JP5709807B2 - 水性アニオン樹脂分散体のキレート剤での安定化 - Google Patents
水性アニオン樹脂分散体のキレート剤での安定化 Download PDFInfo
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- JP5709807B2 JP5709807B2 JP2012165093A JP2012165093A JP5709807B2 JP 5709807 B2 JP5709807 B2 JP 5709807B2 JP 2012165093 A JP2012165093 A JP 2012165093A JP 2012165093 A JP2012165093 A JP 2012165093A JP 5709807 B2 JP5709807 B2 JP 5709807B2
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- BEQVQKJCLJBTKZ-UHFFFAOYSA-N diphenylphosphinic acid Chemical compound C=1C=CC=CC=1P(=O)(O)C1=CC=CC=C1 BEQVQKJCLJBTKZ-UHFFFAOYSA-N 0.000 description 1
- 239000001177 diphosphate Substances 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- SVMUEEINWGBIPD-UHFFFAOYSA-N dodecylphosphonic acid Chemical compound CCCCCCCCCCCCP(O)(O)=O SVMUEEINWGBIPD-UHFFFAOYSA-N 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000008397 galvanized steel Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- VCOCWGTYSUNGHT-UHFFFAOYSA-N heptadecylphosphonic acid Chemical compound CCCCCCCCCCCCCCCCCP(O)(O)=O VCOCWGTYSUNGHT-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- UACSZOWTRIJIFU-UHFFFAOYSA-N hydroxymethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCO UACSZOWTRIJIFU-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229940102253 isopropanolamine Drugs 0.000 description 1
- CRGGPIWCSGOBDN-UHFFFAOYSA-N magnesium;dioxido(dioxo)chromium Chemical compound [Mg+2].[O-][Cr]([O-])(=O)=O CRGGPIWCSGOBDN-UHFFFAOYSA-N 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 229910001463 metal phosphate Inorganic materials 0.000 description 1
- 125000005395 methacrylic acid group Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- RMJCJLHZCBFPDN-UHFFFAOYSA-N methyl(phenyl)phosphinic acid Chemical compound CP(O)(=O)C1=CC=CC=C1 RMJCJLHZCBFPDN-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- REOJLIXKJWXUGB-UHFFFAOYSA-N mofebutazone Chemical group O=C1C(CCCC)C(=O)NN1C1=CC=CC=C1 REOJLIXKJWXUGB-UHFFFAOYSA-N 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- FTMKAMVLFVRZQX-UHFFFAOYSA-N octadecylphosphonic acid Chemical compound CCCCCCCCCCCCCCCCCCP(O)(O)=O FTMKAMVLFVRZQX-UHFFFAOYSA-N 0.000 description 1
- NJGCRMAPOWGWMW-UHFFFAOYSA-N octylphosphonic acid Chemical compound CCCCCCCCP(O)(O)=O NJGCRMAPOWGWMW-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- QQWAKSKPSOFJFF-UHFFFAOYSA-N oxiran-2-ylmethyl 2,2-dimethyloctanoate Chemical compound CCCCCCC(C)(C)C(=O)OCC1CO1 QQWAKSKPSOFJFF-UHFFFAOYSA-N 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- CKVICYBZYGZLLP-UHFFFAOYSA-N pentylphosphonic acid Chemical compound CCCCCP(O)(O)=O CKVICYBZYGZLLP-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- NSETWVJZUWGCKE-UHFFFAOYSA-N propylphosphonic acid Chemical compound CCCP(O)(O)=O NSETWVJZUWGCKE-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
- C09D5/4419—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications with polymers obtained otherwise than by polymerisation reactions only involving carbon-to-carbon unsaturated bonds
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Colloid Chemistry (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Description
本発明は、例えば以下の項目を提供する。
(項目1)
(1)アニオン樹脂、
(2)二価金属カチオンの顔料、および
(3)前記顔料と反応できるキレート剤
を含む水性樹脂分散体。
(項目2)
前記アニオン樹脂がポリエポキシドとリン含有酸との反応生成物である、項目1に記載の水性分散体。
(項目3)
前記ポリエポキシドが多価フェノールのポリグリシジルエーテルである、項目2に記載の水性分散体。
(項目4)
前記リン含有酸が、リン酸、有機ホスホン酸およびこれらの混合物から選択される、項目2に記載の水性分散体。
(項目5)
前記アニオン樹脂が、前記分散体の固体重量に基づいて、30から80重量パーセントの量で存在する、項目1に記載の水性分散体。
(項目6)
前記二価金属カチオンが、カルシウム、ストロンチウム、マグネシウムおよびバリウムから選択される、項目1に記載の水性分散体。
(項目7)
前記顔料がクロムを含む、項目1に記載の水性分散体。
(項目8)
前記顔料がクロム酸ストロンチウムである、項目7に記載の水性分散体。
(項目9)
前記水性分散体の重量に基づいて、10重量パーセントまでの顔料を含む、項目1に記載の水性分散体。
(項目10)
前記キレート剤がエチレンジアミン四酢酸である、項目1に記載の水性分散体。
(項目11)
前記キレート剤が、前記水性分散体に、キレート剤と顔料の重量比が0.01から5:1であるように添加される、項目1に記載の水性分散体。
(項目12)
アゾールを含む、項目1に記載の水性分散体。
(項目13)
前記アゾールがベンゾトリアゾールである、項目12に記載の水性分散体。
(項目14)
前記アゾールが、前記水性分散体の重量に基づいて、少なくとも0.05重量パーセントの量で前記水性分散体中に存在する、項目12に記載の水性分散体。
(項目15)
水性樹脂分散体に浸漬されているアノードおよびカソードを含む電気回路におけるアノードとして機能する導電性基板を電着する方法であって、樹脂組成物を前記アノードに付着させるために前記アノードと前記カソードの間に電流を通すことを含み、前記水性分散体が、
(a)アニオン樹脂、および
(b)(i)二価金属カチオンの顔料と
(ii)キレート剤と
の反応生成物
を含むことを特徴とする方法。
(項目16)
前記アニオン樹脂が、ポリエポキシドとリン含有酸との反応生成物である、項目15に記載の方法。
(項目17)
前記アニオン樹脂が、前記水性分散体の固体重量に基づいて、30から80重量パーセントの量で存在する、項目15に記載の方法。
(項目18)
前記二価金属カチオンが、カルシウム、マグネシウム、ストロンチウムおよびバリウムから選択される、項目15に記載の方法。
(項目19)
前記顔料がクロムを含む、項目15に記載の方法。
(項目20)
前記顔料が、前記水性分散体の重量に基づいて、10重量パーセントまでの量で前記水性分散体中に存在する、項目15に記載の方法。
(項目21)
前記キレート剤がエチレンジアミン四酢酸である、項目15に記載の方法。
(項目22)
前記水性分散体がアゾールを含む、項目15に記載の方法。
(項目23)
前記アゾールがベンゾトリアゾールである、項目22に記載の方法。
(項目24)
前記アゾールが、前記水性分散体の重量に基づいて、少なくとも0.05重量パーセントの量で前記水性分散体中に存在する、項目22に記載の方法。
キレート剤を含まないアニオン樹脂分散体
824.2部のビスフェノールAジグリシジルエーテル(EEW 188)、265.1部のビスフェノールA、および210.7部の2−n−ブトキシ−1−エタノールの混合物を115℃に加熱した。その時点で、0.8部のエチルトリフェニルホスホニウムヨージドを加えた。この混合物を加熱し、少なくとも165℃の温度で1時間保った。混合物が88℃まで冷めた時、51.6部のEktasolve EEH溶媒(Eastman Chemical Companyから入手可能)および23.4部の2−n−ブトキシ−1−エタノールを加えた。88℃で、39.2部の85%のo−リン酸および6.9部のEktasolve EEHを加え、その後、反応混合物を少なくとも120℃の温度で30分間保った。その時点で、混合物を100℃まで冷却し、72.0部の脱イオン水を徐々に導入した。一旦水の添加が完了すると、約100℃の温度を2時間保った。次いで、混合物を90℃に冷却し、90.6部のジイソプロパノールアミンを加え、その後、415.5部のCymel 1130メチル化/ブチル化メラミンホルムアルデヒド樹脂(Cytec Industries,Inc.から入手可能)を加えた。30分の混合後、1800部のこの混合物を1497.8部の撹拌された脱イオン水に入れて、逆−希薄化した。追加の347.1部の脱イオン水を加えて、均質な分散体を得たが、この分散体は、110℃で1時間後、41.9%の固体含量を示した。
0.36%のEDTAを含むアニオン樹脂分散体
792.6部のビスフェノールAジグリシジルエーテル(EEW 188)、254.9部のビスフェノールA、および202.6部の2−n−ブトキシ−1−エタノールの混合物を115℃に加熱した。その時点で、0.8部のエチルトリフェニルホスホニウムヨージドを加えた。この混合物を加熱し、少なくとも165℃の温度で1時間保った。混合物が88℃まで冷めた時、49.6部のEktasolve EEH溶媒および22.5部の2−n−ブトキシ−1−エタノールを加えた。88℃で、37.7部の85%のo−リン酸および6.6部のEktasolve EEHを加え、その後、反応混合物を少なくとも120℃の温度で30分間保った。その時点で、混合物を100℃まで冷却し、69.2部の脱イオン水を徐々に導入した。一旦水の添加が完了すると、約100℃の温度を2時間保った。次いで、混合物を90℃に冷却し、87.1部のジイソプロパノールアミンを加え、その後、9.9部のジイソプロパノールアミンと5.4部のエチレンジアミン四酢酸および61.4部の脱イオン水との混合物を加え、次に、399.6部のCymel 1130メチル化/ブチル化メラミンホルムアルデヒド樹脂を加えた。30分の混合後、1800部のこの混合物を1382.9部の撹拌された脱イオン水に入れて、逆−希薄化した。追加の335.0部の脱イオン水を加えて、均質な分散体を得たが、この分散体は、110℃で1時間後、41.8%の固体含量を示した。
0.73%のEDTAを含む水性樹脂分散体
792.6部のビスフェノールAジグリシジルエーテル(EEW 188)、254.9部のビスフェノールA、および202.6部の2−n−ブトキシ−1−エタノールの混合物を115℃に加熱した。その時点で、0.8部のエチルトリフェニルホスホニウムヨージドを加えた。この混合物を加熱し、少なくとも165℃の温度で1時間保った。混合物が88℃まで冷めた時、49.6部のEktasolve EEH溶媒および22.5部の2−n−ブトキシ−1−エタノールを加えた。88℃で、37.7部の85%のo−リン酸および6.6部のEktasolve EEHを加え、その後、反応混合物を少なくとも120℃の温度で30分間保った。その時点で、混合物を100℃まで冷却し、69.2部の脱イオン水を徐々に導入した。一旦水の添加が完了すると、約100℃の温度を2時間保った。次いで、混合物を90℃に冷却し、87.1部のジイソプロパノールアミンを加え、その後、19.8部のジイソプロパノールアミンと10.9部のエチレンジアミン四酢酸(EDTA)および122.8部の脱イオン水との混合物を加え、次に、399.6部のCymel 1130メチル化/ブチル化メラミンホルムアルデヒド樹脂を加えた。30分の混合後、1800部のこの混合物を1276.5部の撹拌された脱イオン水に入れて、逆−希薄化した。追加の323.8部の脱イオン水を加えて、均質な分散体を得たが、この分散体は、110℃で1時間後、42.1%の固体含量を示した。
Claims (7)
- 水性樹脂分散体に浸漬されているアノードおよびカソードを含む電気回路におけるアノードとして機能するアルミニウム基板を電着する方法であって、樹脂組成物を前記アノードに付着させるために前記アノードと前記カソードの間に電流を通すことを含み、前記水性分散体が、
(a)ポリエポキシドとリン含有酸との反応生成物であるアニオン樹脂、および
(b)(i)クロム酸ストロンチウムと
(ii)キレート剤と
の反応生成物
を含むことを特徴とする方法。 - 前記アニオン樹脂が、前記水性分散体の固体重量に基づいて、30から80重量パーセントの量で存在する、請求項1に記載の方法。
- 前記クロム酸ストロンチウムが、前記水性分散体の重量に基づいて、10重量パーセントまでの量で前記水性分散体中に存在する、請求項1に記載の方法。
- 前記キレート剤がエチレンジアミン四酢酸である、請求項1に記載の方法。
- 前記水性分散体がアゾールを含む、請求項1に記載の方法。
- 前記アゾールがベンゾトリアゾールである、請求項5に記載の方法。
- 前記アゾールが、前記水性分散体の重量に基づいて、少なくとも0.05重量パーセントの量で前記水性分散体中に存在する、請求項5に記載の方法。
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US8877029B2 (en) | 2007-08-15 | 2014-11-04 | Ppg Industries Ohio, Inc. | Electrodeposition coatings including a lanthanide series element for use over aluminum substrates |
US8323470B2 (en) * | 2007-08-15 | 2012-12-04 | Ppg Industries Ohio, Inc. | Electrodeposition coatings for use over aluminum substrates |
JP5987148B2 (ja) * | 2012-10-11 | 2016-09-07 | ピーアールシー−デソト インターナショナル,インコーポレイティド | コーティング/シーラント系、水性樹脂分散体、水性樹脂分散体を作製するための方法、及び電着塗装の方法 |
US20160040300A1 (en) * | 2013-03-16 | 2016-02-11 | Prc- Desoto International, Inc. | Azole Compounds as Corrosion Inhibitors |
CN103433010B (zh) * | 2013-09-12 | 2015-05-06 | 凯瑞化工股份有限公司 | 一种用于色谱分离的凝胶型苯乙烯系阳离子树脂的制备方法 |
CN112980295A (zh) * | 2021-03-23 | 2021-06-18 | 江西智信新材料有限公司 | 一种水性环氧酯树脂组合物及其制备方法以及用其制备的水性涂料 |
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ES2567448T3 (es) | 2016-04-22 |
EP2178991B1 (en) | 2016-03-16 |
WO2009023687A1 (en) | 2009-02-19 |
US8070927B2 (en) | 2011-12-06 |
MX2010001768A (es) | 2010-03-10 |
RU2457227C2 (ru) | 2012-07-27 |
AU2008286929B2 (en) | 2011-07-07 |
BRPI0814495B1 (pt) | 2018-11-27 |
CA2696342C (en) | 2013-04-09 |
KR101099905B1 (ko) | 2011-12-28 |
CA2696342A1 (en) | 2009-02-19 |
HK1143388A1 (en) | 2010-12-31 |
AU2008286929A1 (en) | 2009-02-19 |
CN101809097A (zh) | 2010-08-18 |
KR20100053656A (ko) | 2010-05-20 |
EP2178991A1 (en) | 2010-04-28 |
US20090045065A1 (en) | 2009-02-19 |
JP2012197459A (ja) | 2012-10-18 |
JP2012251153A (ja) | 2012-12-20 |
JP2010536955A (ja) | 2010-12-02 |
RU2010109391A (ru) | 2011-09-20 |
BRPI0814495A2 (pt) | 2015-02-03 |
CN101809097B (zh) | 2013-03-20 |
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