JP2022028627A - 防汚塗料組成物 - Google Patents
防汚塗料組成物 Download PDFInfo
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- JP2022028627A JP2022028627A JP2021123726A JP2021123726A JP2022028627A JP 2022028627 A JP2022028627 A JP 2022028627A JP 2021123726 A JP2021123726 A JP 2021123726A JP 2021123726 A JP2021123726 A JP 2021123726A JP 2022028627 A JP2022028627 A JP 2022028627A
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- JP
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- Prior art keywords
- meth
- polymerizable unsaturated
- coating composition
- acrylic resin
- acrylate
- Prior art date
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Links
- 230000003373 anti-fouling effect Effects 0.000 title claims abstract description 97
- 239000008199 coating composition Substances 0.000 title claims abstract description 52
- 239000000178 monomer Substances 0.000 claims abstract description 99
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 57
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 57
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 45
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims abstract description 42
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims abstract description 40
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims abstract description 40
- -1 aromatic vinyl compound Chemical class 0.000 claims abstract description 34
- 150000001875 compounds Chemical class 0.000 claims abstract description 32
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 12
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 12
- 229960002140 medetomidine Drugs 0.000 claims abstract description 12
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 12
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 11
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 10
- 229920001577 copolymer Polymers 0.000 claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 6
- 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 claims abstract description 6
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 5
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 5
- HRLIOXLXPOHXTA-UHFFFAOYSA-N medetomidine Chemical compound C=1C=CC(C)=C(C)C=1C(C)C1=CN=C[N]1 HRLIOXLXPOHXTA-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000011248 coating agent Substances 0.000 claims description 24
- 238000000576 coating method Methods 0.000 claims description 24
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- 229910052751 metal Inorganic materials 0.000 claims description 10
- 239000002184 metal Substances 0.000 claims description 10
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- 239000002519 antifouling agent Substances 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 6
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 claims description 4
- QHNCWVQDOPICKC-UHFFFAOYSA-N copper;1-hydroxypyridine-2-thione Chemical compound [Cu].ON1C=CC=CC1=S.ON1C=CC=CC1=S QHNCWVQDOPICKC-UHFFFAOYSA-N 0.000 claims description 4
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 claims description 4
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- 239000011787 zinc oxide Substances 0.000 claims description 4
- 229940043810 zinc pyrithione Drugs 0.000 claims description 4
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000003860 storage Methods 0.000 abstract description 15
- 239000003973 paint Substances 0.000 description 26
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- 239000000203 mixture Substances 0.000 description 23
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- CUHVIMMYOGQXCV-UHFFFAOYSA-N medetomidine Chemical compound C=1C=CC(C)=C(C)C=1C(C)C1=CNC=N1 CUHVIMMYOGQXCV-UHFFFAOYSA-N 0.000 description 11
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- 239000001993 wax Substances 0.000 description 7
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- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
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- 150000001252 acrylic acid derivatives Chemical class 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 150000002894 organic compounds Chemical class 0.000 description 6
- 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 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
- 229910052802 copper Inorganic materials 0.000 description 5
- 239000010949 copper Substances 0.000 description 5
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 5
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- 239000000049 pigment Substances 0.000 description 5
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- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
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- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 230000003449 preventive effect Effects 0.000 description 4
- 230000003068 static effect Effects 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 3
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical class CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- JLIDVCMBCGBIEY-UHFFFAOYSA-N 1-penten-3-one Chemical compound CCC(=O)C=C JLIDVCMBCGBIEY-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- JJRDRFZYKKFYMO-UHFFFAOYSA-N 2-methyl-2-(2-methylbutan-2-ylperoxy)butane Chemical compound CCC(C)(C)OOC(C)(C)CC JJRDRFZYKKFYMO-UHFFFAOYSA-N 0.000 description 2
- FSGAMPVWQZPGJF-UHFFFAOYSA-N 2-methylbutan-2-yl ethaneperoxoate Chemical compound CCC(C)(C)OOC(C)=O FSGAMPVWQZPGJF-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-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
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- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
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- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
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- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
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- ADDAJJNRBDCPFR-UHFFFAOYSA-N (5-thiocyanatothiophen-2-yl) thiocyanate Chemical compound N#CSC1=CC=C(SC#N)S1 ADDAJJNRBDCPFR-UHFFFAOYSA-N 0.000 description 1
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- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
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- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
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- YAQDPWONDFRAHF-UHFFFAOYSA-N 2-methyl-2-(2-methylpentan-2-ylperoxy)pentane Chemical class CCCC(C)(C)OOC(C)(C)CCC YAQDPWONDFRAHF-UHFFFAOYSA-N 0.000 description 1
- IFXDUNDBQDXPQZ-UHFFFAOYSA-N 2-methylbutan-2-yl 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)(C)CC IFXDUNDBQDXPQZ-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Paints Or Removers (AREA)
Abstract
Description
項1.
アクリル樹脂(A)、ロジン系化合物(B)及びメデトミジン(C)を含み、
前記アクリル樹脂(A)が、親水性モノマー及び疎水性モノマーを含む重合性不飽和モノマー成分を共重合してなる共重合体であって、
前記親水性モノマーがアルコキシ(メタ)アクリレート、水酸基含有重合性不飽和モノマー及びカルボキシル基含有重合性不飽和モノマーから選ばれる少なくとも1種であり、
前記疎水性モノマーが、アルキル(メタ)アクリレート及び芳香族ビニル化合物から選ばれる少なくとも1種であって、
前記重合性不飽和モノマー成分が、トリイソプロピルシリル(メタ)アクリレートを含まず、
前記アクリル樹脂(A)の重合に使用される前記重合性不飽和モノマー中の前記親水性モノマーの共重合割合が5質量%以上であり、
前記アクリル樹脂(A)/前記ロジン系化合物(B)の不揮発分質量比が10/90~90/10である、防汚塗料組成物。
項2.
前記親水性モノマーがその成分の一部としてアルコキシ(メタ)アクリレートを含む、項1に記載の防汚塗料組成物。
項3.
前記親水性モノマーがその成分の一部としてカルボキシル基含有重合性不飽和モノマーを含む、項1または2記載の防汚塗料組成物。
項4.
前記アクリル樹脂(A)の溶解性パラメータが、8.0~11.0の範囲内にある、項1~3のいずれか1項に記載の防汚塗料組成物。
項5.
前記アクリル樹脂(A)のガラス転移温度が、10~60℃の範囲内にある、項1~4のいずれか1項に記載の防汚塗料組成物。
項6.
前記ロジン系化合物(B)が、ロジン金属塩である、項1~5のいずれか1項に記載の防汚塗料組成物。
項7.
亜酸化銅、酸化亜鉛、銅ピリチオン及び亜鉛ピリチオンから選ばれる少なくとも1種の防汚剤を含む、項1~6のいずれか1項に記載の防汚塗料組成物。
項8.
項1~7のいずれか1項に記載の防汚塗料組成物からなる塗膜を有する塗装物品。
本発明の防汚塗料組成物は、アクリル樹脂(A)を含有する。前記アクリル樹脂(A)は、(メタ)アクリレートを主成分とする重合性不飽和モノマーの共重合体であり、親水性モノマー及び疎水性モノマーを含む重合性不飽和モノマー成分を共重合してなる共重合体である。
(メタ)アクリロニトリル、(メタ)アクリルアミド、N,N-ジメチル(メタ)アクリルアミド、(メタ)アクリロイルモルホリン、N-イソプロピル(メタ)アクリルアミド、N-ヒドロキシメチル(メタ)アクリルアミド、N-アルコキシメチル(メタ)アクリルアミド、N,N-ジメチルアミノエチル(メタ)アクリレート、N,N-ジエチルアミノエチル(メタ)アクリレート、N,N-ジメチルアミノプロピル(メタ)アクリルアミド、グリシジル(メタ)アクリレートとアミン化合物との付加物等の窒素含有重合性不飽和モノマー;
(メタ)アクリル酸ベンジル、(メタ)アクリル酸フェニル等の(メタ)アクリル酸芳香族化合物;
塩化ビニル;塩化ビニリデン;(メタ)アクリロニトリル;酢酸ビニル;ブチルビニルエーテル;ラウリルビニルエーテル;N-ビニルピロリドン;プロピオン酸ビニル、酢酸ビニル等のビニル化合物;
グリシジル(メタ)アクリレート、β-メチルグリシジル(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、3,4-エポキシシクロヘキシルエチル(メタ)アクリレート、3,4-エポキシシクロヘキシルプロピル(メタ)アクリレート、アリルグリシジルエーテル等のエポキシ基含有重合性不飽和モノマー;
2-(メタ)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、スルホエチル(メタ)アクリレート及びこれらのナトリウム塩又はアンモニウム塩等のスルホン酸基含有重合性不飽和モノマー;
2-(メタ)アクリロイルオキシエチルアシッドホスフェート等のリン酸基含有重合性不飽和モノマー;
アクロレイン、ダイアセトン(メタ)アクリルアミド、アセトアセトキシエチル(メタ)アクリレート、4~7個の炭素原子を有するビニルアルキルケトン(例えば、ビニルメチルケトン、ビニルエチルケトン、ビニルブチルケトン)等のカルボニル基含有重合性不飽和モノマー;及びこれらの組み合わせを挙げることができる。
SP値=SP1×fw1+SP2×fw2+………+SPn×fwn
上記式中、SP1、SP2、………SPnは、各重合性不飽和モノマーのホモポリマーのSP値を表し、fw1、fw2、………fwnは、各重合性不飽和モノマーのモノマー総量に対する質量分率を表す。
ここで、重合性不飽和モノマーのホモポリマーのSP値は、該モノマーのホモポリマーを重量平均分子量が50,000程度になるようにして合成した試料の濁点滴定法によるSP値とする。
δ3=(Vml1/2・δml+Vmh1/2・δmh)/(Vml1/2+Vmh1/2)
Vml,Vmh:それぞれSP値の低い貧溶媒と高い貧溶媒の滴下量
δml,δmh:それぞれSP値の低い貧溶媒と高い貧溶媒のSP値
δ3:試料のSP値
ここで貧溶媒には、高SP貧溶媒としてイオン交換水(SP値23.4)を用い、低SP貧溶媒としてn-ヘキサン(SP値7.3)を使用する。
1/Tg(K)=W1/T1+W2/T2+・・・Wn/Tn
Tg(℃)=Tg(K)-273
式中、W1、W2、・・・Wnは各モノマーの質量分率であり、T1、T2・・・Tnは各重合性不飽和モノマーのホモポリマーのガラス転移温度Tg(K)である。なお、各重合性不飽和モノマーのホモポリマーのガラス転移温度は、該モノマーのホモポリマーを重量平均分子量が50,000程度になるようにして合成したときの静的ガラス転移温度とする。
また、本発明の防汚塗料組成物は、防汚性の点からロジン系化合物を含む。ロジンとは樹木から採取される樹脂酸の混合物である。樹脂酸としては、例えば、アビエチン酸、ネオアビエチン酸、デヒドロアビエチン酸、パラストリン酸、ピマール酸、イソピマール酸、サンダラコピマール酸、レボピマール酸などが挙げられる。
本発明の防汚塗料組成物は、貯蔵安定性と長期の防汚性の両立の点から、メデトミジン(C)を含有する。メデトミジンは体系名:(±)4-[1-(2,3-ジメチルフェニル)エチル]-1H-イミダゾールである。
本発明では必要に応じて、メデトミジン(C)のほかに、他の防汚剤を併用することができる。他の防汚剤としては、従来より公知のもの、例えば、無機化合物、金属を含む有機化合物及び金属を含まない有機化合物などが挙げられる。
本発明の防汚塗料組成物には、上記アクリル樹脂(A)、ロジン系化合物(B)及びメデトミジン(C)の他に、顔料、可塑剤、粘性調整剤、消泡剤、酸化防止剤、アクリル樹脂(A)以外の樹脂、溶剤などの一般的な塗料組成物に用いられている各種成分を、必要に応じて配合することができる。これらの成分は、単独で又は2種以上を組み合わせて用いることができる。
製造例1
攪拌機付きのフラスコに、キシレン40部を仕込んだ後、液相温度を100℃に維持し、メトキシエチルアクリレート40部、メチルメタクリレート60部、キシレン68部、アゾビスイソブチロニトリル2.0部の混合溶液を、フラスコの中へ3時間で滴下した。滴下終了後、同温度で30分間保持した。次いでキシレン10部と「パーブチルO」(商品名、日本油脂社製、t-ブチルパーオキシオクトエート)1部との混合物を20分間で滴下し、同温度で2時間攪拌を続けてから、液相の冷却を開始した。生成した樹脂の不揮発分濃度が50質量%となるように、フラスコの中にキシレンを加えて樹脂溶液を調製し、重量平均分子量が50000のアクリル樹脂(A-1)の樹脂溶液を得た。
製造例1において各成分の配合量を表1のとおりとする以外は製造例1と同様にしてアクリル樹脂(A-2)~(A-18)の樹脂溶液を得た。
Tgは下記式により算出した。
1/Tg(K)=W1/T1+W2/T2+・・・Wn/Tn
Tg(℃)=Tg(K)-273
式中、W1、W2、・・・Wnは各モノマーの質量分率であり、T1、T2・・・Tnは各重合性不飽和モノマーのホモポリマーのガラス転移温度Tg(K)である。なお、各重合性不飽和モノマーのホモポリマーのガラス転移温度は、該モノマーのホモポリマーを重量平均分子量が50,000程度になるようにして合成したときの静的ガラス転移温度とした。静的ガラス転移温度は、示差走査熱量計「DSC-50Q型」(島津製作所製、商品名)を用い、真空吸引により揮発成分を除去した試料を用いて、3℃/分の昇温速度で-100℃~+100℃の範囲で熱量変化を測定し、低温側の最初のベースラインの変化点を観察することにより決定した。
アクリル樹脂(A)のSP値は下記式により計算して求めた。
SP値=SP1×fw1+SP2×fw2+………+SPn×fwn
上記式中、SP1、SP2、………SPnは、各重合性不飽和モノマーのホモポリマーのSP値を表し、fw1、fw2、………fwnは、各重合性不飽和モノマーのモノマー総量に対する質量分率を表す。
ここで、重合性不飽和モノマーのホモポリマーのSP値は、該モノマーのホモポリマーを重量平均分子量が50,000程度になるようにして合成した試料の濁点滴定法[K.W.Suh,J.M.Corbett:J.Apply Polym.Sci.,12〔10〕,p.2359-2370(1968)]によるSP値とした。
δ3=(Vml1/2・δml+Vmh1/2・δmh)/(Vml1/2+Vmh1/2)
Vml,Vmh:それぞれSP値の低い貧溶媒と高い貧溶媒の滴下量
δml,δmh:それぞれSP値の低い貧溶媒と高い貧溶媒のSP値
δ3:試料のSP値
ここで貧溶媒には、高SP貧溶媒としてイオン交換水(SP値23.4)を用い、低SP貧溶媒としてn-ヘキサン(SP値7.3)を使用した。
実施例1~34及び比較例1~10
アクリル樹脂(A-1)~(A-18)の樹脂溶液、ロジンのキシレン溶液、メデトミジン(「selectope」:商品名、I-Tech AB社製)、防汚剤、酸化チタン、タルク、塩素化パラフィン等を、表2-1~2-4に示す配合組成にて配合し、ホモミキサーを用いて約2,000rpmの攪拌速度により混合分散した。分散後、20%粘性調整剤として「ディスパロンA630-20XN」(注:商品名、楠本化成社製、ポリアミドワックス、20%キシレン希釈品)及びキシレンを添加し、ディスパー撹拌して防汚塗料組成物(X-1)~(X-44)を調製した。調製した塗料組成物を、下記の貯蔵安定性試験、防汚性能試験、消耗膜厚及び耐クラック性試験に供した。これらの各試験の結果も表2-1~2-4に併せて示す。
実施例及び比較例で得られた各防汚塗料組成物を密閉容器内に40℃で12ヶ月間貯蔵し、下記基準にて評価した。
◎:貯蔵前後で全く変化なし。
〇:使用上問題ないがわずかに増粘あり。
△:使用上支障がある程度に増粘あり。
×:分離。
サンドブラスト処理鋼板(100mm×300mm×2mm)の両面に、エポキシ系錆止め塗料を200μmの乾燥膜厚となるようにスプレー塗装し、さらに、エポキシ系バインダーコートを、乾燥膜厚が100μmとなるように塗装した。この塗装板の両面に、各防汚塗料組成物を、乾燥膜厚が片面480μmとなるようにスプレー塗装により4回塗装し、温度20℃、湿度75%の恒湿室にて1週間乾燥させて、試験片を作製した。この試験片を用いて静岡県駿河湾にて24ケ月の海水浸漬を行い、6ヶ月後、12ヶ月後、24ヶ月後の試験片上の付着生物の占有面積の割合(付着面積)を測定した。
◎:付着生物が観察されなかった、
○:付着生物の占有面積が5%未満、
△:付着生物の占有面積が5%以上、30%未満、
×:付着生物の占有面積が30%以上。
各防汚塗料組成物を、あらかじめ錆止め塗料が塗布されたブラスト板に乾燥膜厚が300μmとなるように夫々塗布し、2昼夜室内に放置することにより乾燥させて、防汚塗膜を有する試験板を得た。この試験板を直径750mm、長さ1200mmの円筒側面に貼り付け、海水中、周速15ノットで12ヶ月間連続回転させ、試験板の塗膜消耗量(塗膜厚みの累積減少量[μm])を測定した。表2-1~表2-4における「消耗膜厚」の数値が大きいほど防汚塗膜が消耗されており、塗膜の更新速度が速いことを示す。
上記防汚性能試験に供した試験片にて、その塗膜を目視観察し、12ヶ月後、24ヶ月後のクラックの発生の有無を調べた。
◎:クラックが観察されなかった、
○:微細なクラックが塗膜表面の一部の範囲で観察された、
△:微細又は明確なクラックが塗膜表面の広い範囲で観察された、
×:下地に至るクラックが観察された。
Claims (8)
- アクリル樹脂(A)、ロジン系化合物(B)及びメデトミジン(C)を含み、
前記アクリル樹脂(A)が、親水性モノマー及び疎水性モノマーを含む重合性不飽和モノマー成分を共重合してなる共重合体であって、
前記親水性モノマーがアルコキシ(メタ)アクリレート、水酸基含有重合性不飽和モノマー及びカルボキシル基含有重合性不飽和モノマーから選ばれる少なくとも1種であり、
前記疎水性モノマーが、アルキル(メタ)アクリレート及び芳香族ビニル化合物から選ばれる少なくとも1種であって、
前記重合性不飽和モノマー成分が、トリイソプロピルシリル(メタ)アクリレートを含まず、
前記アクリル樹脂(A)の重合に使用される前記重合性不飽和モノマー中の前記親水性モノマーの共重合割合が5質量%以上であり、
前記アクリル樹脂(A)/前記ロジン系化合物(B)の不揮発分質量比が10/90~90/10である、防汚塗料組成物。 - 前記親水性モノマーがその成分の一部としてアルコキシ(メタ)アクリレートを含む、請求項1に記載の防汚塗料組成物。
- 前記親水性モノマーがその成分の一部としてカルボキシル基含有重合性不飽和モノマーを含む、請求項1または2記載の防汚塗料組成物。
- 前記アクリル樹脂(A)の溶解性パラメータが、8.0~11.0の範囲内にある、請求項1~3のいずれか1項に記載の防汚塗料組成物。
- 前記アクリル樹脂(A)のガラス転移温度が、10~60℃の範囲内にある、請求項1~4のいずれか1項に記載の防汚塗料組成物。
- 前記ロジン系化合物(B)が、ロジン金属塩である、請求項1~5のいずれか1項に記載の防汚塗料組成物。
- 亜酸化銅、酸化亜鉛、銅ピリチオン及び亜鉛ピリチオンから選ばれる少なくとも1種の防汚剤を含む、請求項1~6のいずれか1項に記載の防汚塗料組成物。
- 請求項1~7のいずれか1項に記載の防汚塗料組成物からなる塗膜を有する塗装物品。
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JPS6028456A (ja) * | 1983-07-28 | 1985-02-13 | Nippon Oil & Fats Co Ltd | 非加水分解性自己研磨型防汚塗料組成物 |
WO2019069777A1 (ja) * | 2017-10-04 | 2019-04-11 | 日東化成株式会社 | 防汚塗料組成物、該組成物を用いて形成される防汚塗膜を表面に有する塗装物 |
JP2019090019A (ja) * | 2017-11-15 | 2019-06-13 | ヨツン エーエス | 防汚コーティング組成物 |
JP2019090020A (ja) * | 2017-11-15 | 2019-06-13 | ヨツン エーエス | 防汚組成物 |
WO2019203182A1 (ja) * | 2018-04-20 | 2019-10-24 | 日東化成株式会社 | 防汚塗料組成物用共重合体、該共重合体を含む防汚塗料組成物 |
WO2020045211A1 (ja) * | 2018-08-29 | 2020-03-05 | 日東化成株式会社 | 防汚塗料組成物 |
JP2020100794A (ja) * | 2018-12-25 | 2020-07-02 | 関西ペイント株式会社 | 防汚塗料組成物 |
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JPS6028456A (ja) * | 1983-07-28 | 1985-02-13 | Nippon Oil & Fats Co Ltd | 非加水分解性自己研磨型防汚塗料組成物 |
WO2019069777A1 (ja) * | 2017-10-04 | 2019-04-11 | 日東化成株式会社 | 防汚塗料組成物、該組成物を用いて形成される防汚塗膜を表面に有する塗装物 |
JP2019090019A (ja) * | 2017-11-15 | 2019-06-13 | ヨツン エーエス | 防汚コーティング組成物 |
JP2019090020A (ja) * | 2017-11-15 | 2019-06-13 | ヨツン エーエス | 防汚組成物 |
WO2019203182A1 (ja) * | 2018-04-20 | 2019-10-24 | 日東化成株式会社 | 防汚塗料組成物用共重合体、該共重合体を含む防汚塗料組成物 |
WO2020045211A1 (ja) * | 2018-08-29 | 2020-03-05 | 日東化成株式会社 | 防汚塗料組成物 |
JP2020100794A (ja) * | 2018-12-25 | 2020-07-02 | 関西ペイント株式会社 | 防汚塗料組成物 |
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