(重量比)が単量体(A)/単量体(B)で表した場合に、99/1〜50/50であることが好ましい。 In the surface treatment resin, the monomer ratio (weight ratio) of the copolymer resin of the monomer (A) and the monomer (B) is represented by monomer (A) / monomer (B). Moreover, it is preferable that it is 99 / 1-50 / 50.
本発明は、基材となる無機粉体上に上記記載の表面処理用樹脂によって形成された表面被覆を形成したことを特徴とする複合粉体でもある。
上記複合粉体において、表面処理用樹脂は、複合粉体全量に対して1〜20重量%であることが好ましい。
上記複合粉体において、基材となる無機粉体は、水に難溶性であることが好ましい。
The present invention also provides a composite powder characterized in that a surface coating formed of the above-described surface treatment resin is formed on an inorganic powder serving as a base material.
In the composite powder, the surface treatment resin is preferably 1 to 20% by weight based on the total amount of the composite powder.
In the composite powder, the inorganic powder serving as the base material is preferably hardly soluble in water.
本発明は、単量体(A)と単量体(B)の共重合体樹脂を基材となる無機粉体と混合する工程を有することを特徴とする上記複合粉体の製造方法でもある。 The present invention is also a method for producing the above composite powder, comprising a step of mixing a copolymer resin of the monomer (A) and the monomer (B) with an inorganic powder as a base material. .
本発明は、上記複合粉体を含有する化粧料でもある。
本発明は、上記複合粉体を含有する日焼け止め化粧料でもある。
本発明は、複合粉体を含有する塗料組成物でもある。
本発明は、上記複合粉体を含有する樹脂組成物でもある。
The present invention is also a cosmetic containing the composite powder.
The present invention is also a sunscreen cosmetic containing the composite powder.
The present invention is also a coating composition containing a composite powder.
The present invention is also a resin composition containing the composite powder.
本発明の表面処理用樹脂によって、無機粉体を基材として水分散性が良好な複合粉体を得ることができる。また、分散体としたときにpH安定性においても優れた性能を有するものである。 With the surface treatment resin of the present invention, a composite powder having good water dispersibility can be obtained using an inorganic powder as a base material. Moreover, when it is set as a dispersion, it has the performance excellent also in pH stability.
本発明は、アクリルアミド、ジメチルアクリルアミド、ジエチルアクリルアミド及びアクロイルモルホリンからなる群から選択される少なくとも1の単量体(A)と上記一般式(1)で表される単量体(B)を含むモノマー組成物を共重合させて得られたことを特徴とする表面処理用樹脂である。このような樹脂によって基材となる無機粉体を被覆することによって、水分散性に優れた複合粉体を得ることができる。 The present invention includes at least one monomer (A) selected from the group consisting of acrylamide, dimethylacrylamide, diethylacrylamide and acroylmorpholine and the monomer (B) represented by the above general formula (1). A surface-treating resin obtained by copolymerizing a monomer composition. By coating the inorganic powder as the base material with such a resin, a composite powder having excellent water dispersibility can be obtained.
このような樹脂を使用して基材となる無機粉体を被覆すると水分散性が良好となる理由は明らかではないが、樹脂中のトリアルコキシシラン部が粉体表面と反応して化学結合をすることによって強く樹脂と粉体が結合された複合粉体が得られ、且つ、表面処理による立体反発、電荷反発により水分散性が良好となるものと推測される。 The reason why the water dispersibility is good when such a resin is used to coat the inorganic powder as the base material is not clear, but the trialkoxysilane part in the resin reacts with the powder surface to form a chemical bond. By doing so, a composite powder in which the resin and the powder are strongly bonded is obtained, and it is presumed that the water dispersibility is improved by the steric repulsion and charge repulsion by the surface treatment.
本発明において使用する単量体(A)は、アクリルアミド、ジメチルアクリルアミド、ジエチルアクリルアミド及びアクロイルモルホリンからなる群から選択される少なくとも1の単量体である。当該単量体(A)は、水溶性が高いという性質を有するものであることから、共重合物へ水親和性を付与し処理粉体の水分散性を高めるという効果を得ることができる。上記単量体(A)のなかでも、ジメチルアクリルアミドが水分散性の観点で特に好適な効果が得られる点で好ましい。 The monomer (A) used in the present invention is at least one monomer selected from the group consisting of acrylamide, dimethylacrylamide, diethylacrylamide and acroylmorpholine. Since the monomer (A) has the property of being highly water-soluble, the effect of imparting water affinity to the copolymer and enhancing the water dispersibility of the treated powder can be obtained. Among the monomers (A), dimethylacrylamide is preferable in that a particularly suitable effect can be obtained from the viewpoint of water dispersibility.
本発明の表面処理用樹脂において使用する単量体(B)は、下記一般式(1)、 The monomer (B) used in the resin for surface treatment of the present invention has the following general formula (1),
(式中、R1は、炭素数2以下であるアルキル基を表す。R2は、炭素数2以下であるアルキル基を表す。R3は、H又はメチル基を表す。nは、2又は3である)
であらわされる化合物である。より具体的には、(3−メタクリロキシプロピル)トリメトキシシラン、(3−メタクリロキシプロピル)トリエトキシシラン、(3−メタクリロキシプロピル)メチルジメトキシシラン、(3−メタクリロキシプロピル)メチルジエトキシシラン、3−アクリロキシプロピルトリメトキシシラン等を挙げることができる。当該単量体(B)は、水酸基と反応するという性質を有するものであることから、無機粉体の表面水酸基と反応させることで安定な化学結合で樹脂と無機粉体を結合させるという効果を得ることができる。上記単量体(B)のなかでも、(3−メタクリロキシプロピル)トリエトキシシランが反応性の観点で特に好適な効果が得られる点で好ましい。なお、上述した一般式(1)で表される化合物を2以上併用して使用するものであってもよい。
(In the formula, R 1 represents an alkyl group having 2 or less carbon atoms. R 2 represents an alkyl group having 2 or less carbon atoms. R 3 represents H or a methyl group. N represents 2 or 3)
It is a compound represented by More specifically, (3-methacryloxypropyl) trimethoxysilane, (3-methacryloxypropyl) triethoxysilane, (3-methacryloxypropyl) methyldimethoxysilane, (3-methacryloxypropyl) methyldiethoxysilane , 3-acryloxypropyltrimethoxysilane and the like. Since the monomer (B) has a property of reacting with a hydroxyl group, it reacts with the hydroxyl group on the surface of the inorganic powder so that the resin and the inorganic powder are bonded with a stable chemical bond. Can be obtained. Among the monomers (B), (3-methacryloxypropyl) triethoxysilane is preferable in that a particularly suitable effect is obtained from the viewpoint of reactivity. In addition, two or more compounds represented by the general formula (1) described above may be used in combination.
本発明においては、単量体(A)と単量体(B)のみからなる単量体組成物を重合させて得られる表面処理用樹脂であってもよいし、50重量%以下の割合でその他の単量体を含有する単量体組成物を重合することによって得られたものであってもよい。その他の単量体としては特に限定されず、上記単量体と重合可能な重合性エチレン性不飽和単量体であれば良い。例えば、(メタ)アクリル酸等のアニオン性不飽和単量体、(メタ)アクリル酸メチル、(メタ)アクリル酸エチル、(メタ)アクリル酸プロピル、(メタ)アクリル酸イソプロピル、(メタ)アクリル酸n−ブチル、(メタ)アクリル酸イソブチル、(メタ)アクリル酸t−ブチル、(メタ)アクリル酸2−エチルヘキシル、(メタ)アクリル酸n−ヘキシル、(メタ)アクリル酸n−オクチル、(メタ)アクリル酸デシル、(メタ)アクリル酸ウンデシル、(メタ)アクリル酸ラウリル、(メタ)アクリル酸トリデシル、(メタ)アクリル酸ミリスチル、(メタ)アクリル酸ペンタデシル、(メタ)アクリル酸パルミチル、(メタ)アクリル酸ヘプタデシル、(メタ)アクリル酸ステアリル、(メタ)アクリル酸イソステアリル、(メタ)アクリル酸オレイル等の直鎖若しくは分岐鎖又は脂環式の炭化水素基を有するアルコールの(メタ)アクリル酸エステル、(メタ)アクリル酸2−ヒドロキシエチル、(メタ)アクリル酸2−ヒドロキシプロピル、(メタ)アクリル酸グリセリル、(メタ)アクリル酸メトキシエチル、(メタ)アクリル酸エトキシエチル、(メタ)アクリル酸メトキシジエチレングリコール、(メタ)アクリル酸メトキシテトラエチレングリコール、(メタ)アクリル酸エトキシジエチレングリコール等の(メタ)アクリル酸エステル、ジアセトンアクリルアミド、N−オクチルアクリルアミド、N−t−オクチルアクリルアミド、N−t−ブチルアクリルアミド等のアクリルアミド誘導体、アクリロニトリル、酢酸ビニル、スチレン、ビニルピロリドン等を挙げることができる。 In the present invention, it may be a resin for surface treatment obtained by polymerizing a monomer composition consisting only of the monomer (A) and the monomer (B), and at a ratio of 50% by weight or less. It may be obtained by polymerizing a monomer composition containing other monomers. Other monomers are not particularly limited and may be any polymerizable ethylenically unsaturated monomer polymerizable with the above monomer. For example, anionic unsaturated monomers such as (meth) acrylic acid, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, (meth) acrylic acid n-butyl, isobutyl (meth) acrylate, t-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-hexyl (meth) acrylate, n-octyl (meth) acrylate, (meth) Decyl acrylate, undecyl (meth) acrylate, lauryl (meth) acrylate, tridecyl (meth) acrylate, myristyl (meth) acrylate, pentadecyl (meth) acrylate, palmityl (meth) acrylate, (meth) acrylic Heptadecyl acid, stearyl (meth) acrylate, isostearyl (meth) acrylate, (meth (Meth) acrylic acid ester of alcohol having linear or branched chain or alicyclic hydrocarbon group such as oleyl acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, ( (Meth) acrylic acid glyceryl, (meth) acrylic acid methoxyethyl, (meth) acrylic acid ethoxyethyl, (meth) acrylic acid methoxydiethylene glycol, (meth) acrylic acid methoxytetraethylene glycol, (meth) acrylic acid ethoxydiethylene glycol ( Acrylamide derivatives such as (meth) acrylic acid ester, diacetone acrylamide, N-octylacrylamide, Nt-octylacrylamide, Nt-butylacrylamide, acrylonitrile, vinyl acetate, styrene, vinylpyrrolidone It can be mentioned.
単量体(A)と単量体(B)との重量比は、99/1〜50/50の範囲内であることが好ましい。上記範囲よりも単量体(A)が多い場合は、基材となる無機粉体への被覆性が低下し水分散性が向上しないという問題を生じるおそれがあり、上記範囲よりも単量体(A)が少ない場合は、樹脂同士の反応性が高くなり基材となる無機粉体への被覆性が低下し水分散性が向上しないという問題を生じるおそれがある。上記範囲は、95:5〜55:45であることがより好ましく、90:10〜55:45であることが更に好ましい。 The weight ratio of the monomer (A) to the monomer (B) is preferably in the range of 99/1 to 50/50. When the amount of the monomer (A) is larger than the above range, there is a possibility that the covering property to the inorganic powder as the base material is lowered and the water dispersibility is not improved, and the monomer is larger than the above range. When the amount of (A) is small, there is a possibility that the reactivity between the resins becomes high and the covering property to the inorganic powder as the base material is lowered and the water dispersibility is not improved. The above range is more preferably 95: 5 to 55:45, and still more preferably 90:10 to 55:45.
本発明の表面処理用樹脂の重合方法は特に限定されるものではなく、溶液重合、乳化重合等を挙げることができる。特に有機溶媒を溶媒とした溶液重合によって行うことが好ましい。また、開始剤としては特に限定されず、過酸化ベンゾイル、過酸化ラウロイル及び過酸化水素等に代表される過酸化物、並びに過硫酸アンモニウム及び過硫酸カリウム等に代表される過硫酸塩、並びに2,2'−アゾビスイソブチロニトリル及び2,2'−アゾビスイソバレロニトリル等に代表されるアゾ系化合物等を使用することができる。 The method for polymerizing the surface treatment resin of the present invention is not particularly limited, and examples thereof include solution polymerization and emulsion polymerization. It is particularly preferable to carry out by solution polymerization using an organic solvent as a solvent. Further, the initiator is not particularly limited, peroxides represented by benzoyl peroxide, lauroyl peroxide and hydrogen peroxide, and persulfates represented by ammonium persulfate and potassium persulfate, and 2, An azo compound represented by 2′-azobisisobutyronitrile, 2,2′-azobisisovaleronitrile, or the like can be used.
本発明は上記表面処理用樹脂によって形成された表面被覆を有することを特徴とする複合粉体でもある。このような複合粉体は、水分散性が特に良好である点で好ましいものである。 The present invention also provides a composite powder characterized by having a surface coating formed of the above-mentioned surface treatment resin. Such a composite powder is preferable in that water dispersibility is particularly good.
本発明における基材となる無機粉体は、一般に工業的に使用される無機粉体であれば任意のものを使用することができる。例えば、硫酸バリウム、硫酸ストロンチウム、炭酸バリウム、炭酸カルシウム、炭酸ストロンチウムといった難水溶性の無機塩類、窒化ホウ素、炭化ホウ素といったホウ素化合物、酸化亜鉛、酸化チタン、酸化セシウム、酸化ジルコニウム、酸化鉄、酸化ケイ素、酸化アルミニウム、酸化ニオブ、酸化マグネシウムといった無機酸化物及びその水和物、チタン酸バリウム、チタン酸ストロンチウム、チタン酸リチウムといった複合酸化物などが挙げられる。ただし、水に容易に溶ける物質は水分散時に溶解して消失してしまう恐れがあるために好ましくない。 Any inorganic powder can be used as the inorganic powder in the present invention as long as it is an inorganic powder generally used industrially. For example, poorly water-soluble inorganic salts such as barium sulfate, strontium sulfate, barium carbonate, calcium carbonate, strontium carbonate, boron compounds such as boron nitride and boron carbide, zinc oxide, titanium oxide, cesium oxide, zirconium oxide, iron oxide, silicon oxide Inorganic oxides such as aluminum oxide, niobium oxide, and magnesium oxide and hydrates thereof, and complex oxides such as barium titanate, strontium titanate, and lithium titanate. However, substances that are easily soluble in water are not preferred because they may dissolve and disappear when dispersed in water.
上記の基材となる無機粉体は、触媒活性や水への溶出を防ぐなどの目的で既知の無機表面処理を施したものであっても良い。例えば、シリカや水酸化アルミニウム、酸化チタンなどでの表面処理が挙げられる。こういった無機表面処理は単一物質による処理であっても良いし、複数の材料による処理であっても良い。 The inorganic powder serving as the base material may be one that has been subjected to a known inorganic surface treatment for the purpose of preventing catalyst activity or elution into water. For example, surface treatment with silica, aluminum hydroxide, titanium oxide or the like can be mentioned. Such inorganic surface treatment may be treatment with a single substance or treatment with a plurality of materials.
上記既知の無機表面処理としては、シリカや水酸化アルミニウムなどの酸化物や水酸化物での無機表面処理が特に好ましい。上記無機粉体が無機塩類やホウ素化合物である場合は、このような処理は、表面処理剤のアルコキシシラン部との反応部位を増やすことができる点で好ましいものである。水に容易に溶ける物質に上記のような表面処理を施すことで難溶性を付与した場合は、これを基材として用いることができる。 As the known inorganic surface treatment, an inorganic surface treatment with an oxide or hydroxide such as silica or aluminum hydroxide is particularly preferable. When the inorganic powder is an inorganic salt or a boron compound, such a treatment is preferable in that the number of reaction sites with the alkoxysilane portion of the surface treatment agent can be increased. In the case where poor solubility is imparted by subjecting a substance that is easily soluble in water to surface treatment as described above, this can be used as a substrate.
上記シリカや水酸化アルミニウムなどの酸化物や水酸化物での事前の処理の方法は特に限定されるものではないが、例えば、基材となる無機粉体の表面にテトラアルコキシシランやケイ酸ナトリウムなどのSi源化合物や、Al源化合物を存在させて、加水分解や加熱分解などによりSiO2をまたはAl2O3を粉体表面に析出させる方法が挙げられる。上記湿式法は、乾式法と比較して、SiO2が無機粉体表面で析出しやすく、均一にSiO2を析出することができるため、処理後において粉体の凝集を抑制することができる。上記Si源化合物及び/又はAl源化合物としては、テトラアルコキシシランやその加水分解縮合物、ケイ酸ナトリウム、ケイ酸カリウム、アルミニウムアルコキシドやその加水分解縮合物、アルミン酸ナトリウム等、容易にSiO2やAl(OH)3、Al2O3に変換する化合物が好ましい。また、2種以上の化合物を併用してもよい。 The pretreatment method with the oxide or hydroxide such as silica or aluminum hydroxide is not particularly limited. For example, tetraalkoxysilane or sodium silicate is formed on the surface of the inorganic powder as the base material. Examples include a method of precipitating SiO 2 or Al 2 O 3 on the powder surface by hydrolysis or heat decomposition in the presence of an Si source compound such as Al or an Al source compound. Compared with the dry method, the above-described wet method can easily precipitate SiO 2 on the surface of the inorganic powder and can uniformly precipitate SiO 2, and thus can suppress aggregation of the powder after the treatment. As the Si source compound and / or a Al source compound, tetraalkoxysilane or its hydrolytic condensate, sodium silicate, potassium silicate, aluminum alkoxide or its hydrolytic condensate, sodium aluminate and the like, readily SiO 2 Ya A compound that converts to Al (OH) 3 or Al 2 O 3 is preferred. Two or more compounds may be used in combination.
上記加水分解としては特に限定されないが、硫酸、塩酸、酢酸、硝酸などの酸を使用した方法が挙げられる。この水分散体を用いたシリカの処理方法における中和方法は、分散体に酸を入れてからSi源化合物及び/又はAl源化合物を添加する方法、分散体にSi源化合物及び/又はAl源化合物を入れてから酸を添加する方法、分散体にSi源化合物及び/又はAl源化合物と酸を同時に添加する方法のいずれでも良い。 Although it does not specifically limit as said hydrolysis, The method using acids, such as a sulfuric acid, hydrochloric acid, acetic acid, nitric acid, is mentioned. The neutralization method in this silica treatment method using an aqueous dispersion is a method in which an acid is added to the dispersion and then an Si source compound and / or an Al source compound is added. An Si source compound and / or an Al source is added to the dispersion. Either a method of adding an acid after adding the compound, or a method of simultaneously adding an Si source compound and / or an Al source compound and an acid to the dispersion may be used.
上述した本発明の表面処理剤を用いた表面処理の方法は、表面処理方法として一般的に知られている方法であれば良く、例えば、基材となる無機粉体と表面処理剤をミキサーで混合した後に加熱して表面処理する乾式法や、基材となる無機粉体と表面処理剤をアルコールや水などに均一に分散させた後に溶媒を留去して処理する湿式法などが挙げられる。 The surface treatment method using the surface treatment agent of the present invention described above may be a method generally known as a surface treatment method. For example, the inorganic powder serving as a substrate and the surface treatment agent are mixed with a mixer. Examples include a dry method in which the surface treatment is performed by heating after mixing, and a wet method in which the inorganic powder and the surface treatment agent as a base material are uniformly dispersed in alcohol or water, and then the solvent is distilled off for treatment. .
アクリル系モノマー及び3−メタクリロキシプロピルトリアルコキシシランを共重合させた表面処理剤の処理量は、無機表面処理剤を含む処理後の複合粉体の重量100部に対して、3〜15部であることが好ましい。3部より少ないと水分散性の向上が乏しく、15部より多いと処理の効果が飽和してしまうためである。 The treatment amount of the surface treatment agent obtained by copolymerizing the acrylic monomer and 3-methacryloxypropyltrialkoxysilane is 3 to 15 parts with respect to 100 parts by weight of the composite powder after treatment containing the inorganic surface treatment agent. Preferably there is. When the amount is less than 3 parts, the improvement of water dispersibility is poor, and when the amount is more than 15 parts, the treatment effect is saturated.
本発明の複合粉体は、水中での分散安定性に加えて、pH安定性にも優れる。この理由はポリマーにアミド結合を有し、その窒素原子により金属原子がトラップされるためと考えられる。 The composite powder of the present invention is excellent in pH stability in addition to dispersion stability in water. This is probably because the polymer has an amide bond and the metal atom is trapped by the nitrogen atom.
本発明の複合粉体は、化粧料、樹脂組成物、塗料組成物等に配合することができる。また、化粧料、樹脂組成物、塗料組成物等に配合される任意の粉体に対してこのような処理を行うことによって粉体の水への分散能を改善することができる。本発明は上記複合粉体を含有する化粧料、樹脂組成物及び塗料組成物でもある。 The composite powder of the present invention can be blended in cosmetics, resin compositions, coating compositions and the like. Moreover, the dispersibility to powder of water can be improved by performing such a process with respect to arbitrary powder mix | blended with cosmetics, a resin composition, a coating composition, etc. The present invention is also a cosmetic, a resin composition and a coating composition containing the composite powder.
上記化粧料としては特に限定されず、このような複合粉体に、必要に応じて化粧品原料を混合することによって、サンスクリーン剤等の紫外線防御用化粧料;ファンデーション等のベースメイク化粧料;口紅等のポイントメイク化粧料等を得ることができる。 The cosmetic is not particularly limited, and by mixing a cosmetic raw material with such a composite powder as necessary, an ultraviolet protective cosmetic such as a sunscreen agent; a base makeup cosmetic such as a foundation; a lipstick Point makeup cosmetics and the like can be obtained.
上記化粧料は、油性化粧料、水性化粧料、O/W型化粧料、W/O型化粧料の任意の形態とすることができる。なかでも、サンスクリーン剤等の日焼け止め化粧料において特に好適に使用することができる。 The cosmetics can be in any form of oily cosmetics, aqueous cosmetics, O / W cosmetics, and W / O cosmetics. Especially, it can use especially suitably in sunscreen cosmetics, such as a sunscreen agent.
上記化粧料は、化粧品分野において使用することができる任意の水性成分、油性成分を併用するものであってもよい。上記水性成分及び油性成分としては特に限定されず、例えば、油剤、界面活性剤、保湿剤、高級アルコール、金属イオン封鎖剤、天然及び合成高分子、水溶性及び油溶性高分子、紫外線遮蔽剤、各種抽出液、有機染料等の色剤、防腐剤、酸化防止剤、色素、増粘剤、pH調整剤、香料、冷感剤、制汗剤、殺菌剤、皮膚賦活剤、各種粉体等の成分を含有するものであってもよい。 The cosmetic may be used in combination with any aqueous component or oily component that can be used in the cosmetic field. The aqueous component and the oil component are not particularly limited, and examples thereof include oil agents, surfactants, humectants, higher alcohols, sequestering agents, natural and synthetic polymers, water-soluble and oil-soluble polymers, UV shielding agents, Various extracts, colorants such as organic dyes, preservatives, antioxidants, pigments, thickeners, pH adjusters, fragrances, cooling agents, antiperspirants, fungicides, skin activators, various powders, etc. It may contain a component.
上記油剤は特に限定はないが、例えば、天然動植物油脂(例えば、オリーブ油、ミンク油、ヒマシ油、パーム油、牛脂、月見草油、ヤシ油、ヒマシ油、カカオ油、マカデミアナッツ油等);蝋(例えば、ホホバ油、ミツロウ、ラノリン、カルナウバロウ、キャンデリラロウ等);高級アルコール(例えば、ラウリルアルコール、ステアリルアルコール、セチルアルコール、オレイルアルコール等);高級脂肪酸(例えば、ラウリン酸、パルミチン酸、ステアリン酸、オレイン酸、ベヘニン酸、ラノリン脂肪酸等;高級脂肪族炭化水素例えば、流動パラフィン、固形パラフィン、スクワラン、ワセリン、セレシン、マイクロクリスタリンワックス等);合成エステル油(例えば、ブチルステアレート、ヘキシルラウレート、ジイソプロピルアジペート、ジイソプロピルセバケート、ミリスチン酸オクチルドデシル、イソプロピルミリステート、イソプロピルパルミテートイソプロピルミリステート、セチルイソオクタノエート、ジカプリン酸ネオペンチルグリコール);シリコーン誘導体(例えば、メチルシリコーン、メチルフェニルシリコーン等のシリコーン油)などが例示できる。さらに、油溶性のビタミン、防腐剤、美白剤などを配合することもできる。 The oil agent is not particularly limited. For example, natural animal and vegetable oils and fats (for example, olive oil, mink oil, castor oil, palm oil, beef tallow, evening primrose oil, coconut oil, castor oil, cacao oil, macadamia nut oil, etc.); wax (for example, Jojoba oil, beeswax, lanolin, carnauba wax, candelilla wax, etc.); higher alcohols (eg, lauryl alcohol, stearyl alcohol, cetyl alcohol, oleyl alcohol, etc.); higher fatty acids (eg, lauric acid, palmitic acid, stearic acid, olein) Acids, behenic acid, lanolin fatty acids, etc .; higher aliphatic hydrocarbons such as liquid paraffin, solid paraffin, squalane, petrolatum, ceresin, microcrystalline wax, etc .; synthetic ester oils (eg, butyl stearate, hexyl laurate, diisopropyl azimuth) , Diisopropyl sebacate, octyldodecyl myristate, isopropyl myristate, isopropyl palmitate isopropyl myristate, cetyl isooctanoate, neopentyl glycol dicaprate); silicone derivatives (eg, silicones such as methyl silicone and methyl phenyl silicone) Oil) and the like. Furthermore, oil-soluble vitamins, preservatives, whitening agents, and the like can be added.
上記界面活性剤としては、親油性非イオン界面活性剤、親水性非イオン界面活性剤等を挙げることができる。上記親油性非イオン界面活性剤としては特に限定されず、例えば、ソルビタンモノオレエート、ソルビタンモノイソステアレート、ソルビタンモノラウレート、ソルビタンモノパルミテート、ソルビタンモノステアレート、ソルビタンセスキオレエート、ソルビタントリオレエート、ペンタ−2−エチルヘキシル酸ジグリセロールソルビタン、テトラ−2−エチルヘキシル酸ジグリセロールソルビタン等のソルビタン脂肪酸エステル類、モノ綿実油脂肪酸グリセリン、モノエルカ酸グリセリン、セスキオレイン酸グリセリン、モノステアリン酸グリセリン、α,α’−オレイン酸ピログルタミン酸グリセリン、モノステアリン酸グリセリンリンゴ酸等のグリセリンポリグリセリン脂肪酸類、モノステアリン酸プロピレングリコール等のプロピレングリコール脂肪酸エステル類、硬化ヒマシ油誘導体、グリセリンアルキルエーテル等を挙げることができる。 Examples of the surfactant include a lipophilic nonionic surfactant and a hydrophilic nonionic surfactant. The lipophilic nonionic surfactant is not particularly limited. For example, sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, sorbitan trioleate. Sorbitan fatty acid esters such as diglycerol sorbitan penta-2-ethylhexylate, diglycerol sorbitan tetra-2-ethylhexylate, mono-cotton oil fatty acid glycerin, glyceryl monoerucate, glyceryl sesquioleate, glyceryl monostearate, α, α '-Glycerol polyglycerin fatty acids such as glyceryl oleate pyroglutamate, glyceryl monostearate malate, propylene glycol monostearate Glycol fatty acid esters, hardened castor oil derivatives, glycerin alkyl ethers and the like.
親水性非イオン界面活性剤としては特に限定されず、例えば、POEソルビタンモノオレエート、POEソルビタンモノステアレート、POEソルビタンテトラオレエート等のPOEソルビタン脂肪酸エステル類、POEソルビットモノラウレート、POEソルビットモノオレエート、POEソルビットペンタオレエート、POEソルビットモノステアレート等のPOEソルビット脂肪酸エステル類、POEグリセリンモノステアレート、POEグリセリンモノイソステアレート、POEグリセリントリイソステアレート等のPOEグリセリン脂肪酸エステル類、POEモノオレエート、POEジステアレート、POEモノジオレエート、システアリン酸エチレングリコール等のPOE脂肪酸エステル類、POEラウリルエーテル、POEオレイルエーテル、POEステアリルエーテル、POEベヘニルエーテル、POE2−オクチルドデシルエーテル、POEコレスタノールエーテル等のPOEアルキルエーテル類、POEオクチルフェニルエーテル、POEノニルフェニルエーテル、POEジノニルフェニルエーテル等のPOEアルキルフェニルエーテル類、ブルロニック等のプルアロニック型類、POE・POPセチルエーテル、POE・POP2−デシルテトラデシルエーテル、POE・POPモノブチルエーテル、POE・POP水添ラノリン、POE・POPグリセリンエーテル等のPOE・POPアルキルエーテル類、テトロニック等のテトラPOE・テトラPOPエチレンジアミン縮合物類、POEヒマシ油、POE硬化ヒマシ油、POE硬化ヒマシ油モノイソステアレート、POE硬化ヒマシ油トリイソステアレート、POE硬化ヒマシ油モノピログルタミン酸モノイソステアリン酸ジエステル、POE硬化ヒマシ油マレイン酸等のPOEヒマシ油硬化ヒマシ油誘導体、POEソルビットミツロウ等のPOEミツロウ・ラノリン誘導体、ヤシ油脂肪酸ジエタノールアミド、ラウリン酸モノエタノールアミド、脂肪酸イソプロパノールアミド等のアルカノールアミド、POEプロピレングリコール脂肪酸エステル、POEアルキルアミン、POE脂肪酸アミド、ショ糖脂肪酸エステル、POEノニルフェニルホルムアルデヒド縮合物、アルキルエトキシジメチルアミンオキシド、トリオレイルリン酸等を挙げることができる。 The hydrophilic nonionic surfactant is not particularly limited. For example, POE sorbitan fatty acid esters such as POE sorbitan monooleate, POE sorbitan monostearate, POE sorbitan tetraoleate, POE sorbite monolaurate, and POE sorbite mono POE sorbite fatty acid esters such as oleate, POE sorbite pentaoleate, POE sorbite monostearate, POE glycerin fatty acid esters such as POE glycerol monostearate, POE glycerol monoisostearate, POE glycerol triisostearate, POE POE fatty acid esters such as monooleate, POE distearate, POE monodiolate, ethylene glycol stearate, POE lauryl ether, POE POE alkyl ethers such as yl ether, POE stearyl ether, POE behenyl ether, POE 2 -octyldodecyl ether, POE cholestanol ether, POE alkyl phenyl ethers such as POE octyl phenyl ether, POE nonyl phenyl ether, POE dinonyl phenyl ether Pluronic type such as brulonic, POE / POP cetyl ether, POE / POP2-decyltetradecyl ether, POE / POP monobutyl ether, POE / POP hydrogenated lanolin, POE / POP alkyl ethers such as POE / POP glycerin ether, Tetronic PEO / TetraPOP ethylenediamine condensates, POE castor oil, POE hydrogenated castor oil, POE hydrogenated castor oil monoisos POE castor oil triisostearate, POE cured castor oil monopyroglutamic acid monoisostearic acid diester, POE castor oil cured castor oil derivatives such as POE cured castor oil maleic acid, POE beeswax and lanolin derivatives such as POE sorbite beeswax, Alkanolamides such as coconut oil fatty acid diethanolamide, lauric acid monoethanolamide, fatty acid isopropanolamide, POE propylene glycol fatty acid ester, POE alkylamine, POE fatty acid amide, sucrose fatty acid ester, POE nonylphenyl formaldehyde condensate, alkylethoxydimethylamine Examples thereof include oxide and trioleyl phosphate.
その他の界面活性剤としては、例えば、脂肪酸セッケン、高級アルキル硫酸エステル塩、POEラウリル硫酸トリエタノールアミン、アルキルエーテル硫酸エステル塩等のアニオン界面活性剤、アルキルトリメチルアンモニウム塩、アルキルピリジニウム塩、アルキル四級アンモニウム塩、アルキルジメチルベンジルアンモニウム塩、POEアルキルアミン、アルキルアミン塩、ポリアミン脂肪酸誘導体等のカチオン界面活性剤、及び、イミダゾリン系両性界面活性剤、ベタイン系界面活性剤等の両性界面活性剤を安定性及び皮膚刺激性に問題のない範囲で配合してもよい。 Examples of other surfactants include anionic surfactants such as fatty acid soaps, higher alkyl sulfates, POE lauryl sulfate triethanolamine, alkyl ether sulfates, alkyltrimethylammonium salts, alkylpyridinium salts, alkyl quaternary salts. Stabilizes cationic surfactants such as ammonium salts, alkyldimethylbenzylammonium salts, POE alkylamines, alkylamine salts, polyamine fatty acid derivatives, and amphoteric surfactants such as imidazoline-based amphoteric surfactants and betaine-based surfactants. And you may mix | blend in the range which does not have a problem in skin irritation.
上記保湿剤としては特に限定されず、例えば、キシリトール、ソルビトール、マルチトール、コンドロイチン硫酸、ヒアルロン酸、ムコイチン硫酸、カロニン酸、アテロコラーゲン、コレステリル−12−ヒドロキシステアレート、乳酸ナトリウム、胆汁酸塩、dl−ピロリドンカルボン酸塩、短鎖可溶性コラーゲン、ジグリセリン(EO)PO付加物、イサイヨバラ抽出物、セイヨウノコギリソウ抽出物、メリロート抽出物等を挙げることができる。 The moisturizing agent is not particularly limited, and examples thereof include xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, caronic acid, atelocollagen, cholesteryl-12-hydroxystearate, sodium lactate, bile salt, dl- Examples include pyrrolidone carboxylate, short-chain soluble collagen, diglycerin (EO) PO adduct, Isaiyobara extract, yarrow extract, and merirot extract.
上記高級アルコールとしては特に限定されず、例えば、ラウリルアルコール、セチルアルコール、ステアリルアルコール、ベヘニルアルコール、ミリスチルアルコール、オレイルアルコール、セトステアリルアルコール等の直鎖アルコール、モノステアリルグリセリンエーテル(バチルアルコール)、2−デシルテトラデシノール、ラノリンアルコール、コレステロール、フィトステロール、ヘキシルドデカノール、イソステアリルアルコール、オクチルドデカノール等の分枝鎖アルコール等を挙げることができる。 The higher alcohol is not particularly limited, and examples thereof include linear alcohols such as lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, monostearyl glycerin ether (batyl alcohol), 2-decyl. Examples thereof include branched chain alcohols such as tetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, octyldodecanol, and the like.
金属イオン封鎖剤としては特に限定されず、例えば、1−ヒドロキシエタン−1,1− ジフォスホン酸、1−ヒドロキシエタン−1,1−ジフォスホン酸四ナトリウム塩、クエン酸ナトリウム、ポリリン酸ナトリウム、メタリン酸ナトリウム、グルコン酸、リン酸、クエン酸、アスコルビン酸、コハク酸、エデト酸等を挙げることができる。 The sequestering agent is not particularly limited. For example, 1-hydroxyethane-1,1-diphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid tetrasodium salt, sodium citrate, sodium polyphosphate, metaphosphoric acid Examples thereof include sodium, gluconic acid, phosphoric acid, citric acid, ascorbic acid, succinic acid, edetic acid and the like.
上記天然の水溶性高分子としては特に限定されず、例えば、アラアビアガム、トラガカントガム、ガラクタン、グアガム、キャロブガム、カラヤガム、カラギーナン、ペクチン、カンテン、クインスシード(マルメロ)、アルゲコロイド(カッソウエキス)、デンプン(コメ、トウモロコシ、バレイショ、コムギ)、グリチルリチン酸等の植物系高分子、キサンタンガム、デキストラン、サクシノグルカン、プルラン等の微生物系高分子、コラーゲン、カゼイン、アルブミン、ゼラチン等の動物系高分子を挙げることができる。 The natural water-soluble polymer is not particularly limited. For example, arabia gum, tragacanth gum, galactan, guar gum, carob gum, caraya gum, carrageenan, pectin, agar, quince seed (malmello), alge colloid (guckweed extract), starch (rice, rice, Corn, potato, wheat), plant polymers such as glycyrrhizic acid, microbial polymers such as xanthan gum, dextran, succinoglucan and pullulan, and animal polymers such as collagen, casein, albumin and gelatin. .
半合成の水溶性高分子としては特に限定されず、例えば、カルボキシメチルデンプン、メチルヒドロキシプロピルデンプン等のデンプン系高分子、メチルセルロース、ニトロセルロース、エチルセルロース、メチルヒドロキシプロピルセルロース、ヒドロキシエチルセルロース、セルロース硫酸ナトリウム、ヒドロキシプロピルセルロース、カルボキシメチルセルロースナトリウム(CMC)、結晶セルロース、セルロース末等のセルロース系高分子、アルギン酸ナトリウム、アルギン酸プロピレングリコールエステル等のアルギン酸系高分子等を挙げることができる。 The semi-synthetic water-soluble polymer is not particularly limited. For example, starch-based polymers such as carboxymethyl starch and methylhydroxypropyl starch, methylcellulose, nitrocellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate, Examples thereof include cellulose polymers such as hydroxypropylcellulose, sodium carboxymethylcellulose (CMC), crystalline cellulose, and cellulose powder, and alginic acid polymers such as sodium alginate and propylene glycol alginate.
合成の水溶性高分子としては特に限定されず、例えば、ポリビニルアルコール、ポリビニルメチルエーテル、ポリビニルピロリドン等のビニル系高分子、ポリエチレングリコール20,000、40,000、60,000等のポリオキシエチレン系高分子、ポリオキシエチレンポリオキシプロピレン共重合体共重合系高分子、ポリアクリル酸ナトリウム、ポリエチルアクリレート、ポリアクリルアミド等のアクリル系高分子、ポリグリセリン、ポリエチレンイミン、カチオンポリマー、カルボキシビニルポリマー、アルキル変性カルボキシビニルポリマー、(アクリル酸ヒドロキシエチル/アクリロイルジメチルタウリンNa)コポリマー、(アクリル酸Na/アクリロイルジメチルタウリンNa)コポリマー、(アクリロイルジメチルタウリンアンモニウム/ビニルピロリドン)コポリマー、(アクリロイルジメチルタウリンアンモニウムメタクリル酸ベヘネス−25)クロスポリマー等を挙げることができる。 The synthetic water-soluble polymer is not particularly limited, and examples thereof include vinyl polymers such as polyvinyl alcohol, polyvinyl methyl ether, and polyvinyl pyrrolidone, and polyoxyethylene polymers such as polyethylene glycol 20,000, 40,000, and 60,000. Polymer, polyoxyethylene polyoxypropylene copolymer copolymer polymer, acrylic polymer such as sodium polyacrylate, polyethyl acrylate, polyacrylamide, polyglycerin, polyethyleneimine, cationic polymer, carboxyvinyl polymer, alkyl Modified carboxyvinyl polymer, (hydroxyethyl acrylate / acryloyl dimethyl taurine Na) copolymer, (Na acrylate / acryloyl dimethyl taurine Na) copolymer, (acryloyl dimethyl tantalum) Phosphorus ammonium / vinylpyrrolidone) copolymer, and (ammonium acryloyldimethyltaurate methacrylate Beheneth-25) cross-polymer.
無機の水溶性高分子としては特に限定されず、例えば、ベントナイト、ケイ酸AlMg(ビーガム)、ラポナイト、ヘクトライト、無水ケイ酸等を挙げることができる。 The inorganic water-soluble polymer is not particularly limited, and examples thereof include bentonite, silicate AlMg (beegum), laponite, hectorite, and silicic anhydride.
紫外線遮蔽剤としては特に限定されず、例えば、パラアミノ安息香酸(以下PABAと略す)、PABAモノグリセリンエステル、N,N−ジプロポキシPABAエチルエステル、N,N−ジエトキシPABAエチルエステル、N,N−ジメチルPABAエチルエステル、N,N−ジメチルPABAブチルエステル等の安息香酸系紫外線遮蔽剤;ホモメンチル−N−アセチルアントラニレート等のアントラニル酸系紫外線遮蔽剤;アミルサリシレート、メンチルサリシレート、ホモメンチルサリシレート、オクチルサリシレート、フェニルサリシレート、ベンジルサリシレート、p−イソプロパノールフェニルサリシレート等のサリチル酸系紫外線遮蔽剤;オクチルシンナメート、エチル−4−イソプロピルシンナメート、メチル−2,5−ジイソプロピルシンナメート、エチル−2,4−ジイソプロピルシンナメート、メチル−2,4−ジイソプロピルシンナメート、プロピル−p−メトキシシンナメート、イソプロピル−p−メトキシシンナメート、イソアミル−p−メトキシシンナメート、2−エトキシエチル−p−メトキシシンナメート、シクロヘキシル−p−メトキシシンナメート、エチル−α−シアノ−β−フェニルシンナメート、2−エチルヘキシル−α−シアノ−β−フェニルシンナメート、グリセリルモノ−2−エチルヘキサノイル−ジパラメトキシシンナメート等のケイ皮酸系紫外線遮蔽剤;2,4−ジヒドロキシベンゾフェノン、2,2’−ジヒドロキシ−4−メトキシベンゾフェノン、2,2’−ジヒドロキシ−4,4’−ジメトキシベンゾフェノン、2,2’,4,4’−テトラヒドロキシベンゾフェノン、2−ヒドロキシ−4−メトキシベンゾフェノン、2−ヒドロキシ−4−メトキシ−4’−メチルベンゾフェノン、2−ヒドロキシ−4−メトキシベンゾフェノン−5−スルホン酸塩、4−フェニルベンゾフェノン、2−エチルヘキシル−4’−フェニル−ベンゾフェノン−2−カルボキシレート、2−ヒドロキシ−4−n−オクトキシベンゾフェノン、4−ヒドロキシ−3− カルボキシベンゾフェノン等のベンゾフェノン系紫外線遮蔽剤;3−(4’−メチルベンジリデン)−d,l−カンファー、3−ベンジリデン−d,l−カンファー、ウロカニン酸、ウロカニン酸エチルエステル、2−フェニル−5−メチルベンゾキサゾール、2,2’−ヒドロキシ−5−メチルフェニルベンゾトリアゾール、2−(2’−ヒドロキシ−5’−t−オクチルフェニル)ベンゾトリアゾール、2−(2’−ヒドロキシ−5’−メチルフェニルベンゾトリアゾール、ジベンザラジン、ジアニソイルメタン、4−メトキシ−4’−t−ブチルジベンゾイルメタン、5−(3,3−ジメチル−2−ノルボルニリデン)−3−ペンタン−2−オン等を挙げることができる。 The ultraviolet screening agent is not particularly limited. For example, paraaminobenzoic acid (hereinafter abbreviated as PABA), PABA monoglycerin ester, N, N-dipropoxy PABA ethyl ester, N, N-diethoxy PABA ethyl ester, N, N-dimethyl Benzoic acid UV screening agents such as PABA ethyl ester and N, N-dimethyl PABA butyl ester; Anthranilic acid UV screening agents such as homomenthyl-N-acetylanthranylate; Amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate , Salicylic acid UV screening agents such as phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate; octylcinnamate, ethyl-4-isopropylcinnamate, methyl-2,5- Isopropyl cinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4-diisopropyl cinnamate, propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate, 2- Ethoxyethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl-α-cyano-β-phenylcinnamate, glyceryl mono-2-ethylhexa Cinnamic acid-based ultraviolet screening agents such as noyl-diparamethoxycinnamate; 2,4-dihydroxybenzophenone, 2,2′-dihydroxy-4-methoxybenzophenone, 2,2′-dihydroxy-4,4′-dimethoxybenzophenone , 2, 2 ', 4,4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4 -Benzophenone-based UV shielding agents such as phenylbenzophenone, 2-ethylhexyl-4'-phenyl-benzophenone-2-carboxylate, 2-hydroxy-4-n-octoxybenzophenone, 4-hydroxy-3-carboxybenzophenone; (4′-methylbenzylidene) -d, l-camphor, 3-benzylidene-d, l-camphor, urocanic acid, urocanic acid ethyl ester, 2-phenyl-5-methylbenzoxazole, 2,2′-hydroxy- 5-methylphenylbenzoto Azole, 2- (2′-hydroxy-5′-t-octylphenyl) benzotriazole, 2- (2′-hydroxy-5′-methylphenylbenzotriazole), dibenzalazine, dianisoylmethane, 4-methoxy-4′- Examples thereof include t-butyldibenzoylmethane and 5- (3,3-dimethyl-2-norbornylidene) -3-pentan-2-one.
その他薬剤成分としては特に限定されず、例えば、ビタミンA油、レチノール、パルミチン酸レチノール、イノシット、塩酸ピリドキシン、ニコチン酸ベンジル、ニコチン酸アミド、ニコチン酸DL−α−トコフェロール、アルコルビン酸リン酸マグネシウム、2−O−α−D−グルコピラノシル−L−アスコルビン酸、ビタミンD2(エルゴカシフェロール)、dl−α−トコフェロール、酢酸dl−α−トコフェロール、パントテン酸、ビオチン等のビタミン類;エストラジオール、エチニルエストラジオール等のホルモン;アルギニン、アスパラギン酸、シスチン、システイン、メチオニン、セリン、ロイシン、トリプトファン等のアミノ酸;アラントイン、アズレン等の抗炎症剤、アルブチン等の美白剤、;タンニン酸等の収斂剤;L−メントール、カンフル等の清涼剤やイオウ、塩化リゾチーム、塩化ピリドキシン等を挙げることができる。 Other drug components are not particularly limited and include, for example, vitamin A oil, retinol, retinol palmitate, inosit, pyridoxine hydrochloride, benzyl nicotinate, nicotinamide, nicotinic acid DL-α-tocopherol, magnesium ascorbate phosphate, 2 Vitamins such as -O-α-D-glucopyranosyl-L-ascorbic acid, vitamin D2 (ergocaciferol), dl-α-tocopherol, dl-α-tocopherol acetate, pantothenic acid, biotin; estradiol, ethinylestradiol, etc. Hormones; amino acids such as arginine, aspartic acid, cystine, cysteine, methionine, serine, leucine and tryptophan; anti-inflammatory agents such as allantoin and azulene; whitening agents such as arbutin; astringents such as tannic acid; L Menthol, cooling agents and sulfur camphor such as, lysozyme chloride, can be mentioned pyridoxine chloride, and the like.
各種の抽出液としては特に限定されず、例えば、ドクダミエキス、オウバクエキス、メリロートエキス、オドリコソウエキス、カンゾウエキス、シャクヤクエキス、サボンソウエキス、ヘチマエキス、キナエキス、ユキノシタエキス、クララエキス、コウホネエキス、ウイキョウエキス、サクラソウエキス、バラエキス、ジオウエキス、レモンエキス、シコンエキス、アロエエキス、ショウブ根エキス、ユーカリエキス、スギナエキス、セージエキス、タイムエキス、茶エキス、海藻エキス、キューカンバーエキス、チョウジエキス、キイチゴエキス、メリッサエキス、ニンジンエキス、マロニエエキス、モモエキス、桃葉エキス、クワエキス、ヤグルマギクエキス、ハマメリスエキス、プラセンタエキス、胸腺抽出物、シルク抽出液、甘草エキス等を挙げることができる。 There are no particular limitations on the various extracts, for example, Dokudami extract, Oat extract, Merirot extract, Odorikosou extract, Licorice extract, Peonies extract, Soap extract, Loofah extract, Kina extract, Yukinoshita extract, Clara extract, Kouhone extract, Fennel Extract, Primrose Extract, Rose Extract, Giant Extract, Lemon Extract, Shikon Extract, Aloe Extract, Shobu Root Extract, Eucalyptus Extract, Horsetail Extract, Sage Extract, Thyme Extract, Tea Extract, Seaweed Extract, Cucumber Extract, Clove Extract, Raspberry Extract, Melissa Extract , Carrot extract, marronnier extract, peach extract, peach leaf extract, mulberry extract, cornflower extract, hamamelis extract, placenta extract, thymus extract, silk extract, licorice Mention may be made of the kiss and the like.
上記各種粉体としては、ベンガラ、黄酸化鉄、黒酸化鉄、雲母チタン、酸化鉄被覆雲母チタン、酸化チタン被覆ガラスフレーク等の光輝性着色顔料、マイカ、タルク、カオリン、セリサイト、二酸化チタン、シリカ等の無機粉末やポリエチレン末、ナイロン末、架橋ポリスチレン、セルロースパウダー、シリコーン末等の有機粉末等を挙げることができる。好ましくは、官能特性向上、化粧持続性向上のため、粉末成分の一部又は全部をシリコーン類、フッ素化合物、金属石鹸、油剤、アシルグルタミン酸塩等の物質にて、公知の方法で疎水化処理して使用される。また、本発明に該当しない他の複合粉体を混合して使用するものであてもよい。 Examples of the various powders include bengara, yellow iron oxide, black iron oxide, titanium mica, iron oxide-coated mica titanium, titanium oxide-coated glass flakes and other bright colored pigments, mica, talc, kaolin, sericite, titanium dioxide, Examples thereof include inorganic powders such as silica and organic powders such as polyethylene powder, nylon powder, crosslinked polystyrene, cellulose powder, and silicone powder. Preferably, a part or all of the powder component is hydrophobized by a known method with a substance such as silicones, fluorine compounds, metal soaps, oils, acyl glutamates in order to improve sensory characteristics and cosmetic durability. Used. Moreover, you may mix and use the other composite powder which does not correspond to this invention.
本発明の複合粉体を塗料に配合する場合、塗料中の樹脂は硬化性を有するものであっても、硬化性を有さないものであっても良い。塗料は、水中に樹脂が溶解又は分散した水系、乳化系のものに使用することが好ましい。 When the composite powder of the present invention is blended in a paint, the resin in the paint may be curable or non-curable. The paint is preferably used in an aqueous or emulsified system in which a resin is dissolved or dispersed in water.
本発明の複合粉体を塗料組成物への添加成分として使用する場合は、アクリル樹脂、ポリエステル樹脂、エポキシ樹脂等の塗膜形成樹脂;着色顔料、体質顔料、光輝性顔料等の各種顔料;硬化触媒、表面調整剤、消泡剤、顔料分散剤、可塑剤、造膜助剤、紫外線吸収剤、酸化防止剤等と併用して使用することができる。 When the composite powder of the present invention is used as an additive component to a coating composition, coating resins such as acrylic resins, polyester resins, and epoxy resins; various pigments such as colored pigments, extender pigments, and glitter pigments; It can be used in combination with a catalyst, a surface conditioner, an antifoaming agent, a pigment dispersant, a plasticizer, a film-forming aid, an ultraviolet absorber, an antioxidant and the like.
本発明の複合粉体は、樹脂組成物中に添加することができる。この場合も、樹脂への分散能に優れたものである点で好ましい。本発明の複合粉体を添加する樹脂としては特に限定されず、熱可塑性樹脂であっても熱硬化性樹脂であってもよく、エポキシ樹脂、フェノール樹脂、ポリフェニレンサルファイド(PPS)樹脂、ポリエステル系樹脂、ポリアミド、ポリイミド、ポリスチレン、ポリエチレン、ポリプロピレン、ポリ塩化ビニル、ポリ塩化ビニリデン、フッ素樹脂、ポリメタクリル酸メチル、エチレン・アクリル酸エチル共重合体(EEA)樹脂、ポリカーボネート、ポリウレタン、ポリアセタール、ポリフェニレンエーテル、ポリエーテルイミド、アクリロニトリル−ブタジエン−スチレン共重合体(ABS)樹脂、液晶樹脂(LCP)、シリコーン樹脂、アクリル樹脂等の樹脂を挙げることができる。 The composite powder of the present invention can be added to the resin composition. This case is also preferable in that it has excellent dispersibility in the resin. The resin to which the composite powder of the present invention is added is not particularly limited, and may be a thermoplastic resin or a thermosetting resin, such as an epoxy resin, a phenol resin, a polyphenylene sulfide (PPS) resin, or a polyester resin. , Polyamide, polyimide, polystyrene, polyethylene, polypropylene, polyvinyl chloride, polyvinylidene chloride, fluororesin, polymethyl methacrylate, ethylene / ethyl acrylate copolymer (EEA) resin, polycarbonate, polyurethane, polyacetal, polyphenylene ether, poly Examples of the resin include ether imide, acrylonitrile-butadiene-styrene copolymer (ABS) resin, liquid crystal resin (LCP), silicone resin, and acrylic resin.
本発明の樹脂組成物は、熱可塑性樹脂と上記複合粉体とを溶融状態で混練することによって得られた熱成型用の樹脂組成物;熱硬化性樹脂と上記複合粉体とを混練後、加熱硬化させることによって得られた樹脂組成物;等のいずれの形態であってもよい。 The resin composition of the present invention is a resin composition for thermoforming obtained by kneading a thermoplastic resin and the composite powder in a molten state; after kneading the thermosetting resin and the composite powder, Any form such as a resin composition obtained by heat curing may be used.
以下、本発明を実施例によってより詳細に説明する。なお、本発明は以下の実施例に限定されるものではない。 Hereinafter, the present invention will be described in more detail with reference to examples. In addition, this invention is not limited to a following example.
(重合体の製造方法)
還流冷却器、温度計、窒素置換用管、滴下ロート及び撹拌機を取り付けた1リットル五つ口フラスコに、エタノール150部、2,2'−アゾビスイソブチロニトリル1部を入れ、窒素気流下、昇温する。還流状態(約80℃)にてジメチルアクリルアミド/3−メタクリロキシプロピルトリエトキシシランを所定の重量比で計200部を入れた滴下ロートより2時間掛け全量を加える。滴下終了からさらに6時間還流を保ち重合させる。その後、溶媒回収を行い、固形分約70wt%に調整する。
(Method for producing polymer)
150 parts of ethanol and 1 part of 2,2'-azobisisobutyronitrile were placed in a 1 liter five-necked flask equipped with a reflux condenser, thermometer, nitrogen replacement tube, dropping funnel and stirrer, and a nitrogen stream Lower the temperature. The whole amount is added over 2 hours from a dropping funnel containing a total of 200 parts of dimethylacrylamide / 3-methacryloxypropyltriethoxysilane at a predetermined weight ratio in a reflux state (about 80 ° C.). The polymerization is continued while refluxing for 6 hours after the completion of the dropwise addition. Thereafter, the solvent is recovered and adjusted to a solid content of about 70 wt%.
[実施例1]
超微粒子酸化亜鉛(堺化学工業製FINEX−50、平均粒子径20nm)200gとジメチルアクリルアミド/3−メタクリロキシプロピルトリエトキシシラン共重合体エタノール溶液(ジメチルアクリルアミドとシランの比率は90/10、ポリマー71wt%)28gとイソプロパノール50gをミキサーで強く混合した。次いで、乾燥機を用いて150℃で1晩加熱することにより、複合粉体1を得た。
[Example 1]
200 g of ultrafine zinc oxide (FINEX 50 manufactured by Sakai Chemical Industry Co., Ltd., average particle size 20 nm) and dimethylacrylamide / 3-methacryloxypropyltriethoxysilane copolymer ethanol solution (the ratio of dimethylacrylamide to silane is 90/10, polymer 71 wt. %) 28 g and isopropanol 50 g were mixed vigorously with a mixer. Subsequently, the composite powder 1 was obtained by heating at 150 degreeC overnight using a dryer.
[実施例2]
ジメチルアクリルアミド/3−メタクリロキシプロピルトリエトキシシラン共重合体のモノマー比率(ジメチルアクリルアミド/シラン比)を95/5、そのエタノール溶液のポリマー濃度を69wt%、このエタノール溶液添加量を29gとした以外は、実施例1と同様に複合粉体2を得た。
[Example 2]
The monomer ratio (dimethylacrylamide / silane ratio) of dimethylacrylamide / 3-methacryloxypropyltriethoxysilane copolymer was 95/5, the polymer concentration of the ethanol solution was 69 wt%, and the ethanol solution addition amount was 29 g. The composite powder 2 was obtained in the same manner as in Example 1.
[実施例3]
ジメチルアクリルアミド/3−メタクリロキシプロピルトリエトキシシラン共重合体のモノマー比率(ジメチルアクリルアミド/シラン比)を80/20、そのエタノール溶液のポリマー濃度を72wt%とした以外は、実施例1と同様に複合粉体3を得た。
[Example 3]
Composite as in Example 1, except that the monomer ratio of dimethylacrylamide / 3-methacryloxypropyltriethoxysilane copolymer (dimethylacrylamide / silane ratio) was 80/20 and the polymer concentration of the ethanol solution was 72 wt%. Powder 3 was obtained.
[比較例1]
超微粒子酸化亜鉛(堺化学工業製FINEX−50)200gとジメチルアクリルアミド/アクリル酸ヒドロキシエチル/アクリル酸メトキシエチル共重合体液(互応化学工業製プラスサイズL−2700。ポリマー70wt%)29gとイソプロパール50gをミキサーで強く混合した。次いで、乾燥機を用いて150℃で1晩加熱することにより、粉体4を得た。
[Comparative Example 1]
200 g of ultrafine zinc oxide (FINEX-50 manufactured by Sakai Chemical Industry), 29 g of dimethylacrylamide / hydroxyethyl acrylate / methoxyethyl acrylate copolymer solution (plus size L-2700 manufactured by Kyodo Chemical Co., Ltd., 70 wt% polymer) and 50 g of isopropyl Was mixed vigorously with a mixer. Next, powder 4 was obtained by heating at 150 ° C. overnight using a dryer.
[比較例2]
ジメチルアクリルアミド/アクリル酸ヒドロキシエチル/アクリル酸メトキシエチル共重合体液の代わりにアクリル樹脂アルカノールアミン液(互応化学工業製プラスサイズL−9909B。ポリマー40wt%)としてこの液の添加量を50gとした以外は、比較例1と同様に粉体5を得た。
[Comparative Example 2]
Acrylic resin alkanolamine liquid (plus size L-9909B manufactured by Kyoyo Chemical Co., Ltd., polymer 40 wt%) instead of dimethylacrylamide / hydroxyethyl acrylate / methoxyethyl acrylate copolymer liquid was used except that the addition amount of this liquid was 50 g. A powder 5 was obtained in the same manner as in Comparative Example 1.
[比較例3]
ジメチルアクリルアミド/アクリル酸ヒドロキシエチル/アクリル酸メトキシエチル共重合体液の代わりにメタクリロイルエチルジメチルベタイン・塩化メタクリロイルエチルトリメチルアンモニウム・メタクリル酸2−ヒドロキシエチル共重合体(互応化学工業製プラスサイズL−450。ポリマー40wt%)としてこの液の添加量を50gとした以外は、比較例1と同様に粉体6を得た。
[Comparative Example 3]
In place of the dimethylacrylamide / hydroxyethyl acrylate / methoxyethyl acrylate copolymer solution, a methacryloylethyldimethylbetaine / methacryloylethyltrimethylammonium chloride / 2-hydroxyethyl methacrylate copolymer (plus size L-450 manufactured by Kyoyo Chemical Co., Ltd.) 40 wt%), and powder 6 was obtained in the same manner as in Comparative Example 1 except that the amount of this solution added was 50 g.
[比較例4]
ジメチルアクリルアミド/アクリル酸ヒドロキシエチル/アクリル酸メトキシエチル共重合体液の代わりにアクリル酸/アクリル酸ブチル/メタクリル酸/メタクリル酸メチル/メタクリル酸ラウリル共重合体(互応化学工業製AR−1019)と3−メタクリロキシプロピルトリエトキシシランとの共重合体液(共重合体比率90/10。ポリマー50wt%)としてこの液の添加量を40gとした以外は、比較例1と同様に粉体7を得た。
[Comparative Example 4]
Instead of dimethylacrylamide / hydroxyethyl acrylate / methoxyethyl acrylate copolymer solution, acrylic acid / butyl acrylate / methacrylic acid / methyl methacrylate / lauryl methacrylate copolymer (AR-1019, manufactured by Kyodo Chemical Industry) and 3- A powder 7 was obtained in the same manner as in Comparative Example 1 except that the amount of addition of this liquid was 40 g as a copolymer liquid with methacryloxypropyltriethoxysilane (copolymer ratio 90/10; polymer 50 wt%).
[比較例5]
超微粒子酸化亜鉛(堺化学工業製FINEX−50)200gと3−メタクリロキシプロピルトリエトキシシラン20gとイソプロパール50gをミキサーで強く混合した。次いで、乾燥機を用いて150℃で1晩加熱することにより、粉体8を得た。
[Comparative Example 5]
200 g of ultrafine zinc oxide (FINEX 50 manufactured by Sakai Chemical Industry), 20 g of 3-methacryloxypropyltriethoxysilane, and 50 g of isopropyl were mixed vigorously with a mixer. Subsequently, the powder 8 was obtained by heating at 150 degreeC overnight using a dryer.
〈分散体粘度、pH〉
粉体40gと水60gをマヨネーズ瓶に入れ、更にφ0.5mmのジルコニアビーズを100g入れて、ペイントシェーカーを用いて60min分散した。その後、ビーズを取り除いて分散体を得、その初期粘度をB型粘度計で測定した。また、この分散体を1週間20℃で静置した時のpHとよく振盪した後の粘度を測定した。その結果を表1に示す。
<Dispersion viscosity, pH>
40 g of powder and 60 g of water were put in a mayonnaise bottle, and 100 g of zirconia beads having a diameter of 0.5 mm were further added and dispersed for 60 min using a paint shaker. Thereafter, the beads were removed to obtain a dispersion, and the initial viscosity was measured with a B-type viscometer. Further, the pH when the dispersion was allowed to stand at 20 ° C. for one week and the viscosity after shaking well were measured. The results are shown in Table 1.
表1の結果より、本発明の複合粉体の水分散体は、粘度の増減が少なく、粘度安定性に優れていることが分かる。また、1週間静置後のpHも7付近と低いことが分かる。このpHが低い理由は、表面処理によって溶出する酸化亜鉛量が少なくなったためと、ポリマーに含まれるアミド結合部分に溶出したZnイオンがトラップされたためと考えられる。 From the results in Table 1, it can be seen that the aqueous dispersion of the composite powder of the present invention has little increase or decrease in viscosity and is excellent in viscosity stability. It can also be seen that the pH after standing for 1 week is also low at around 7. The reason why the pH is low is considered to be that the amount of zinc oxide eluted by the surface treatment is reduced and that Zn ions eluted in the amide bond portion contained in the polymer are trapped.
(耐ケーキング性)
先の分散体を作製直後にサンプル瓶(アズワン株式会社製ラボランスクリュー管瓶No.7、50ml、口内径φ20mm×胴径35mm×高さ78mm)に入れ、1週間静置後に沈降したケーキの厚みを測定した。その結果を表2に示す。
(Caking resistance)
Immediately after preparation of the above dispersion, put it into a sample bottle (Laboran screw tube No. 7, 50 ml, mouth inner diameter φ20 mm × body diameter 35 mm × height 78 mm, manufactured by AS ONE Co., Ltd.) The thickness was measured. The results are shown in Table 2.
表2の結果より、本発明の複合粉体は水分散体に加工した時の沈降速度が遅く、耐ケーキング性に優れることが分かる。 From the results in Table 2, it can be seen that the composite powder of the present invention has a slow sedimentation rate when processed into an aqueous dispersion and is excellent in caking resistance.
[実施例4]
シリカ処理後に水酸化アルミニウム処理を施した超微粒子酸化亜鉛(堺化学工業製NANOFINE−50A、平均粒子径23nm)200gとジメチルアクリルアミド/3−メタクリロキシプロピルトリエトキシシラン共重合体エタノール溶液(ジメチルアクリルアミドとシランの比率は90/10、ポリマー71wt%)28gと水50gをミキサーで強く混合した。次いで、乾燥機を用いて120℃で1晩加熱することにより、複合粉体9を得た。
[Example 4]
200 g of ultrafine zinc oxide (NANOFINE-50A manufactured by Sakai Chemical Industry Co., Ltd., average particle size: 23 nm) treated with aluminum hydroxide after silica treatment and dimethylacrylamide / 3-methacryloxypropyltriethoxysilane copolymer ethanol solution (with dimethylacrylamide) The silane ratio was 90/10, and the polymer was 71 wt%. Subsequently, the composite powder 9 was obtained by heating overnight at 120 ° C. using a dryer.
[実施例5]
ジメチルアクリルアミド/3−メタクリロキシプロピルトリエトキシシラン共重合体のモノマー比率(ジメチルアクリルアミド/シラン比)を95/5、そのエタノール溶液のポリマー濃度を69wt%、このエタノール溶液添加量を29gとした以外は、実施例4と同様に複合粉体10を得た。
[Example 5]
The monomer ratio (dimethylacrylamide / silane ratio) of dimethylacrylamide / 3-methacryloxypropyltriethoxysilane copolymer was 95/5, the polymer concentration of the ethanol solution was 69 wt%, and the ethanol solution addition amount was 29 g. In the same manner as in Example 4, a composite powder 10 was obtained.
(分散体粘度)
所定量で粉体と水をマヨネーズ瓶に配合し、更にφ0.5mmのジルコニアビーズを100g入れて、ペイントシェーカーを用いて60min分散した。その後、ビーズを取り除いて分散体を得、その初期粘度をB型粘度計で測定した。その結果を表3に示す。
(Dispersion viscosity)
Powder and water were blended in a predetermined amount into a mayonnaise bottle, and 100 g of φ0.5 mm zirconia beads were further added, and dispersed for 60 min using a paint shaker. Thereafter, the beads were removed to obtain a dispersion, and the initial viscosity was measured with a B-type viscometer. The results are shown in Table 3.
表3の結果より、本発明の複合粉体は分散体粘度を大きく低減し、分散体使用時のハンドリングなどの問題を大きく解消することが示された。 From the results in Table 3, it was shown that the composite powder of the present invention greatly reduced the viscosity of the dispersion and greatly eliminated problems such as handling when using the dispersion.
[実施例6]
シリカ処理後にアルミナ処理された硫酸バリウム(堺化学工業製B−30、平均粒子径100nm)100gとジメチルアクリルアミド/3−メタクリロキシプロピルトリエトキシシラン共重合体エタノール溶液(ジメチルアクリルアミドとシランの比率は90/10、ポリマー71wt%)7gと水50gをミキサーで強く混合した。次いで、乾燥機を用いて120℃で1晩加熱することにより、複合粉体11を得た。
[Example 6]
100 g of barium sulfate (B-30 manufactured by Sakai Chemical Industry Co., Ltd., average particle diameter 100 nm) and silica solution treated with alumina and dimethylacrylamide / 3-methacryloxypropyltriethoxysilane copolymer ethanol solution (the ratio of dimethylacrylamide to silane is 90 / 10, 71 wt% polymer) 7 g and 50 g of water were mixed vigorously with a mixer. Subsequently, the composite powder 11 was obtained by heating at 120 degreeC overnight using a dryer.
[実施例7]
ジメチルアクリルアミド/3−メタクリロキシプロピルトリエトキシシラン共重合体のモノマー比率(ジメチルアクリルアミド/シラン比)を80/20、そのエタノール溶液のポリマー濃度を72wt%とした以外は、実施例6と同様に複合粉体12を得た。
[Example 7]
Composite as in Example 6 except that the monomer ratio of dimethylacrylamide / 3-methacryloxypropyltriethoxysilane copolymer (dimethylacrylamide / silane ratio) was 80/20 and the polymer concentration of the ethanol solution was 72 wt%. A powder 12 was obtained.
[実施例8]
ジメチルアクリルアミド/3−メタクリロキシプロピルトリエトキシシラン共重合体のモノマー比率(ジメチルアクリルアミド/シラン比)を70/30、そのエタノール溶液のポリマー濃度を74wt%とした以外は、実施例6と同様に複合粉体13を得た。
[Example 8]
Composite as in Example 6 except that the monomer ratio of dimethylacrylamide / 3-methacryloxypropyltriethoxysilane copolymer (dimethylacrylamide / silane ratio) was 70/30 and the polymer concentration of the ethanol solution was 74 wt%. A powder 13 was obtained.
(分散体粘度)
粉体20gと水80gをマヨネーズ瓶に入れ、更にφ0.5mmのジルコニアビーズを100g入れて、ペイントシェーカーを用いて30min分散した。その後、ビーズを取り除いて分散体を得、サンプル瓶(アズワン株式会社製ラボランスクリュー管瓶No.7、50ml、口内径φ20mm×胴径35mm×高さ78mm)に入れた。その初期粘度をB型粘度計で測定した。また、この分散体を96時間60℃で静置後の粘度を測定した。また、その時の沈降したケーキの厚みを測定した。その結果を表4に示す。
(Dispersion viscosity)
20 g of powder and 80 g of water were put in a mayonnaise bottle, 100 g of zirconia beads having a diameter of 0.5 mm were further added, and the mixture was dispersed for 30 minutes using a paint shaker. Thereafter, the beads were removed to obtain a dispersion, which was placed in a sample bottle (Laboran Screw Tube No. 7, 50 ml, inner diameter φ20 mm × body diameter 35 mm × height 78 mm, manufactured by AS ONE Co., Ltd.). The initial viscosity was measured with a B-type viscometer. Further, the viscosity of this dispersion after standing at 60 ° C. for 96 hours was measured. Moreover, the thickness of the cake which settled at that time was measured. The results are shown in Table 4.
表4の結果より、本発明の複合粉体は分散体粘度を大きく低減し、また、沈降速度も低下し、分散体使用時のハンドリングなどの問題を大きく解消することが示された。 From the results shown in Table 4, it was shown that the composite powder of the present invention greatly reduced the dispersion viscosity and also decreased the sedimentation rate, thereby greatly solving problems such as handling when using the dispersion.
本発明の表面処理用樹脂を使用して得られた複合粉体は、化粧料、樹脂組成物、塗料組成物等に配合して使用することができる。 The composite powder obtained by using the resin for surface treatment of the present invention can be used by blending it in cosmetics, resin compositions, coating compositions and the like.
Claims (10)
で表される単量体(B)を含むモノマー組成物を共重合させて得られたことを特徴とする表面処理用樹脂。 At least one monomer (A) selected from the group consisting of acrylamide, dimethylacrylamide, diethylacrylamide and acroylmorpholine and the following general formula (1)
A resin for surface treatment obtained by copolymerizing a monomer composition containing the monomer (B) represented by
A resin composition containing the composite powder according to claim 3, 4 or 5.
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JPH0476068A (en) * | 1990-07-17 | 1992-03-10 | Toyo Ink Mfg Co Ltd | Coating composition |
WO1997011130A1 (en) * | 1995-09-22 | 1997-03-27 | Daikin Industries, Ltd. | Pollutant deposition inhibitor and coating material composition |
JP2003054947A (en) * | 1994-12-13 | 2003-02-26 | Nippon Shokubai Co Ltd | Zinc oxide-based fine particle and its use |
JP2004231758A (en) * | 2003-01-29 | 2004-08-19 | Shiseido Co Ltd | Reactive-silyl-containing copolymer and composition containing the same |
WO2010104146A1 (en) * | 2009-03-11 | 2010-09-16 | 旭化成イーマテリアルズ株式会社 | Coating composition, coating film, laminate, and process for production of laminate |
WO2013018827A1 (en) * | 2011-08-03 | 2013-02-07 | 堺化学工業株式会社 | Dispersion |
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JPH0476068A (en) * | 1990-07-17 | 1992-03-10 | Toyo Ink Mfg Co Ltd | Coating composition |
JP2003054947A (en) * | 1994-12-13 | 2003-02-26 | Nippon Shokubai Co Ltd | Zinc oxide-based fine particle and its use |
WO1997011130A1 (en) * | 1995-09-22 | 1997-03-27 | Daikin Industries, Ltd. | Pollutant deposition inhibitor and coating material composition |
JP2004231758A (en) * | 2003-01-29 | 2004-08-19 | Shiseido Co Ltd | Reactive-silyl-containing copolymer and composition containing the same |
WO2010104146A1 (en) * | 2009-03-11 | 2010-09-16 | 旭化成イーマテリアルズ株式会社 | Coating composition, coating film, laminate, and process for production of laminate |
WO2013018827A1 (en) * | 2011-08-03 | 2013-02-07 | 堺化学工業株式会社 | Dispersion |
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