JP2009091514A - 水性塗料組成物 - Google Patents
水性塗料組成物 Download PDFInfo
- Publication number
- JP2009091514A JP2009091514A JP2007265620A JP2007265620A JP2009091514A JP 2009091514 A JP2009091514 A JP 2009091514A JP 2007265620 A JP2007265620 A JP 2007265620A JP 2007265620 A JP2007265620 A JP 2007265620A JP 2009091514 A JP2009091514 A JP 2009091514A
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- JP
- Japan
- Prior art keywords
- water
- acid
- group
- coating composition
- polymer particles
- 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
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 101
- 239000008199 coating composition Substances 0.000 title claims abstract description 44
- 239000002245 particle Substances 0.000 claims abstract description 86
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 61
- 229920005989 resin Polymers 0.000 claims abstract description 40
- 239000011347 resin Substances 0.000 claims abstract description 40
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 24
- 239000002904 solvent Substances 0.000 claims abstract description 19
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229920000642 polymer Polymers 0.000 claims abstract description 13
- 238000002835 absorbance Methods 0.000 claims abstract description 12
- 239000000178 monomer Substances 0.000 claims description 82
- -1 polyoxyethylene group Polymers 0.000 claims description 70
- 239000007787 solid Substances 0.000 claims description 37
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 26
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 25
- 239000003995 emulsifying agent Substances 0.000 claims description 23
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 16
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 16
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 6
- 238000007334 copolymerization reaction Methods 0.000 claims description 5
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- 238000012360 testing method Methods 0.000 description 21
- 238000004519 manufacturing process Methods 0.000 description 20
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- 238000001723 curing Methods 0.000 description 18
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 16
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 16
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 16
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 15
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- 229920002554 vinyl polymer Polymers 0.000 description 15
- 235000014113 dietary fatty acids Nutrition 0.000 description 14
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- 238000007720 emulsion polymerization reaction Methods 0.000 description 13
- 239000000049 pigment Substances 0.000 description 13
- 239000000344 soap Substances 0.000 description 13
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- 229920000178 Acrylic resin Polymers 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 150000004665 fatty acids Chemical class 0.000 description 12
- 238000000034 method Methods 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
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- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 10
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 9
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 125000003700 epoxy group Chemical group 0.000 description 9
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 9
- DUIOPKIIICUYRZ-UHFFFAOYSA-N semicarbazide group Chemical group NNC(=O)N DUIOPKIIICUYRZ-UHFFFAOYSA-N 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 239000002585 base Substances 0.000 description 8
- 238000005259 measurement Methods 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 8
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 7
- 239000003431 cross linking reagent Substances 0.000 description 7
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 7
- 239000003381 stabilizer Substances 0.000 description 7
- 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 6
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 125000002723 alicyclic group Chemical group 0.000 description 6
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 6
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 238000000569 multi-angle light scattering Methods 0.000 description 6
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 6
- 238000011056 performance test Methods 0.000 description 6
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 230000008961 swelling Effects 0.000 description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 6
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 5
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 5
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 125000003277 amino group Chemical group 0.000 description 5
- 235000011114 ammonium hydroxide Nutrition 0.000 description 5
- 238000007796 conventional method Methods 0.000 description 5
- 229960002887 deanol Drugs 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- 229920001038 ethylene copolymer Polymers 0.000 description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 5
- 239000011976 maleic acid Substances 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- 229920005606 polypropylene copolymer Polymers 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 239000003981 vehicle Substances 0.000 description 5
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 4
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 230000005856 abnormality Effects 0.000 description 4
- 125000004018 acid anhydride group Chemical group 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- 239000012972 dimethylethanolamine Substances 0.000 description 4
- 238000005530 etching Methods 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
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- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
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- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
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- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
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Classifications
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
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- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
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Abstract
【解決手段】水分散性アクリル重合体粒子(A)、反応性基含有樹脂(B)及び必要に応じて硬化剤(C)を含有する水性塗料組成物であって、該重合体粒子(A)が、重量平均分子量が110万以上であり、かつ、質量濃度1.35%の1,4−ジオキサンを溶媒とする液とした分光光度計による波長330nmにおける吸光度の値が0.2以下であることを特徴とする水性塗料組成物。
【選択図】なし
Description
VOC排出削減の観点から、塗料全般にわたり水性化が進められている。
本塗料における水分散性アクリル重合体粒子(A)は、重量平均分子量が110万以上であり、かつ、質量濃度1.35%の1,4−ジオキサンを溶媒とする液とした分光光度計による波長330nmにおける吸光度の値が0.2以下である水分散性アクリル重合体粒子である。
(8)ビニル化合物:例えば酢酸ビニル、プロピオン酸ビニル、塩化ビニル等。
Kc/R(θ)=1/MwP(θ)+2A2c+・・・ (1)
R(θ)=角度θにおける散乱光(レイリー係数)の還元強度
c=サンプル濃度
Mw=重量平均分子量
A2=第2ビリアル係数
K=光学パラメーター
P(θ)=角度散乱関数
が用いられるが、本発明の重量平均分子量は、サイズ排除クロマトグラフに多角度光散乱検出器を接続したSEC−MALLS法と同様、上記式(1)において、第2ビリアル係数とサンプル濃度との積である第2項以降を無視した式から求めた値をいうものとする。
後記製造例等における測定を含め、本明細書においては、検出器として、DAWN DSP Laser Photometer(Wyatt Technology Co.製)を用い、カラムとして、「KF−806L」を2本、「KF−802」を1本(いずれもShodex社製、商品名)の計3本を用い、溶媒;テトラヒドロフラン、測定温度;40℃、流速;1cc/分、サンプル濃度;0.1wt%の条件で行うものとする。
試料の調製は、水分散性アクリル重合体粒子のエマルションを常温にて乾燥した後、2.5wt%テトラヒドロフラン溶液に調製し、2時間室温にて溶解させることにより行なった。測定時はテトラヒドロフランにてさらに0.1wt%に希釈し、1μmメンブランフィルターにてろ過したものを測定試料として用いた。
反応性基含有樹脂の種類については、反応性基を含有する樹脂であれば、特に制限されるものではなく、例えば、アクリル樹脂、ポリエステル樹脂、ウレタン変性ポリエステル樹脂、エポキシ樹脂などを挙げることができる。
上記水分散性アクリル重合体粒子(A)以外の、ビニルモノマーに代表される重合性不飽和モノマーを共重合することによって既知の方法で、合成することができるアクリル樹脂である。乳化重合により合成されるもの或いは溶液重合により合成されるもののいずれであってもよく、両者を併用することもできる。溶液重合により合成する場合、反応に使用する有機溶剤としては、例えば、プロピレングリコールエーテル系、ジプロピレングリコールエーテル系等の親水性有機溶剤を使用するのが好ましい。また、水分散性の観点から、該アクリル樹脂はカルボキシル基等の酸基を有しているものが好ましい。
カルボキシル基又は酸無水基以外の酸基含有重合性不飽和モノマーとしては、2−アクリルアミド−2−メチルプロパンスルホン酸、アリルスルホン酸、スチレンスルホン酸ナトリウム塩、スルホエチルメタクリレートおよびそのナトリウム塩もしくはアンモニウム塩などをあげることができる。
既知の方法で、常法に従い、多塩基酸と多価アルコ−ルとをエステル化反応させることによって合成することができるポリエステル樹脂である。また、水分散性の観点から、該ポリエステル樹脂としては、カルボキシル基等の酸基を有しているものが好ましい。
エチレングリコール、プロピレングリコール、ジエチレングリコール、トリメチレングリコール、テトラエチレングリコール、トリエチレングリコール、ジプロピレングリコール、1,4−ブタンジオール、1,3−ブタンジオール、2,3−ブタンジオール、1,2−ブタンジオール、3−メチル−1,2−ブタンジオール、1,2−ペンタンジオール、1,5−ペンタンジオール、1,4−ペンタンジオール、2,4−ペンタンジオール、2,3−ジメチルトリメチレングリコール、テトラメチレングリコール、3−メチル−4,5−ペンタンジオール、2,2,4−トリメチル−1,3−ペンタンジオール、1,6−ヘキサンジオール、1,5−ヘキサンジオール、1,4−ヘキサンジオール、2,5−ヘキサンジオール、ネオペンチルグリコール、ヒドロキシピバリン酸ネオペンチルグリコールエステルなどのグリコール類、これらのグリコール類にε−カプロラクトンなどのラクトン類を付加したポリラクトンジオール、ビス(ヒドロキシエチル)テレフタレートなどのポリエステルジオール類、1,3−シクロヘキサンジメタノール、1,4−シクロヘキサンジメタノール、トリシクロデカンジメタノール、水添ビスフェノールA、水添ビスフェノールF、スピログリコール、ジヒドロキシメチルトリシクロデカン、グリセリン、トリメチロールプロパン、トリメチロールエタン、ジグリセリン、トリグリセリン、1,2,6−ヘキサントリオール、ペンタエリスリトール、ジペンタエリスリトール、ジペンタエリスリトール、ソルビトール、マンニトール、並びに、2,2−ジメチロールプロピオン酸、2,2−ジメチロールブタン酸、2,2−ジメチロールペンタン酸、2,2−ジメチロールヘキサン酸、2,2−ジメチロールオクタン酸等のヒドロキシカルボン酸を挙げることができる。
硬化剤(C)は、必要に応じて含有させることができ、特に制限されるものではないが、反応性基含有樹脂(B)が有する反応性基に応じて、該反応性基と反応性を有する硬化剤を使用することができる。
ポリヒドラジド化合物は、カルボニル基を含有する樹脂の架橋剤として使用することができる。
キサゾリン、2−ビニル−4−メチル−2−オキサゾリン、2−ビニル−5−メチル−2
−オキサゾリン、2−イソプロペニル−2−オキサゾリン、2−イソプロペニル−4−メ
チル−2−オキサゾリン、2−イソプロペニル−5−エチル−2−オキサゾリンなどを挙げることができる。
エチル(メタ)アクリレート、プロピル(メタ)アクリレート、ブチル(メタ)アクリレ
ート、2−エチルヘキシル(メタ)アクリレート、シクロヘキシル(メタ)アクリレート
、ラウリル(メタ)アクリレート、イソボルニル(メタ)アクリレート等の(メタ)アク
リル酸の炭素数1〜24個のアルキルまたはシクロアルキルエステル;2−ヒドロキシエ
チル(メタ)アクリレート、ヒドロキシプロピル(メタ)アクリレート等の(メタ)アク
リル酸の炭素数2〜8個のヒドロキシアルキルエステル;スチレン、ビニルトルエン等の
ビニル芳香族化合物;(メタ)アクリルアミド、ジメチルアミノプロピル(メタ)アクリ
ルアミド、ジメチルアミノエチル(メタ)アクリレート、グリシジル(メタ)アクリレー
トとアミン類との付加物;ポリエチレングリコール(メタ)アクリレート;N−ビニルピ
ロリドン、エチレン、ブタジエン、クロロプレン、プロピオン酸ビニル、酢酸ビニル、(
メタ)アクリロニトリル等が挙げられる。これらは単独でまたは2種以上適宜選択される。
塗膜を得ることができるので、例えば、建材用、建築用、自動車用(特に樹脂素材用、保護膜用)などの塗料として用いるのが適している。
製造例1
温度計、サーモスタット、撹拌器、還流冷却器及び滴下装置を備えた反応容器に脱イオン水85部、アデカリアソープSR−1025(注1)1.0部を仕込み、窒素気流中で撹拌混合し、75℃に昇温した。次いで下記のモノマーと開始剤の乳化物(注2)全量のうちの3%量及び0.5%過硫酸アンモニウム水溶液10部とを反応容器内に導入し75℃で2時間保持した。その後、残りのモノマーと開始剤の乳化物を5時間かけて反応容器内に滴下し、滴下終了後6時間熟成を行なった。その後、30℃まで冷却し、5.0%ジメチルエタノールアミン水溶液と脱イオン水を用いて固形分40%、pHが6.8となるように調整した。ついで、200メッシュのナイロンクロスで濾過しながら排出し、平均粒子径135nm(サブミクロン粒度分布測定装置「COULTER N4型」(ベックマン・コールター社製)を用いて、脱イオン水で希釈し20℃で測定した。)、酸価13mgKOH/gの水分散性アクリル重合体粒子1の分散液(固形分40%)を得た。
(注1)アデカリアソープSR−1025:α−スルホ−ω−(1−(アルコキシ)メチル−2−(2−プロペニルオキシ)エトキシ)−ポリ(オキシ−1,2−エタンジイル)のアンモニウム塩、アデカ社製、有効成分25%。
(注2)モノマーと開始剤の乳化物:脱イオン水55部、ラテムルE−118B(ポリオキシエチレンアルキルエーテル硫酸ナトリウム、花王社製、有効成分26%。)2部、アデカリアソープER−40(注3)8部、スチレン10部、メチルメタクリレート30部、n−ブチルアクリレート30部、エチルアクリレート28部及びメタクリル酸2部、並びに、2,2’−アゾビス〔2−(2−イミダゾリン−2−イル)プロパン〕0.2部を混合攪拌して、モノマーと開始剤の乳化物を得た。
モノマーと開始剤の乳化物を下記表1に示す配合とする以外、製造例1と同様にして合成し、水分散性アクリル重合体粒子2〜3を得た。
(注3)アデカリアソープER−40:α−ヒドロ−ω−(1−(アルコキシ)メチル−2−(2−プロペニルオキシ)エトキシ)−ポリ(オキシ−1,2−エタンジイル)、アデカ社製、有効成分60%。
製造例4
温度計、サーモスタット、撹拌器、還流冷却器及び滴下装置を備えた反応容器に脱イオン水36部、Newcol707SF(日本乳化剤(株)製、アニオン性界面活性剤、不揮発分30%)0.36部を仕込み、窒素気流中で撹拌混合し、82℃に昇温した。次いで過硫酸アンモニウム0.1部を添加し、添加15分後から下記組成のプレエマルションを3時間かけて滴下した。
脱イオン水52部、ダイアセトンアクリルアミド5部、アクリル酸0.5部、スチレン10部、メチルメタクリレート32.8部、エチルアクリレート27部、n−ブチルアクリレート24.7部、Newcol−707SF 9.7部、過硫酸アンモニウム0.2部
滴下終了時から30分経過後、0.1部の過硫酸アンモニウムを1.2部の脱イオン水に溶解させた水溶液を30分かけて滴下した。ついで、さらに2時間熟成させた後40℃まで冷却し、pHが8.5となるようにアンモニア水で調整して、反応性基含有樹脂(B−1)の分散液(固形分51.5%)を得た。
温度計、サーモスタット、撹拌器、還流冷却器及び滴下装置を備えた反応容器に脱イオン水30部、Newcol707SF 0.1部を仕込み、窒素気流中で撹拌混合し、85℃に昇温した。この中に下記組成のプレエマルション1の3質量%分及び下記過硫酸アンモニウム水溶液のうちの25質量%分を添加して攪拌した。
脱イオン水27部、スチレン9.8部、メチルメタクリレート19.5部、n−ブチルアクリレート30.8部、2−エチルヘキシルアクリレート9.8部、アクリル酸0.14部、Newcol707SF 4.62部
<過硫酸アンモニウム水溶液>
過硫酸アンモニウム0.5部、脱イオン水10部
滴下終了後、これをさらに1時間、85℃に保持した後、この中に下記プレエマルション2と上記過硫酸アンモニウム水溶液の15%分を1時間かけて滴下した。
脱イオン水11.5部、スチレン4.2部、メチルメタクリレート6.8部、n−ブチルアクリレート13.2部、2−エチルヘキシルアクリレート4.2部、アクリル酸0.06部、ダイアセトンアクリルアミド1.5部、Newcol707SF 2.0部
滴下終了後、これをさらに2時間、85℃に保持した後、40℃に冷却した。次いでアンモニア水でpH8.5に調整することにより、反応性基含有樹脂(B−2)の分散液(固形分濃度55%)を得た。
温度計、サーモスタット、撹拌器、還流冷却器及び滴下装置を備えた反応容器に脱イオン水55部、ドデシルベンゼンスルホン酸ソーダ0.15部を仕込み、窒素気流中で撹拌混合し、82℃に昇温した。この中に下記組成のプレエマルション1を3時間かけて滴下した。
脱イオン水40部、ドデシルベンゼンスルホン酸ソーダ3部、過硫酸アンモニウム0.15部、シクロヘキシルメタクリレート20部、メチルメタクリレート10部、n−ブチルアクリレート29.6部、n−ブチルメタクリレート9部、ビニルトリメトキシシラン 0.7部及びメタクリル酸 0.7部
プレエマルション1の滴下終了後、その中に、下記組成のプレエマルション2を1時間かけて滴下し、その後82℃で2時間熟成した後、40℃まで冷却した。次いでアンモニア水でpH7.5に調整することにより、反応性基含有樹脂(B−3)の分散液(固形分濃度47.7%、平均粒子径130nm)を得た。
脱イオン水18部、ドデシルベンゼンスルホン酸ソーダ 1.5部、過硫酸アンモニウム0.05部、シクロヘキシルメタクリレート15部、メチルメタクリレート10部、n−ブチルアクリレート2部、n−ブチルメタクリレート2.4部、ビニルトリメトキシシラン0.3部及びメタクリル酸0.3部
製造例7
温度計、サーモスタット、撹拌器、還流冷却器及び滴下装置を備えた反応容器に脱イオン水33.5部、Newcol707SF 0.12部を仕込み、窒素気流中で撹拌混合し、80℃に昇温した。この中に過硫酸アンモニウム0.05部を添加し、添加15分後から下記組成のプレエマルション1を140分間かけて滴下した。
脱イオン水27.9部、メチルメタクリレート15.8部、n−ブチルアクリレート41.5部、アクリル酸0.2部、Newcol707SF 6.5部及び過硫酸アンモニウム0.06部
滴下終了後、これをさらに1時間、80℃に保持した後、この中に下記プレエマルション2を60分間かけて滴下した。
脱イオン水18.6部、メチルメタクリレート27.5部、n−ブチルアクリレート12.8部、アクリル酸0.13部、ダイアセトンアクリルアミド2.1部、Newcol707SF 2.8部及び過硫酸アンモニウム0.04部
滴下終了時から30分経過後、0.1部の過硫酸アンモニウムを1部の脱イオン水に溶解させた水溶液を30分間かけて滴下した。ついで、さらに2時間熟成させた後、40℃まで冷却し、pHが7.5となるようにアンモニア水で調整して、反応性基含有樹脂(B−4)の分散液(固形分53.6%)を得た。
製造例4で得た反応性基含有樹脂(B−1)の分散液(固形分濃度51.5%)1286部を撹拌器に投入し、45℃に昇温した。この中に、アジピン酸ジヒドラジド4.9部を脱イオン水25部に溶解させてなる溶液29.9部を添加し、アンモニア水でpH8.5に調整することにより、樹脂分散液(固形分50.7%)の架橋性樹脂分散液(X)を得た。
剥離性:被膜形成後、20℃で1日放置した後、試験板に塗布した剥離性水性塗料組成物被膜を端部から1m/30秒の速度ではがした場合の剥離し易さを試験した。
促進耐侯性:Qパネル社製促進耐候性試験機を用いたQUV促進バクロ試験により、紫外線照射16H/70℃、水凝結8H/50℃を1サイクルとして960時間(40サイクル)試験をし、上記剥離性と同様な方法で被膜を剥離した後に、被塗物である、アミノアルキド塗膜の膨潤その他の塗面異常の有無を観察した。
保護性(耐酸性):40%硫酸を0.4ml被膜上にスポットし、70℃で15分間加熱した後、水洗いしてから被膜を剥離して下のアミノアルキド塗膜の膨潤、ツヤビケ、エッチング跡の有無を観察した。
製造例5で得た反応性基含有樹脂(B−2)の分散液(固形分濃度55%)、製造例1、3で得た水分散性アクリル重合体粒子及び下記表3に示す成分を配合(固形分)し、混合撹拌することにより、各弾性ベース水性塗料組成物2−1〜2−4を得た。
(*2)SNデフォーマーA63:サンノプコ社製、消泡剤
(*3)ノプコサントK:サンノプコ社製、分散剤
(*4)造膜助剤:2,2,4−トリメチル−1,3−ペンタンジオールモノイソブチレート
(*5)スワゾール310:コスモ石油社製、炭化水素系溶剤
弾性ベース単独膜の伸び率:JIS A 6909に準じて試験片を作成した。該乾燥塗膜の単独膜の伸び率を引張試験機オートグラフAG2000B型(島津製作所)を用い、20℃雰囲気で引張速度200mm/分にて測定した。
◎:均一にムラなく平滑に仕上がっており、塗膜外観が極めて良好。
○:平滑性は若干劣るが、塗膜外観は良好。
×:上塗り塗料の吸い込みムラが発生している。
○:ハガレ、フクレ、ワレが全くなく、且つ変色や光沢低下もない。
△:ハガレ、フクレ、ワレは認められないが、若干の変色や光沢低下が認められる。
×:ハガレ、フクレ、ワレのうちのいずれかが認められる。
製造例6で得た反応性基含有樹脂(B−3)の分散液(固形分濃度47.7%)、製造例1〜3で得た水分散性アクリル重合体粒子、シリコーン化合物(メチルトリメトキシシラン縮合物(重量平均分子量約4000))及び顔料ペースト(BYK−190(ビックケミー社製、商品名、分散樹脂)2部、脱イオン水50部、及びチタン白100部を混合し、これをペイントシェーカーにて分散処理したもの(固形分67%))など、下記表4に示す配合にて撹拌混合した後、アンモニア0.1部を加えてpHを約8〜9に調整し、固形分54%の各水性塗料組成物3−1〜3−4を得た。尚、表4の配合は固形分表示である。得られた各水性塗料組成物を下記性能試験に供した。
◎:ツヤビケ、白濁が認められず極めて良好、○:若干ツヤビケが認められるが良好、×:ツヤビケが認められ、塗膜が白濁している
実施例9
水性ポリプロピレン/エチレン共重合体1(メタロセン系触媒を用いて得られたエチレン−プロピレン共重合体(エチレン含有率5%)に対しマレイン酸付加量8重量%で変性したもので、融点80℃、Mwが約10万、Mw/Mnが約2.1、酸価35であるものを、ジメチルエタノールアミンで当量中和し、さらにポリプロピレン/エチレン共重合体100部に対して乳化剤10部使用で水分散したもの)を固形分重量で55部、「UX5210」(三洋化成工業社製、ウレタンディスパージョン)を固形分重量で20部、「エポクロスWS−100」(日本触媒社製、オキサゾリン基含有アクリル樹脂、固形分40%、オキサゾリン当量220)を固形分重量で10部、製造例1で作成した水分散性アクリル重合体粒子1の分散液を固形分重量で15部、「JR−806」(テイカ社製、チタン白)120部を、常法に従って配合し、固形分40%となるように脱イオン水で希釈して水性塗料4−1を得た。
実施例9で、水性ポリプロピレン/エチレン共重合体1を67部、「エポクロスWS−100」を13部とし、水分散性アクリル重合体粒子1の分散液を配合しない以外は実施例9と同様にして水性塗料4−2を得た。
水性ポリプロピレン/エチレン共重合体1(実施例9と同じ)を固形分重量で55部、「UX5210」を固形分重量で20部、製造例1で作成した水分散性アクリル重合体粒子1の分散液を固形分重量で15部、「カルボジライトV−02」(日清紡社製、カルボジイミド基含有化合物、固形分40%、カルボジイミド当量590)を固形分重量で10部、「JR−806」120部を、常法に従って配合し、固形分40%となるように脱イオン水で希釈して水性塗料4−3を得た。
実施例10で、水性ポリプロピレン/エチレン共重合体を67部、「カルボジライトV−02」を13部とし、水分散性アクリル重合体粒子1の分散液を配合しない以外は実施例10と同様にして水性塗料4−4を得た。
変性ポリプロピレンの水分散体(注1)を固形分重量で30部、製造例7で製造した反応性基含有樹脂(B−4)の分散液を固形分重量で45部、製造例1で作成した水分散性アクリル重合体粒子1の分散液を固形分重量で15部、セミカルバジド硬化剤(注2)10部、「JR−806」120部を、常法に従って配合し、固形分40%となるように脱イオン水で希釈して水性塗料4−5を得た。
実施例11で、反応性基含有樹脂(B−4)の分散液を固形分重量で57部、セミカルバジド硬化剤を13部とし、水分散性アクリル重合体粒子1の分散液を配合しない以外は実施例11と同様にして水性塗料4−6を得た。
(外観)○:塗膜外観に異常が認められない △:ツヤビケが生じている ×:ブリスターが発生している
(付着)塗膜面に素地に達するようにカッターで切り込み線を入れ、大きさ2mm×2mmの碁盤目を100個作り、塗膜面に粘着セロハンテープを貼着し、20℃で、急激に剥離した後の碁盤目の残存塗膜数を調べた。
○:100個(剥離が認められない) △:95〜99個 ×:95個未満
Claims (9)
- 水分散性アクリル重合体粒子(A)、反応性基含有樹脂(B)及び必要に応じて硬化剤(C)を含有する水性塗料組成物であって、該重合体粒子(A)が、重量平均分子量が110万以上であり、かつ、質量濃度1.35%の1,4−ジオキサンを溶媒とする液とした分光光度計による波長330nmにおける吸光度の値が0.2以下であることを特徴とする水性塗料組成物。
- 水分散性アクリル重合体粒子(A)の重量平均分子量が110万〜1000万である請求項1に記載の水性塗料組成物。
- (B)の反応性基が、カルボキシル基、カルボニル基及びアルコキシシリル基から選ばれる少なくとも1種である請求項1又は2に記載の水性塗料組成物。
- (A)成分、(B)成分及び(C)成分の総量の樹脂固形分100質量部を基準にして、固形分として、(A)成分が1〜80質量%、(B)成分が1〜90質量%、(C)成分が0〜60質量%である請求項1〜3のいずれかに記載の水性塗料組成物。
- 水分散性アクリル重合体粒子(A)が、重合性不飽和モノマーの総量を基準にして、メタクリル酸0.1〜25質量%を共重合モノマー成分とするものである請求項1〜4のいずれかに記載の水性塗料組成物。
- 水分散性アクリル重合体粒子(A)が、重合性不飽和モノマーの総量を基準にして、水酸基含有メタクリレートモノマー0.1〜40質量%を共重合モノマー成分とするものである請求項1〜5のいずれかに記載の水性塗料組成物。
- 水分散性アクリル重合体粒子(A)が、重合性不飽和モノマーの総量を基準にして、アクリレートモノマー及びスチレンの合計が20〜80質量%となる割合で共重合モノマー成分とするものである請求項1〜6のいずれかに記載の水性塗料組成物。
- 水分散性アクリル重合体粒子(A)が1分子中に、−(CH2CH2O)n−(nは5〜60の整数)で表わされるポリオキシエチレン基及び重合性不飽和基を有する反応性乳化剤を共重合成分とするものである請求項1〜7のいずれかに記載の水性塗料組成物。
- 請求項1〜8のいずれかに記載の水性塗料組成物が塗装された物品。
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CN101407688A (zh) | 2009-04-15 |
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