JP2009091452A - Thixotropic agent for water-based dispersion composition - Google Patents
Thixotropic agent for water-based dispersion composition Download PDFInfo
- Publication number
- JP2009091452A JP2009091452A JP2007263208A JP2007263208A JP2009091452A JP 2009091452 A JP2009091452 A JP 2009091452A JP 2007263208 A JP2007263208 A JP 2007263208A JP 2007263208 A JP2007263208 A JP 2007263208A JP 2009091452 A JP2009091452 A JP 2009091452A
- Authority
- JP
- Japan
- Prior art keywords
- thixotropic agent
- dispersion composition
- meth
- aqueous dispersion
- acrylate
- 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
- 239000013008 thixotropic agent Substances 0.000 title claims abstract description 71
- 239000000203 mixture Substances 0.000 title claims abstract description 59
- 239000006185 dispersion Substances 0.000 title claims abstract description 56
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title abstract description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 60
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 54
- 239000000178 monomer Substances 0.000 claims abstract description 49
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000011248 coating agent Substances 0.000 claims abstract description 11
- 238000000576 coating method Methods 0.000 claims abstract description 11
- 229920005989 resin Polymers 0.000 claims abstract description 8
- 239000011347 resin Substances 0.000 claims abstract description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
- 239000000126 substance Substances 0.000 claims abstract description 5
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 4
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 3
- 229920001577 copolymer Polymers 0.000 claims description 14
- 239000000049 pigment Substances 0.000 claims description 13
- 229920000642 polymer Polymers 0.000 claims description 12
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 7
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 238000006386 neutralization reaction Methods 0.000 abstract description 2
- 238000006116 polymerization reaction Methods 0.000 abstract description 2
- -1 acryl group Chemical group 0.000 description 29
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 16
- 239000003973 paint Substances 0.000 description 16
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 15
- 238000005227 gel permeation chromatography Methods 0.000 description 12
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 8
- 239000011259 mixed solution Substances 0.000 description 8
- 230000009974 thixotropic effect Effects 0.000 description 8
- 239000007870 radical polymerization initiator Substances 0.000 description 6
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 5
- MFKRHJVUCZRDTF-UHFFFAOYSA-N 3-methoxy-3-methylbutan-1-ol Chemical compound COC(C)(C)CCO MFKRHJVUCZRDTF-UHFFFAOYSA-N 0.000 description 4
- 229920006243 acrylic copolymer Polymers 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- 229920002678 cellulose Polymers 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 229920000180 alkyd Polymers 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 230000002209 hydrophobic effect Effects 0.000 description 3
- 125000001165 hydrophobic group Chemical group 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 description 2
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229920003270 Cymel® Polymers 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000004566 building material Substances 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000002734 clay mineral Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 125000003827 glycol group Chemical group 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 2
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- HHQAGBQXOWLTLL-UHFFFAOYSA-N (2-hydroxy-3-phenoxypropyl) prop-2-enoate Chemical compound C=CC(=O)OCC(O)COC1=CC=CC=C1 HHQAGBQXOWLTLL-UHFFFAOYSA-N 0.000 description 1
- QASBHTCRFDZQAM-UHFFFAOYSA-N (2-isocyanato-2-methyl-3-prop-2-enoyloxypropyl) prop-2-enoate Chemical compound C=CC(=O)OCC(C)(COC(=O)C=C)N=C=O QASBHTCRFDZQAM-UHFFFAOYSA-N 0.000 description 1
- MJYFYGVCLHNRKB-UHFFFAOYSA-N 1,1,2-trifluoroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(F)(F)CF MJYFYGVCLHNRKB-UHFFFAOYSA-N 0.000 description 1
- SKYXLDSRLNRAPS-UHFFFAOYSA-N 1,2,4-trifluoro-5-methoxybenzene Chemical compound COC1=CC(F)=C(F)C=C1F SKYXLDSRLNRAPS-UHFFFAOYSA-N 0.000 description 1
- YUTHQCGFZNYPIG-UHFFFAOYSA-N 1-[2-(2-methylprop-2-enoyloxy)ethyl]cyclohexane-1,2-dicarboxylic acid Chemical compound CC(=C)C(=O)OCCC1(C(O)=O)CCCCC1C(O)=O YUTHQCGFZNYPIG-UHFFFAOYSA-N 0.000 description 1
- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 1
- LAYAKLSFVAPMEL-UHFFFAOYSA-N 1-ethenoxydodecane Chemical compound CCCCCCCCCCCCOC=C LAYAKLSFVAPMEL-UHFFFAOYSA-N 0.000 description 1
- QJJDJWUCRAPCOL-UHFFFAOYSA-N 1-ethenoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOC=C QJJDJWUCRAPCOL-UHFFFAOYSA-N 0.000 description 1
- XXCVIFJHBFNFBO-UHFFFAOYSA-N 1-ethenoxyoctane Chemical compound CCCCCCCCOC=C XXCVIFJHBFNFBO-UHFFFAOYSA-N 0.000 description 1
- OVGRCEFMXPHEBL-UHFFFAOYSA-N 1-ethenoxypropane Chemical compound CCCOC=C OVGRCEFMXPHEBL-UHFFFAOYSA-N 0.000 description 1
- IEQWWMKDFZUMMU-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethyl)butanedioic acid Chemical compound OC(=O)CC(C(O)=O)CCOC(=O)C=C IEQWWMKDFZUMMU-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- VLJFHOQFPSGZPC-UHFFFAOYSA-N 2-[2-hydroxy-5-(2-methylprop-2-enoyloxy)pentoxy]carbonylbenzoic acid Chemical compound CC(=C)C(=O)OCCCC(O)COC(=O)C1=CC=CC=C1C(O)=O VLJFHOQFPSGZPC-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- PGYJSURPYAAOMM-UHFFFAOYSA-N 2-ethenoxy-2-methylpropane Chemical compound CC(C)(C)OC=C PGYJSURPYAAOMM-UHFFFAOYSA-N 0.000 description 1
- GNUGVECARVKIPH-UHFFFAOYSA-N 2-ethenoxypropane Chemical compound CC(C)OC=C GNUGVECARVKIPH-UHFFFAOYSA-N 0.000 description 1
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- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
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- WHIVNJATOVLWBW-UHFFFAOYSA-N n-butan-2-ylidenehydroxylamine Chemical compound CCC(C)=NO WHIVNJATOVLWBW-UHFFFAOYSA-N 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- GPKJTRJOBQGKQK-UHFFFAOYSA-N quinacrine Chemical compound C1=C(OC)C=C2C(NC(C)CCCN(CC)CC)=C(C=CC(Cl)=C3)C3=NC2=C1 GPKJTRJOBQGKQK-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007921 spray 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
- 230000002459 sustained effect Effects 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229920003176 water-insoluble polymer Polymers 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Macromonomer-Based Addition Polymer (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
本発明は、水系の分散体である組成物に配合されるもので、その流動性を調整して揺変性を発現させる揺変剤に関するものである。 The present invention relates to a thixotropic agent that is blended in a composition that is an aqueous dispersion and that exhibits thixotropic properties by adjusting its fluidity.
顔料を含む水溶性樹脂塗料、ディスパージョン塗料、エマルション塗料等の水性塗料のような水系分散体組成物は、塗装されて塗膜を形成するのに、用いられる。 An aqueous dispersion composition such as an aqueous paint such as a water-soluble resin paint, a dispersion paint, and an emulsion paint containing a pigment is used to be applied to form a coating film.
被膜を平滑で綺麗な仕上がりにするために、この水系分散体組成物の粘性を制御することが重要である。特に、水系分散体組成物を吹付塗装する場合、吹き付け時には組成物の流動性を向上させて粘度を低く保ち、塗着直後には組成物の流動性を低下させて粘度を高く保ちその組成物で形成された塗膜を垂れ落ち難くすることが、必要である。 It is important to control the viscosity of the aqueous dispersion composition in order to make the coating smooth and beautiful. In particular, when spraying an aqueous dispersion composition, the composition improves the fluidity of the composition at the time of spraying to keep the viscosity low, and immediately after the coating, the fluidity of the composition is lowered to keep the viscosity high. It is necessary to make it difficult for the coating film formed by
このような組成物の粘度は、揺変剤の添加により、水系分散体組成物が擬塑性流動をすること、即ちせん断速度及びせん断応力の増大とともに粘度が低下することにより、調整される。水系分散体組成物が擬塑性流動をすると、塗着後にその粘度が増加しアルミ・マイカのような光輝性顔料の動きを妨げ、その配向を向上させる。このような揺変剤は、粘性改良剤、ゲル化剤、チクソトロピック剤、レオロジーコントロール剤、濃化剤などとも称され、しばしば増粘剤としても使用されている。 The viscosity of such a composition is adjusted by adding a thixotropic agent so that the aqueous dispersion composition undergoes pseudoplastic flow, that is, the viscosity decreases with increasing shear rate and shear stress. When the aqueous dispersion composition undergoes pseudoplastic flow, its viscosity increases after coating, preventing the movement of glittering pigments such as aluminum and mica, and improving its orientation. Such thixotropic agents are also called viscosity improvers, gelling agents, thixotropic agents, rheology control agents, thickeners, etc., and are often used as thickeners.
揺変剤として、ベントナイト、モンモリナイト、ヘクトライトなどの無機系粘土鉱物や、グアガム、キサンタムガム、ヒドロキシエチルセルロース、カルボキシメチルセルロースなどのセルロース誘導体が、知られている。無機系粘土鉱物の揺変剤が配合された水系分散体組成物は、塩類、親水性有機溶剤などが共存していると水和によるイオン化を妨げられ分散が困難になる。一方、セルロース誘導体の揺変剤が配合された水系分散体組成物は、セルロース誘導体の細菌分解が起こって劣化し易いうえ、被膜強度が低く、セルロース誘導体が高分子粒子に吸着しないため枯渇凝集を起して相分離し易いという問題がある。そのためこれらの揺変剤は、そのような副作用の所為で、遍く様々な水性分散体組成物に使用することができない。 As thixotropic agents, inorganic clay minerals such as bentonite, montmorillonite and hectorite, and cellulose derivatives such as guar gum, xantham gum, hydroxyethyl cellulose and carboxymethyl cellulose are known. When an aqueous dispersion composition containing an inorganic clay mineral thixotropic agent is present in the presence of salts, hydrophilic organic solvents, etc., ionization due to hydration is hindered and dispersion becomes difficult. On the other hand, an aqueous dispersion composition containing a thixotropic agent of a cellulose derivative is susceptible to degradation due to bacterial degradation of the cellulose derivative, has low film strength, and the cellulose derivative does not adsorb to polymer particles. There is a problem that the phase separation easily occurs. Therefore, these thixotropic agents cannot be used in a wide variety of aqueous dispersion compositions because of such side effects.
そのような副作用のない揺変剤として、特許文献１、特許文献２のようなカルボキシル基を含有する共重合物や、疎水基を末端に含有するポリウレタンが、知られている。カルボキシル基含有共重合物の揺変剤が配合された水系分散体組成物は、増粘特性がpＨに強く依存しているためアルカリでカルボキシル基を中和するという煩雑な増粘性の調整操作を必要とする。一方、疎水基含有ポリウレタンの揺変剤が配合された水系分散体組成物は、そのポリウレタンが線状の構造であり網目状とならない所為で揺変性が不十分となるうえ、そのポリウレタンの分子量を適度に調整できないために粘度が大きなものになってしまう。 As a thixotropic agent having no such side effects, a copolymer containing a carboxyl group as in Patent Documents 1 and 2 and a polyurethane containing a hydrophobic group at the terminal are known. Aqueous dispersion compositions containing a carboxyl group-containing copolymer thixotropic agent have a thickening property that strongly depends on pH, so the complicated thickening adjustment operation of neutralizing carboxyl groups with alkali is required. I need. On the other hand, an aqueous dispersion composition in which a thixotropic agent for a hydrophobic group-containing polyurethane is blended has insufficient thixotropic properties because the polyurethane has a linear structure and does not form a network, and the molecular weight of the polyurethane is reduced. Since it cannot be adjusted appropriately, the viscosity becomes large.
本発明は前記の課題を解決するためになされたもので、水系分散体組成物に配合され、優れた揺変性を発現しつつ、面倒な中和操作を必要とせず、長期間安定で、共存する被膜形成樹脂成分への相溶性に優れた揺変剤と、それが含まれている水系分散体組成物とを、提供することを目的とする。 The present invention has been made in order to solve the above-mentioned problems, and is blended in an aqueous dispersion composition, exhibits excellent thixotropic properties, does not require troublesome neutralization operations, is stable for a long time, and coexists. An object of the present invention is to provide a thixotropic agent excellent in compatibility with the film-forming resin component and an aqueous dispersion composition containing the thixotropic agent.
前記の目的を達成するためになされた特許請求の範囲の請求項１に記載の水系分散体組成物用の揺変剤は、下記化学式（１）
Ｈ２Ｃ＝(Ｒ１)Ｃ−ＣＯＯ(ＣｍＨ２ｍＯ)ｎ−Ｒ２ ・・・（１）
（式（１）中、Ｒ１は水素原子又はメチル基、Ｒ２は炭素数８〜２２の脂肪族炭化水素基、ｍは２〜４の数、ｎは１〜１００の数。）
で表されるアルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーの重合物で、その数平均分子量が、３,０００〜１,０００,０００であることを特徴とする。アルコキシポリオキシアルキレングリコール部分は、エチレングリコール、プロピレングリコール、ブチレングリコールである。
The thixotropic agent for an aqueous dispersion composition according to claim 1, which has been made to achieve the above object, has the following chemical formula (1):
H 2 C = (R 1 ) C—COO (C m H 2m O) n —R 2 (1)
(In Formula (1), R 1 is a hydrogen atom or a methyl group, R 2 is an aliphatic hydrocarbon group having 8 to 22 carbon atoms, m is a number of 2 to 4, and n is a number of 1 to 100.)
A polymer of an alkoxypolyoxyalkylene glycol (meth) acrylate monomer represented by the formula (1), wherein the number average molecular weight is 3,000 to 1,000,000. The alkoxy polyoxyalkylene glycol moiety is ethylene glycol, propylene glycol, butylene glycol.
請求項２に記載の水系分散体組成物用の揺変剤は、請求項１に記載されたもので、前記重合物が、少なくとも１重量部の前記アルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーと、最大でも９９重量部の別な不飽和基含有モノマーとの共重合物であることを特徴とする。 The thixotropic agent for an aqueous dispersion composition according to claim 2 is the thixotropic agent according to claim 1, wherein the polymer is at least 1 part by weight of the alkoxy polyoxyalkylene glycol (meth) acrylate monomer. , And a copolymer with at most 99 parts by weight of another unsaturated group-containing monomer.
請求項３に記載の水系分散体組成物用の揺変剤は、請求項１に記載されたもので、前記アルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーが、ステアリルオキシポリエチレングリコールモノメタクリレートであることを特徴とする。 The thixotropic agent for an aqueous dispersion composition according to claim 3 is the thixotropic agent according to claim 1, wherein the alkoxypolyoxyalkylene glycol (meth) acrylate monomer is stearyloxypolyethylene glycol monomethacrylate. It is characterized by.
請求項４に記載の水系分散体組成物用の揺変剤は、請求項１に記載されたもので、前記重合物のＳＰ値が８．０〜２２．０であることを特徴とする。 The thixotropic agent for an aqueous dispersion composition according to claim 4 is the thixotropic agent described in claim 1, wherein the SP value of the polymer is 8.0 to 22.0.
請求項５に記載の水系分散体組成物は、請求項１〜４の何れかに記載の揺変剤と、被膜形成樹脂成分とが、含まれていることを特徴とする。 The aqueous dispersion composition according to claim 5 is characterized in that the thixotropic agent according to any one of claims 1 to 4 and a film-forming resin component are contained.
請求項６に記載の水系分散体組成物は、請求項５に記載されたもので、顔料が、含有されていることを特徴とする。 The aqueous dispersion composition described in claim 6 is the one described in claim 5, characterized by containing a pigment.
請求項７に記載の水系分散体組成物は、請求項６に記載されたもので、前記顔料が、光輝性顔料であることを特徴とする。 An aqueous dispersion composition according to a seventh aspect is the one according to the sixth aspect, wherein the pigment is a glitter pigment.
請求項８に記載の硬化被膜は、請求項５に記載の水系分散体組成物が、硬化して形成されていることを特徴とする。 The cured film according to claim 8 is formed by curing the aqueous dispersion composition according to claim 5.
本発明の水性分散体組成物用の揺変剤は、アルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーが重合することにより強い揺変性を発現する。この揺変剤は、そのモノマーと、カルボキシル基を有していても有していなくてもよい別な不飽和基含有モノマーとが共重合することによっても強い揺変性を発現する。 The thixotropic agent for the aqueous dispersion composition of the present invention exhibits strong thixotropy when the alkoxypolyoxyalkylene glycol (meth) acrylate monomer is polymerized. This thixotropic agent exhibits strong thixotropy also by copolymerization of the monomer and another unsaturated group-containing monomer which may or may not have a carboxyl group.
また、この揺変剤は、高分子量であっても被膜形成樹脂成分との相溶性に優れたものである。さらに、この揺変剤は、モノマー成分比を調整することにより水に不溶な重合物として得られるものであるから、耐候性・耐水性を要する被膜の形成が求められる焼付け塗料のような水性分散体組成物用に、特に有用である。 The thixotropic agent is excellent in compatibility with the film-forming resin component even if it has a high molecular weight. Furthermore, since this thixotropic agent is obtained as a water-insoluble polymer by adjusting the monomer component ratio, an aqueous dispersion such as a baked paint that is required to form a film that requires weather resistance and water resistance. Particularly useful for body compositions.
この揺変剤を含有する水系分散体組成物は、分散すべき顔料を含んでいても含んでいなくてもよいが、長期間、揺変性が持続したものとなるものである。水系分散体組成物は、揺変剤をアルカリで中和しなくて済むので、簡素な組成であって、簡便に調製できる。 The aqueous dispersion composition containing the thixotropic agent may or may not contain the pigment to be dispersed, but the thixotropic property is sustained for a long period of time. Since the aqueous dispersion composition does not need to neutralize the thixotropic agent with an alkali, it has a simple composition and can be easily prepared.
以下、本発明の実施のための好ましい形態を詳細に説明するが、本発明の範囲はこれらの形態に限定されるものではない。 Hereinafter, although the preferable form for implementation of this invention is demonstrated in detail, the scope of the present invention is not limited to these forms.
本発明の水系分散体組成物用の揺変剤の好ましい実施の一態様は、アルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーとしてステアリルオキシポリエチレングリコールモノメタクリレートと、そのモノマー以外の別な不飽和基含有モノマーであるＮ,Ｎ−ジメチルアクリルアミドとを、共重合させて得た共重合物である。 One aspect of a preferred embodiment of the thixotropic agent for the aqueous dispersion composition of the present invention is stearyloxypolyethylene glycol monomethacrylate as an alkoxypolyoxyalkylene glycol (meth) acrylate monomer and another unsaturated group other than the monomer. It is a copolymer obtained by copolymerizing N, N-dimethylacrylamide as a monomer.
このような揺変剤は、モノマーが重合して形成した重合物分子中の疎水性の（メタ）アクリル主鎖から分岐した親水性のポリエーテル基であるアルコキシポリオキシアルキレングリコール基の末端にある疎水基同士が疎水性相互作用により、あたかも網目状の比較的弱い結合を形成している。そのため、静置状態でその分子間同士が結合したままで粘度が高くなるが、撹拌状態でその分子間同士が会合しなくなり粘度が低下すると考えられる。 Such a thixotropic agent is located at the end of an alkoxypolyoxyalkylene glycol group, which is a hydrophilic polyether group branched from a hydrophobic (meth) acrylic main chain in a polymer molecule formed by polymerization of monomers. Hydrophobic groups form hydrophobic bonds as if they were network-like due to hydrophobic interaction. For this reason, the viscosity increases while the molecules are bonded to each other in a stationary state, but the molecules are not associated with each other in the stirred state, and the viscosity is considered to decrease.
この揺変剤は、ウレタン系のものよりも粘度が低く、高分子量のものとなり易い。そのため、ブリードや加水分解を起こすことなく、被膜形成樹脂成分との高い相溶性を発現する。 This thixotropic agent has a lower viscosity than urethane-based ones and tends to have a high molecular weight. Therefore, it exhibits high compatibility with the film-forming resin component without causing bleeding or hydrolysis.
なお、揺変剤は、アルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマー１〜９９重量部と、別な不飽和基含有モノマーの９９〜１重量部との共重合物であれば、別な不飽和基含有モノマーの種類や、それらモノマーの比は、特に限定されない。 If the thixotropic agent is a copolymer of 1 to 99 parts by weight of an alkoxypolyoxyalkylene glycol (meth) acrylate monomer and 99 to 1 part by weight of another unsaturated group-containing monomer, another unsaturated The kind of group-containing monomer and the ratio of these monomers are not particularly limited.
揺変剤が共重合物である例を挙げたが、揺変剤は、このアルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーのみが重合した重合物であってもよい。 Although an example in which the thixotropic agent is a copolymer has been given, the thixotropic agent may be a polymer obtained by polymerizing only the alkoxypolyoxyalkylene glycol (meth) acrylate monomer.
その重合体又は共重合物の数平均分子量は、３,０００〜１,０００,０００である。
アルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーは、ステアリルオキシポリエチレングリコールモノメタクリレートの例を挙げたが、下記化学式（１）
Ｈ２Ｃ＝(Ｒ１)Ｃ−ＣＯＯ(ＣｍＨ２ｍＯ)ｎ−Ｒ２ ・・・（１）
（式（１）中、Ｒ１は水素原子又はメチル基、Ｒ２は炭素数８〜２２の脂肪族炭化水素基、ｍは２〜４の数、ｎは１〜１００の数。）で示されるアクリレート又はメタクリレートであれば特に限定されない。
The number average molecular weight of the polymer or copolymer is 3,000 to 1,000,000.
As the alkoxypolyoxyalkylene glycol (meth) acrylate monomer, an example of stearyloxypolyethylene glycol monomethacrylate was given. The following chemical formula (1)
H 2 C = (R 1 ) C—COO (C m H 2m O) n —R 2 (1)
(In formula (1), R 1 is a hydrogen atom or a methyl group, R 2 is an aliphatic hydrocarbon group having 8 to 22 carbon atoms, m is a number of 2 to 4, and n is a number of 1 to 100). The acrylate or methacrylate is not particularly limited.
別な不飽和基含有モノマーは、その不飽和基を(メタ)アクリル基のみ、又はアルケニル基のみとするモノマーであってもよく、それら両モノマーの混合物であってもよい。中でも不飽和基をアクリル基とするモノマーであることが好ましい。 Another unsaturated group-containing monomer may be a monomer having the unsaturated group only as a (meth) acryl group or an alkenyl group, or may be a mixture of both monomers. Among these, a monomer having an unsaturated group as an acrylic group is preferable.
この別な不飽和基含有モノマーの例として、
２−ヒドロキシエチル（メタ）アクリレート、２−ヒドロキシプロピル（メタ）アクリレート、２−ヒドロキシブチルメタクリレート、４−ヒドロキシブチルアクリレート、２−ヒドロキシ−３−フェノキシプロピルアクリレート、２−アクリロイロキシエチル−２−ヒドロキシエチル−フタル酸、２−メタクリロイロキシエチル−２−ヒドロキシプロピルフタレート、カプロラクトン１〜１０モルが２−ヒドロキシエチル（メタ）アクリレートに付加された（メタ）アクリレートのような水酸基を有する（メタ）アクリル酸誘導体；
２−イソシアナトエチル（メタ）アクリレート、１，１−ビス（アクリロイロキシメチル）エチルイソシアネートのようなイソシアネート基を有する（メタ）アクリル酸誘導体；
イソシアナトアルキル （メタ）アクリレートのイソシアネート基を例えばメチルエチルケトオキシムでブロック化した化合物のようなブロック化イソシアネート基を有する（メタ）アクリル酸誘導体；
グリシジル（メタ）アクリレート、３，４−エポキシシクロヘキシルメチル（メタ）アクリレート、４−ヒドロキシブチルグリシジルエーテルアクリレートのようなエポキシ基を有する（メタ）アクリル酸誘導体；
（メタ）アクリル酸、２−（メタ）アクリロイロキシエチルコハク酸、２−メタクリロイロキシエチルヘキサヒドロフタル酸のようなカルボキシル基を有する（メタ）アクリル酸誘導体、メチル（メタ）アクリレート、エチル（メタ）アクリレート、ノルマルプロピル（メタ）アクリレート、イソプロピル（メタ）アクリレート、ノルマルブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、ノルマルオクチル（メタ）アクリレート、２−エチルヘキシル（メタ）アクリレート、イソノニル（メタ）アクリレート、ラウリル（メタ）アクリレート、ヘキサデシル（メタ）アクリレート、ステアリル（メタ）アクリレート、シクロヘキシル（メタ）アクリレート、ベンジル（メタ）アクリレート、イソボルニル（メタ）アクリレート、テトラヒドロフルフリル（メタ）アクリレート、２−メトキシエチル（メタ）アクリレート、２−エトキシエチル（メタ）アクリレート、２−ブトキシエチル（メタ）アクリレート、２−オクトキシエチル（メタ）アクリレート、２−ラウロキシエチル（メタ）アクリレート、２−フェノキシエチル（メタ）アクリレート、３−メトキシブチル（メタ）アクリレート、４−メトキシブチル（メタ）アクリレート、（メタ）アクリル酸メトキシポリエチレングリコールエステル［例えば、エチレングリコール繰返し単位の数（ｒ）が１〜５０のもの］、（メタ）アクリル酸メトキシポリプロピレングリコールエステル［例えば、プロピレングリコール繰返し単位の数（ｒ）が１〜５０のもの］、（メタ）アクリル酸メトキシポリ（エチレン−プロピレン）グリコールエステル［例えば、エチレングリコール繰返し単位の数とプロピレングリコール繰返し単位の数との合計（ｒ）が２〜５０のもの］、（メタ）アクリル酸メトキシポリ（エチレン−テトラメチレン）グリコールエステル［例えば、エチレングリコール繰返し単位の数とテトラメチレングリコール繰返し単位の数との合計（ｒ）が２〜５０のもの］、（メタ）アクリル酸ブトキシポリ（エチレン−プロピレン）グリコールエステル［例えば、エチレングリコール繰返し単位の数とプロピレングリコール繰返し単位の数との合計（ｒ）が２〜５０のもの］、（メタ）アクリル酸オクトキシポリ（エチレン−プロピレン）グリコールエステル［例えば、エチレングリコール繰返し単位の数とプロピレングリコール繰返し単位の数との合計（ｒ）が２〜５０のもの］、（メタ）アクリル酸ラウロキシポリエチレングリコールエステル［例えば、エチレングリコール繰返し単位の数（ｒ）が２〜５０のもの］、（メタ）アクリル酸ラウロキシポリ（エチレン−プロピレン）グリコールエステル［例えば、エチレングリコール繰返し単位の数とプロピレングリコール繰返し単位の数との合計（ｒ）が２〜５０のもの］、トリフルオロエチル（メタ）アクリレート、２，２，３，３−テトラフルオロプロピル（メタ）アクリレート、２，２，３，４，４，４，−ヘキサフルオロブチル（メタ）アクリレート、パーフルオロオクチルエチル（メタ）アクリレートのような（メタ）アクリレート類；
アクリルアミド、Ｎ，Ｎ−ジメチルアクリルアミド、Ｎ，Ｎ−ジエチルアクリルアミド、Ｎ−イソプロピルアクリルアミド、ジアセトンアクリルアミド、アクロイルモルフォリンのようなアクリルアミド類；
スチレン、α−メチルスチレン、クロロスチレン、ビニルトルエンなどのような芳香族炭化水素ビニル系化合物；
酢酸ビニル、プロピオン酸ビニルのようなビニルエステル類；
メチルビニルエーテル、エチルビニルエーテル、ノルマルプロピルビニルエーテル、イソプロピルビニルエーテル、ノルマルブチルビニルエーテル、イソブチルビニルエーテル、ターシャリーブチルビニルエーテル、ノルマルオクチルビニルエーテル、２−エチルヘキシルビニルエーテル、シクロヘキシルビニルエーテル、ラウリルビニルエーテル、ステアリルビニルエーテルのようなビニルエーテル類；
塩化ビニル、塩化ビニリデン、クロロプレン、プロピレン、ブタジエン、イソプレン、フルオロオレフィンマレイミド等のようなその他のビニル系化合物が挙げられる。
As an example of this other unsaturated group-containing monomer,
2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl methacrylate, 4-hydroxybutyl acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-acryloyloxyethyl-2-hydroxy Ethyl-phthalic acid, 2-methacryloyloxyethyl-2-hydroxypropyl phthalate, (meth) acryl having a hydroxyl group such as (meth) acrylate in which 1 to 10 mol of caprolactone is added to 2-hydroxyethyl (meth) acrylate Acid derivatives;
(Meth) acrylic acid derivatives having an isocyanate group such as 2-isocyanatoethyl (meth) acrylate and 1,1-bis (acryloyloxymethyl) ethyl isocyanate;
(Meth) acrylic acid derivatives having a blocked isocyanate group such as a compound obtained by blocking an isocyanate group of an isocyanatoalkyl (meth) acrylate with, for example, methyl ethyl ketoxime;
(Meth) acrylic acid derivatives having an epoxy group such as glycidyl (meth) acrylate, 3,4-epoxycyclohexylmethyl (meth) acrylate, 4-hydroxybutyl glycidyl ether acrylate;
(Meth) acrylic acid, 2- (meth) acryloyloxyethyl succinic acid, (meth) acrylic acid derivatives having a carboxyl group such as 2-methacryloyloxyethyl hexahydrophthalic acid, methyl (meth) acrylate, ethyl ( (Meth) acrylate, normal propyl (meth) acrylate, isopropyl (meth) acrylate, normal butyl (meth) acrylate, isobutyl (meth) acrylate, normal octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isononyl (meth) acrylate , Lauryl (meth) acrylate, hexadecyl (meth) acrylate, stearyl (meth) acrylate, cyclohexyl (meth) acrylate, benzyl (meth) acrylate, isobornyl (meth) acrylate , Tetrahydrofurfuryl (meth) acrylate, 2-methoxyethyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate, 2-butoxyethyl (meth) acrylate, 2-octoxyethyl (meth) acrylate, 2-lauroxy Ethyl (meth) acrylate, 2-phenoxyethyl (meth) acrylate, 3-methoxybutyl (meth) acrylate, 4-methoxybutyl (meth) acrylate, (meth) acrylic acid methoxypolyethylene glycol ester [for example, ethylene glycol repeating unit Number (r) having 1 to 50], (meth) acrylic acid methoxypolypropylene glycol ester [for example, number of propylene glycol repeating unit (r) having 1 to 50], (meth) acrylic acid methoxypoly (ethylene Propylene) glycol ester [for example, the sum of the number of ethylene glycol repeating units and the number of propylene glycol repeating units (r) is 2 to 50], (meth) acrylic acid methoxypoly (ethylene-tetramethylene) glycol ester [for example , Having a total (r) of 2 to 50 ethylene glycol repeating units and tetramethylene glycol repeating units], (meth) acrylic acid butoxypoly (ethylene-propylene) glycol ester [for example, ethylene glycol repeating unit The total (r) of the number and the number of propylene glycol repeating units is 2 to 50], (meth) acrylic acid octoxypoly (ethylene-propylene) glycol ester [for example, the number of ethylene glycol repeating units and the propylene glycol repeating units And (meth) acrylic acid lauroxy polyethylene glycol ester [for example, those having 2 to 50 ethylene glycol repeating units (r)], (meth) acrylic Acid lauroxy poly (ethylene-propylene) glycol ester [for example, those having a total (r) of 2 to 50 ethylene glycol repeating units and propylene glycol repeating units), trifluoroethyl (meth) acrylate, 2, 2 , 3,3-tetrafluoropropyl (meth) acrylate, 2,2,3,4,4,4-hexafluorobutyl (meth) acrylate, (meth) acrylates such as perfluorooctylethyl (meth) acrylate ;
Acrylamides such as acrylamide, N, N-dimethylacrylamide, N, N-diethylacrylamide, N-isopropylacrylamide, diacetone acrylamide, acroylmorpholine;
Aromatic hydrocarbon vinyl compounds such as styrene, α-methylstyrene, chlorostyrene, vinyltoluene and the like;
Vinyl esters such as vinyl acetate and vinyl propionate;
Vinyl ethers such as methyl vinyl ether, ethyl vinyl ether, normal propyl vinyl ether, isopropyl vinyl ether, normal butyl vinyl ether, isobutyl vinyl ether, tertiary butyl vinyl ether, normal octyl vinyl ether, 2-ethylhexyl vinyl ether, cyclohexyl vinyl ether, lauryl vinyl ether, stearyl vinyl ether;
Other vinyl compounds such as vinyl chloride, vinylidene chloride, chloroprene, propylene, butadiene, isoprene, fluoroolefin maleimide and the like can be mentioned.
別な不飽和基含有モノマーは、これら例示したもの以外のものであってもよく、重合可能で、揺変剤の物性を損なわない限り、それの種類や組成や組成比は、特に限定されない。 Another unsaturated group-containing monomer may be other than those exemplified, and the type, composition and composition ratio thereof are not particularly limited as long as they are polymerizable and do not impair the properties of the thixotropic agent.
揺変剤は、揺変性を発現させるのに、カルボキシル基を有する別な不飽和基含有モノマーを用いて共重合されたアニオン系のものであってもよく、その遊離のカルボキシル基のままであってもよくそれを塩にしたものであってもよい。揺変剤は、揺変性を発現させるのに、必ずしも、カルボキシル基を有する別な不飽和基含有モノマーを用いないノニオン系のものであってもよい。 The thixotropic agent may be an anionic copolymer copolymerized with another unsaturated group-containing monomer having a carboxyl group to develop thixotropy, and the free carboxyl group remains as it is. Or it may be a salted form thereof. The thixotropic agent may be a nonionic one that does not necessarily use another unsaturated group-containing monomer having a carboxyl group to develop thixotropic properties.
この重合物のＳＰ値（溶解パラメータ）、即ち液体の１ｍｏｌ当りの蒸発熱ΔＨとモル体積Ｖとによりδ＝（ΔＨ／Ｖ）１／２で定義される量が、８．０〜２２．０で、より好ましくは８．０〜１６．０である。 The SP value (solubility parameter) of this polymer, that is, the amount defined by δ = (ΔH / V) 1/2 by the evaporation heat ΔH and the molar volume V per mol of the liquid is 8.0-22.0. And more preferably 8.0 to 16.0.
揺変剤は、この重合物又は共重合物を如何なる方法で製造したものであってもよい。例えば、溶媒中、アルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーと、別な不飽和基含有モノマーとを、ラジカル重合開始剤存在下で、必要に応じ加熱すると、得られる。
溶媒は、より具体的にはプロピレングリコールモノメチルエーテルアセテート、３−メトキシ−３−メチルブタノール、メチルイソブチルケトンが挙げられる。
The thixotropic agent may be one obtained by producing this polymer or copolymer by any method. For example, it can be obtained by heating an alkoxypolyoxyalkylene glycol (meth) acrylate monomer and another unsaturated group-containing monomer in a solvent, if necessary, in the presence of a radical polymerization initiator.
Specific examples of the solvent include propylene glycol monomethyl ether acetate, 3-methoxy-3-methylbutanol, and methyl isobutyl ketone.
ラジカル重合開始剤は、より具体的には、アゾビスイソブチロニトリルが挙げられる。 More specific examples of the radical polymerization initiator include azobisisobutyronitrile.
水系分散体組成物は、この揺変剤の０．０１〜１０．０重量部、アクリル樹脂、アルキッド樹脂のような被膜形成樹脂成分の０．１〜３．０重量部、必要に応じてエタノール、ブチルセロソルブのような溶媒が含まれたものである。カーボンブラック、べんがら（酸化第二鉄）、酸化チタンなどに例示される無機顔料やアゾ系、フタロシアニン系、キナクドリン系、などに例示される有機顔料もしくはアルミニウム、マイカで例示される光輝性顔料のような顔料の０．０１〜１．５重量部が、含まれていてもよい。この揺変剤が顔料へ吸着し、顔料組成物を分散し易く、または分散安定化し易くするために、メタアクリル酸、無水マレイン酸のようなカルボン酸や、リン酸、スルホン酸などの酸性基含有化合物、もしくはアミノ基、イミダゾール基、ピリジニウム基などの塩基性基を含有する化合物が、含まれていてもよい。 The aqueous dispersion composition comprises 0.01 to 10.0 parts by weight of the thixotropic agent, 0.1 to 3.0 parts by weight of a film-forming resin component such as an acrylic resin or an alkyd resin, and ethanol as necessary. And a solvent such as butyl cellosolve. Like inorganic pigments exemplified by carbon black, bengara (ferric oxide), titanium oxide, etc., organic pigments exemplified by azo, phthalocyanine, quinacrine, etc. or bright pigments exemplified by aluminum and mica 0.01 to 1.5 parts by weight of a pigment may be included. In order for this thixotropic agent to be adsorbed to the pigment and to easily disperse or stabilize the pigment composition, carboxylic acids such as methacrylic acid and maleic anhydride, and acidic groups such as phosphoric acid and sulfonic acid are used. A containing compound or a compound containing a basic group such as an amino group, an imidazole group, or a pyridinium group may be contained.
水系分散体組成物は、これらの成分を配合して、混練して調製したものである。
この水系分散体組成物は、コロイド溶液であって、静止しているとゲル状であるものが、例えば振とうするとゾル状になり流動性を示し、また静止するとゲルに戻るというものである。
The aqueous dispersion composition is prepared by blending these components and kneading them.
This aqueous dispersion composition is a colloidal solution, which is in a gel state when it is stationary, for example, becomes a sol when shaken and exhibits fluidity, and returns to a gel when it is stationary.
以下に本発明を適用する実施例の揺変剤及び水系分散体組成物と、本発明を適用外の比較例の揺変剤及び水系分散体組成物とを、調製した例を示す。 Examples of preparing the thixotropic agent and aqueous dispersion composition of the examples to which the present invention is applied and the thixotropic agent and aqueous dispersion composition of comparative examples not applying the present invention are shown below.
（実施例１）
還流冷却器、温度計、撹拌機および滴下漏斗を備えた反応容器に、プロピレングリコールモノメチルエーテルアセテート（大伸化学株式会社製）の１００重量部、アルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーとしてステアリルオキシポリエチレングリコールモノメタクリレートであるブレンマーＰＳＥ−１３００（日本油脂株式会社製；商品名）の４０重量部、別な不飽和基含有モノマーとしてジメチルアクリルアミド（株式会社興人製）の５重量部を入れて、モノマー混合溶液とした。その液温が９０℃となるように加熱した。窒素雰囲気下で、プロピレングリコールモノメチルエーテルアセテートの１００重量部とラジカル重合開始剤としてアゾビスイソブチロニトリルの１重量部との溶液を、約２時間かけて、モノマー混合溶液に滴下した。１００℃で２時間反応させると、揺変剤としてアクリル系の共重合物の溶液が得られた。この共重合物は、ゲルパーミエーションクロマトグラフィー（ＧＰＣ）分析装置Ｓｈｏｄｅｘ ＧＰＣ ｓｙｓｔｅｍ（昭和電工株式会社製；商品名）で分子量分布を分析した結果、数平均分子量が、ポリスチレンに換算した値で１３,０００であった。
(Example 1)
In a reaction vessel equipped with a reflux condenser, thermometer, stirrer and dropping funnel, 100 parts by weight of propylene glycol monomethyl ether acetate (manufactured by Daishin Chemical Co., Ltd.), stearyloxy as alkoxypolyoxyalkylene glycol (meth) acrylate monomer Put 40 parts by weight of Blenmer PSE-1300 (manufactured by NOF Corporation; trade name) which is a polyethylene glycol monomethacrylate, 5 parts by weight of dimethylacrylamide (manufactured by Kojin Co., Ltd.) as another unsaturated group-containing monomer, A monomer mixed solution was obtained. The liquid temperature was heated to 90 ° C. Under a nitrogen atmosphere, a solution of 100 parts by weight of propylene glycol monomethyl ether acetate and 1 part by weight of azobisisobutyronitrile as a radical polymerization initiator was dropped into the monomer mixed solution over about 2 hours. When reacted at 100 ° C. for 2 hours, a solution of an acrylic copolymer as a thixotropic agent was obtained. As a result of analyzing the molecular weight distribution with a gel permeation chromatography (GPC) analyzer Shodex GPC system (manufactured by Showa Denko KK; trade name), this copolymer was found to have a number average molecular weight of 13, converted to polystyrene. 000.
（実施例２）
還流冷却器、温度計、撹拌機および滴下漏斗を備えた反応容器に、プロピレングリコールモノメチルエーテルアセテート（大伸化学株式会社製）の１００重量部、アルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーとしてブレンマーＰＳＥ−１３００（日本油脂株式会社製；商品名）の１０重量部、別な不飽和基含有モノマーとして２−ヒドロキシエチルメタクリレート（共栄社化学株式会社製）の５０重量部、ポリプロピレングリコールモノメタクリレート（日本油脂株式会社製）の２０重量部を入れて、モノマー混合溶液とした。その液温が９０℃となるように加熱した。窒素雰囲気下で、プロピレングリコールモノメチルエーテルアセテートの１００重量部、ラジカル重合開始剤としてアゾビスイソブチロニトリルの１重量部の溶液を、約２時間かけて、モノマー混合溶液に滴下した。１２０℃で２時間反応させると、揺変剤としてアクリル系の共重合物の溶液が得られた。この共重合物は、ゲルパーミエーションクロマトグラフィー（ＧＰＣ）分析装置Ｓｈｏｄｅｘ ＧＰＣ ｓｙｓｔｅｍ（昭和電工株式会社製；商品名）で分子量分布を分析した結果、数平均分子量が、ポリスチレンに換算した値で３０,０００であった。
(Example 2)
In a reaction vessel equipped with a reflux condenser, a thermometer, a stirrer, and a dropping funnel, 100 parts by weight of propylene glycol monomethyl ether acetate (manufactured by Daishin Chemical Co., Ltd.), Blemmer PSE as an alkoxy polyoxyalkylene glycol (meth) acrylate monomer -1300 (manufactured by NOF Corporation; trade name), 50 parts by weight of 2-hydroxyethyl methacrylate (manufactured by Kyoeisha Chemical Co., Ltd.) as another unsaturated group-containing monomer, polypropylene glycol monomethacrylate (NIPPON OIL CO., LTD.) 20 parts by weight (made by company) was added to prepare a monomer mixed solution. The liquid temperature was heated to 90 ° C. Under a nitrogen atmosphere, a solution of 100 parts by weight of propylene glycol monomethyl ether acetate and 1 part by weight of azobisisobutyronitrile as a radical polymerization initiator was dropped into the monomer mixed solution over about 2 hours. When reacted at 120 ° C. for 2 hours, an acrylic copolymer solution was obtained as a thixotropic agent. As a result of analyzing the molecular weight distribution with a gel permeation chromatography (GPC) analyzer Shodex GPC system (manufactured by Showa Denko KK; trade name), this copolymer was found to have a number average molecular weight of 30, 000.
（実施例３）
還流冷却器、温度計、撹拌機および滴下漏斗を備えた容器に、３−メトキシ−３−メチルブタノール（株式会社クラレ製）の１００重量部、アルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーとしてブレンマーＰＳＥ−１３００（日本油脂株式会社製；商品名）を４０重量部、別な不飽和基含有モノマーとしてアクロイルモルフォリン（株式会社興人製）の１３重量部、メチルアクリル酸（共栄社化学株式会社製）の２重量部、４−ヒドロキシブチルアクリレート（日本化成株式会社製）の１５重量部を入れて、モノマー混合溶液とした。その液温が９０℃となるように加熱した。窒素雰囲気下で、３−メトキシ−３−メチルブタノールの１００重量部とラジカル重合開始剤としてアゾビスイソブチロニトリルの１重量部との溶液を、約２時間かけて、モノマー混合溶液に滴下した。７０℃で２時間反応させると、揺変剤としてアクリル系の共重合物の溶液が得られた。この共重合物は、ゲルパーミエーションクロマトグラフィー（ＧＰＣ）分析装置Ｓｈｏｄｅｘ ＧＰＣ ｓｙｓｔｅｍ（昭和電工株式会社製；商品名）で分子量分布を分析した結果、数平均分子量が、ポリスチレンに換算した値で７０,０００であった。
(Example 3)
In a vessel equipped with a reflux condenser, a thermometer, a stirrer, and a dropping funnel, 100 parts by weight of 3-methoxy-3-methylbutanol (manufactured by Kuraray Co., Ltd.), BLEMMER PSE as an alkoxy polyoxyalkylene glycol (meth) acrylate monomer -1300 (manufactured by NOF Corporation; trade name), 40 parts by weight, 13 parts by weight of acryloylmorpholine (manufactured by Kojin Co., Ltd.) as another unsaturated group-containing monomer, methyl acrylic acid (manufactured by Kyoeisha Chemical Co., Ltd.) 2 parts by weight and 15 parts by weight of 4-hydroxybutyl acrylate (manufactured by Nippon Kasei Co., Ltd.) were added to obtain a monomer mixed solution. The liquid temperature was heated to 90 ° C. Under a nitrogen atmosphere, a solution of 100 parts by weight of 3-methoxy-3-methylbutanol and 1 part by weight of azobisisobutyronitrile as a radical polymerization initiator was dropped into the monomer mixed solution over about 2 hours. . When reacted at 70 ° C. for 2 hours, a solution of an acrylic copolymer as a thixotropic agent was obtained. As a result of analyzing the molecular weight distribution with a gel permeation chromatography (GPC) analyzer Shodex GPC system (manufactured by Showa Denko KK; trade name), this copolymer had a number average molecular weight of 70, 000.
（実施例４）
還流冷却器、温度計、撹拌機および滴下漏斗を備えた反応容器にメチルイソブチルケトン（協和発酵ケミカル株式会社製）の１００重量部、アルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーとしてブレンマーＰＳＥ−１３００（日本油脂株式会社製）の３０重量部、不飽和基含有モノマーとしてジメチルアクリルアミド（株式会社興人製）の２０重量部、メチルメタアクリレート（共栄社化学株式会社製）の１５重量部、４−ヒドロキシブチルアクリレート（日本化成株式会社製）の１５重量部を入れて、モノマー混合溶液とした。その液温が９０℃となるように加熱した。窒素雰囲気下で、３−メトキシ−３−メチルブタノールの１００重量部とラジカル重合開始剤としてアゾビスイソブチロニトリルの１重量部との溶液を、約２時間かけて、モノマー混合溶液に滴下した。７０℃で２時間反応させると、揺変剤としてアクリル系の共重合物の溶液が得られた。この共重合物は、ゲルパーミエーションクロマトグラフィー（ＧＰＣ）分析装置Ｓｈｏｄｅｘ ＧＰＣ ｓｙｓｔｅｍ（昭和電工株式会社製）で分子量分布を分析した結果、数平均分子量が、ポリスチレンに換算した値で５０,０００であった。
Example 4
In a reaction vessel equipped with a reflux condenser, a thermometer, a stirrer, and a dropping funnel, 100 parts by weight of methyl isobutyl ketone (manufactured by Kyowa Hakko Chemical Co., Ltd.), Blemmer PSE-1300 as an alkoxy polyoxyalkylene glycol (meth) acrylate monomer ( 30 parts by weight of Nippon Oil & Fats Co., Ltd., 20 parts by weight of dimethylacrylamide (manufactured by Kojin Co., Ltd.) as the unsaturated group-containing monomer, 15 parts by weight of methyl methacrylate (manufactured by Kyoeisha Chemical Co., Ltd.), 4-hydroxybutyl 15 parts by weight of acrylate (manufactured by Nippon Kasei Co., Ltd.) was added to prepare a monomer mixed solution. The liquid temperature was heated to 90 ° C. Under a nitrogen atmosphere, a solution of 100 parts by weight of 3-methoxy-3-methylbutanol and 1 part by weight of azobisisobutyronitrile as a radical polymerization initiator was dropped into the monomer mixed solution over about 2 hours. . When reacted at 70 ° C. for 2 hours, a solution of an acrylic copolymer as a thixotropic agent was obtained. As a result of analyzing the molecular weight distribution with a gel permeation chromatography (GPC) analyzer Shodex GPC system (manufactured by Showa Denko KK), this copolymer had a number average molecular weight of 50,000 in terms of polystyrene. It was.
（比較例１）
市販のウレタン系揺変剤であるアデカノールＵＨ−４２０（アデカ社製；商品名）を、本発明を適用外の揺変剤として使用した。
(Comparative Example 1)
Adecanol UH-420 (manufactured by Adeka Corp .; trade name), which is a commercially available urethane thixotropic agent, was used as a thixotropic agent to which the present invention was not applied.
（比較例２）
市販のウレタン系揺変剤であるＦＸ−１０５０（エレメンティス社製；商品名）を、本発明を適用外の揺変剤として使用した。
(Comparative Example 2)
A commercially available urethane thixotropic agent, FX-1050 (trade name, manufactured by Elementis Co., Ltd.) was used as a thixotropic agent to which the present invention was not applied.
（比較例３）
市販のウレアー・ウレタン系揺変剤であるＢＹＫ−４２５（ビックケミー社製；商品名）を、本発明を適用外の揺変剤として使用した。
(Comparative Example 3)
BYK-425 (manufactured by Big Chemie; trade name) which is a commercially available urea-urethane thixotropic agent was used as a thixotropic agent to which the present invention was not applied.
（比較例４）
市販のアクリルエマルション系揺変剤であるビスカレックスＨＶ−３０（チバ・スペシャリティ・ケミカルズ社製；商品名）を、本発明を適用外の揺変剤として使用した。
(Comparative Example 4)
A commercially available acrylic emulsion thixotropic agent, Biscarex HV-30 (manufactured by Ciba Specialty Chemicals, Inc .; trade name) was used as a thixotropic agent to which the present invention was not applied.
実施例１〜４、及び比較例１〜４の揺変剤を用いて水系分散体組成物である塗料を調製し、その揺変性性能、耐水性性能について評価した。 Using the thixotropic agents of Examples 1 to 4 and Comparative Examples 1 to 4, paints that are aqueous dispersion compositions were prepared, and their thixotropic properties and water resistance performance were evaluated.
（耐水性評価）
各揺変剤をガラス板に３００μｍアプリケーターで塗布し、１００℃の乾燥機で1時間乾燥させたものを水中に浸漬した。その状態で３０分間放置し、白化の有無、又は溶解の有無を確認した。その結果を表１に示す。
(Water resistance evaluation)
Each thixotropic agent was applied to a glass plate with a 300 μm applicator and dried in a dryer at 100 ° C. for 1 hour, and immersed in water. In that state, it was allowed to stand for 30 minutes to confirm the presence or absence of whitening or the presence or absence of dissolution. The results are shown in Table 1.
（調製実施例及び調製比較例）
水系分散体組成物である塗料を以下のようにして、調製した。
アクリル樹脂（アクリディック）であるウォーターゾールＢＣＤ−３０５０（大日本インキ化学工業株式会社製；商品名）の２８７．３ｇ、イオン交換水の５４ｇ、ブチルセロソルブ(協和発酵ケミカル株式会社製)５４g、塗料用酸化チタンＪＲ−６００Ａ（テイカ株式会社製；商品名）の２１６ｇ、トリエチルアミンの１．１ｇを、９００ｍｌガラス瓶に量り取り、ガラスビーズ（直径１．５〜２．０ｍｍ）の２００ｇを加え、ペイントシェーカーで約１時間分散し、ミルベースを得た。得られたミルベースに、メラミン樹脂であるサイメル３７０（三井サイテック株式会社；サイメルは登録商標）の１０２．５ｇとウォーターゾールＢＣＤ−３０５０（大日本インキ化学工業株式会社；商品名）の２３１．１ｇを加え、翼径４ｃｍのディスパーで２５００ｒｐｍ、１０分間攪拌して、アルキッドディスパージョン塗料を得た。
(Preparation Examples and Preparation Comparative Examples)
A paint which is an aqueous dispersion composition was prepared as follows.
287.3g of Watersol BCD-3050 (Dainippon Ink Chemical Co., Ltd .; trade name), an acrylic resin (Acridic), 54g of ion-exchanged water, 54g of butyl cellosolve (Kyowa Hakko Chemical Co., Ltd.), for paints 216 g of titanium oxide JR-600A (manufactured by Teika Co., Ltd .; trade name) and 1.1 g of triethylamine are weighed into a 900 ml glass bottle, 200 g of glass beads (diameter 1.5 to 2.0 mm) are added, and a paint shaker is used. It was dispersed for about 1 hour to obtain a mill base. 102.5 g of melamine resin Cymel 370 (Mitsui Cytec Co., Ltd .; Cymel is a registered trademark) and 231.1 g of Watersol BCD-3050 (Dainippon Ink Chemical Co., Ltd .; trade name) were added to the mill base. In addition, the mixture was stirred at 2500 rpm for 10 minutes with a dispersion having a blade diameter of 4 cm to obtain an alkyd dispersion paint.
このアルキッドディスパージョン塗料を２２５ｍｌマヨネーズ瓶に１２０ｇ量り取り、実施例１〜４及び比較例１〜４の揺変剤３ｇを別々に加え、ラボディスパー（直径４０ｍｍ羽）を用いて２５００ｒｐｍで３分間分散し、水系分散体組成物である塗料のサンプルを調製した。なお、揺変剤を用いない塗料をブランクのサンプルとした。 120 g of this alkyd dispersion paint is weighed into a 225 ml mayonnaise bottle, 3 g of the thixotropic agent of Examples 1 to 4 and Comparative Examples 1 to 4 are added separately, and dispersed for 3 minutes at 2500 rpm using a lab disperser (diameter 40 mm feather). Then, a paint sample as an aqueous dispersion composition was prepared. A paint without a thixotropic agent was used as a blank sample.
（揺変付与性性能評価）
各サンプルについてＢ型粘度計により、６ｒｐｍ及び６０ｒｐｍの粘度（ｍＰａ・ｓ）を測定した。６ｒｐｍにおける粘度を６０ｒｐｍにおける粘度で除し、ＴＩ値（チクソトロピックインデックス：Ｔｈｉｘｏｔｒｏｐｉｃ Ｉｎｄｅｘ）を算出した。ＴＩ値は高いほど揺変性が優れていることを示す指標である。その結果を表２に示す。
(Evaluation of performance for imparting tampering)
About each sample, the viscosity (mPa * s) of 6 rpm and 60 rpm was measured with the B-type viscometer. The viscosity at 6 rpm was divided by the viscosity at 60 rpm to calculate a TI value (Thixotropic Index). The higher the TI value, the better the thixotropic property. The results are shown in Table 2.
表１及び表２から明らかなように、本発明を適用する実施例の揺変剤及びそれを用いた水系分散体組成物である塗料は、本発明を適用外の揺変剤及びそれを用いた塗料と比べると、揺変付与性が優れていた。そのため垂直面での垂れ防止性能も優れていた。従って、調製実施例の塗料は、調製比較例の塗料に比べ、適度な凝集力を有していることに起因して、垂れ難い。また、耐水性に優れた揺変剤を作製することができる。 As is apparent from Tables 1 and 2, the thixotropic agent of the examples to which the present invention is applied and the paint which is the aqueous dispersion composition using the thixotropic agent are not applied to the present invention. Compared with the paints that were used, it was excellent in the ability to impart thixotropy. Therefore, the dripping prevention performance on the vertical surface was also excellent. Therefore, the coating material of the preparation example is less likely to sag due to having an appropriate cohesive force as compared with the coating material of the preparation comparative example. Moreover, the thixotropic agent excellent in water resistance can be produced.
本発明の揺変剤は、建材や建築物や日用品原材を塗装したり、ペンやマーカーのインキとして充填したりする水系分散体組成物に、添加して用いられる。この揺変剤を含有する水系分散体組成物は、建材や建築物や日用品原材を、塗装、塗布、吹き付けして、その表面を保護したり、着色したり、ペン等に充填して描画したりするのに用いられる。 The thixotropic agent of the present invention is used by being added to an aqueous dispersion composition for coating building materials, buildings, or daily necessities raw materials, or filling them as pen or marker ink. This aqueous dispersion composition containing a thixotropic agent is used to paint, apply, and spray building materials, buildings, and daily necessities to protect their surfaces, color them, fill them with a pen, etc. It is used to do.
Claims (8)
Ｈ２Ｃ＝(Ｒ１)Ｃ−ＣＯＯ(ＣｍＨ２ｍＯ)ｎ−Ｒ２ ・・・（１）
（式（１）中、Ｒ１は水素原子又はメチル基、Ｒ２は炭素数８〜２２の脂肪族炭化水素基、ｍは２〜４の数、ｎは１〜１００の数。）
で表されるアルコキシポリオキシアルキレングリコール（メタ）アクリレートモノマーの重合物で、その数平均分子量が、３,０００〜１,０００,０００であることを特徴とする水系分散体組成物用の揺変剤。 The following chemical formula (1)
H 2 C = (R 1 ) C—COO (C m H 2m O) n —R 2 (1)
(In Formula (1), R 1 is a hydrogen atom or a methyl group, R 2 is an aliphatic hydrocarbon group having 8 to 22 carbon atoms, m is a number of 2 to 4, and n is a number of 1 to 100.)
A polymer for an alkoxypolyoxyalkylene glycol (meth) acrylate monomer represented by the formula (1), having a number average molecular weight of 3,000 to 1,000,000: Agent.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2015528032A (en) * | 2012-07-11 | 2015-09-24 | オムノヴァ・ソリューションズ | Rheological agent, process for its preparation and use |
| US20160108137A1 (en) * | 2008-02-13 | 2016-04-21 | Eastman Chemical Company | Regioselectively substituted cellulose esters produced in a halogenated ionic liquid process and products produced therefrom |
| JP2017190270A (en) * | 2016-04-15 | 2017-10-19 | 竹本油脂株式会社 | Dispersion holding agent for hydraulic compositions |
| JP2020203988A (en) * | 2019-06-18 | 2020-12-24 | ベック株式会社 | Aqueous coating material composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US20160108137A1 (en) * | 2008-02-13 | 2016-04-21 | Eastman Chemical Company | Regioselectively substituted cellulose esters produced in a halogenated ionic liquid process and products produced therefrom |
| US9777074B2 (en) * | 2008-02-13 | 2017-10-03 | Eastman Chemical Company | Regioselectively substituted cellulose esters produced in a halogenated ionic liquid process and products produced therefrom |
| JP2015528032A (en) * | 2012-07-11 | 2015-09-24 | オムノヴァ・ソリューションズ | Rheological agent, process for its preparation and use |
| JP2017190270A (en) * | 2016-04-15 | 2017-10-19 | 竹本油脂株式会社 | Dispersion holding agent for hydraulic compositions |
| JP2020203988A (en) * | 2019-06-18 | 2020-12-24 | ベック株式会社 | Aqueous coating material composition |
| JP7352387B2 (en) | 2019-06-18 | 2023-09-28 | ベック株式会社 | Aqueous dressing composition |
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