JP2000265114A5 - Coating composition and coating film formed from this - Google Patents
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- JP2000265114A5 JP2000265114A5 JP1999071452A JP7145299A JP2000265114A5 JP 2000265114 A5 JP2000265114 A5 JP 2000265114A5 JP 1999071452 A JP1999071452 A JP 1999071452A JP 7145299 A JP7145299 A JP 7145299A JP 2000265114 A5 JP2000265114 A5 JP 2000265114A5
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- 239000011248 coating agent Substances 0.000 title description 21
- 238000000576 coating method Methods 0.000 title description 21
- 239000008199 coating composition Substances 0.000 title description 11
- 239000000203 mixture Substances 0.000 description 21
- 125000004432 carbon atoms Chemical group C* 0.000 description 14
- 150000001282 organosilanes Chemical class 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 125000000962 organic group Chemical group 0.000 description 7
- 229920001296 polysiloxane Polymers 0.000 description 7
- -1 glycidoxy group Chemical group 0.000 description 6
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 description 6
- 239000000463 material Substances 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 238000011109 contamination Methods 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000002834 transmittance Methods 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 239000011941 photocatalyst Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 229920000180 Alkyd Polymers 0.000 description 2
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N Methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 2
- 229910010413 TiO 2 Inorganic materials 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 230000001699 photocatalysis Effects 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N silicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- ZOAMZFNAPHWBEN-UHFFFAOYSA-N 2-$l^{1}-oxidanylpropane Chemical group CC(C)[O] ZOAMZFNAPHWBEN-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L Calcium hydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- CXQXSVUQTKDNFP-UHFFFAOYSA-N Simethicone Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
- 229920002803 Thermoplastic polyurethane Polymers 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N TiO Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000005370 alkoxysilyl group Chemical group 0.000 description 1
- 229910052782 aluminium Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 125000005920 sec-butoxy group Chemical group 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000010936 titanium Chemical group 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 229910001929 titanium oxide Inorganic materials 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Description
【特許請求の範囲】
【請求項1】 (A)下記一般式(1)
R1Si(OR2)3・・・・・(1)
(式中、R1は炭素数1〜5のアルキル基、炭素数1〜6のアシル基またはフェニル基を示し、R2は水素原子または炭素数1〜8の有機基を示す。)
で表されるオルガノシラン、該オルガノシランの加水分解物および該オルガノシランの縮合物の群から選ばれた少なくとも1種100重量部、
(B)下記一般式(2)
(式中、R3およびR6は、それぞれ独立に、水素原子または炭素数1〜8の1価の有機基を示し、R4およびR5は、それぞれ独立に、水素原子または炭素数1〜8の有機基を示し、pおよびqは、それぞれ独立に、0または1であり、mは2〜100の数である。)
で表される化合物、該化合物の加水分解物および該化合物の縮合物の群から選ばれた少なくとも1種5〜1,000重量部、ならびに
(C)光触媒を、固形分換算で、(A)成分であるオルガノシラン換算100重量部に対し、1〜500重量部
含有することを特徴とするコーティング用組成物。
【請求項2】 (B)成分のポリスチレン換算重量平均分子量が200〜10,000である請求項1記載のコーティング用組成物。
【請求項3】 (C)成分がTiO 2 またはZnOである請求項1または2記載のコーティング用組成物。
【請求項4】 さらに、(D)成分として、水および/または有機溶剤を含有する請求項1〜3いずれか記載のコーティング用組成物。
【請求項5】 請求項1〜4いずれか記載のコーティング用組成物を形成して得られる塗膜。
【請求項6】 厚さが1〜80μmである請求項5記載の塗膜。
[Claims]
1. (A) The following general formula (1)
R1Si (OR2)3(1)
(In the formula, R1Indicates an alkyl group having 1 to 5 carbon atoms, an acyl group or a phenyl group having 1 to 6 carbon atoms, and R2Indicates a hydrogen atom or an organic group having 1 to 8 carbon atoms. )
100 parts by weight of at least one selected from the group of the organosilane represented by, the hydrolyzate of the organosilane and the condensate of the organosilane.
(B) The following general formula (2)
(In the formula, R3And R6Independently indicate a hydrogen atom or a monovalent organic group having 1 to 8 carbon atoms, and R4And R5Each independently represents a hydrogen atom or an organic group having 1 to 8 carbon atoms, p and q are independently 0 or 1, and m is a number of 2 to 100. )
5 to 1,000 parts by weight of at least one selected from the group of the compound represented by, the hydrolyzate of the compound and the condensate of the compound, and
The photocatalyst (C) is 1 to 500 parts by weight in terms of solid content with respect to 100 parts by weight in terms of organosilane which is the component (A).
A coating composition comprising.
[Claim 2] The coating composition according to claim 1, wherein the polystyrene-equivalent weight average molecular weight of the component (B) is 200 to 10,000.
[Claim 3] (C) component is TiO 2 The coating composition according to claim 1 or 2, which is ZnO.
[Claim 4] The coating composition according to any one of claims 1 to 3, further comprising water and / or an organic solvent as the component (D).
[Claim 5] A coating film obtained by forming the coating composition according to any one of claims 1 to 4.
[Claim 6] The coating film according to claim 5, which has a thickness of 1 to 80 μm.
本発明は、光触媒機能を有するコーティング用組成物に関し、さらに詳しくは、光触媒を含有するオルガノシラン系の光触媒機能を有するコーティング用組成物およびこれを形成して得られる塗膜に関する。 The present invention relates to a coating composition having a photocatalytic function, and more particularly to a coating composition having an organosilane-based photocatalytic function containing a photocatalyst and a coating film obtained by forming the same .
さらに、本願特許出願人は、既にオルガノシランの加水分解物および/またはその部分縮合物、加水分解性および/または水酸基と結合したケイ素原子を有するシリル基を有するビニル系樹脂、金属キレート化合物ならびにβ−ジケトン類および/またはβ−ケトエステル類を含有するコーティング用組成物(特開平5−345877号公報)を提案しており、該組成物は、オルガノシラン系コーティング材に求められている上記塗膜性能のバランスに優れているが、これらの性能についても、さらなる改善が求められている。 Furthermore, the patent applicant of the present application has already hydrolyzed and / or a partial condensate thereof of organosilane, a vinyl resin having a silyl group having a hydrolyzable and / or silicon atom bonded to a hydroxyl group, a metal chelate compound, and β. A coating composition containing −diketones and / or β-ketoesters (Japanese Patent Laid- Open No. 5-345877) has been proposed, and the composition is the coating film required for an organosilane coating material. The balance of performance is excellent, but further improvement is required for these performances as well.
また、オルガノシラン系コーティング材として、高硬度で、厚膜化が可能な素材が求められている。 Further, as the organosilane-based coating material, high hardness, which can be thick film materials that have been required.
【0011】
【課題を解決するための手段】
本発明は、(A)下記一般式(1)
R1Si(OR2)3・・・・・(1)
(式中、R1は炭素数1〜5のアルキル基、炭素数1〜6のアシル基またはフェニル基を示し、R2は水素原子または炭素数1〜8の有機基を示す。)
で表されるオルガノシラン(以下「オルガノシラン(1)」ともいう)、該オルガノシランの加水分解物、および該オルガノシランの縮合物の群から選ばれた少なくとも1種(以下「(A)成分」ともいう)100重量部、
(B)下記一般式(2)
(式中、R3およびR6は、それぞれ独立に、水素原子または炭素数1〜8の1価の有機基を示し、R4およびR5は、それぞれ独立に、水素原子または炭素数1〜8の有機基を示し、pおよびqは、それぞれ独立に、0または1であり、mは2〜100の数である。)
で表される化合物(以下「化合物(2)」ともいう)、該化合物の加水分解物および該化合物の縮合物の群から選ばれた少なくとも1種(以下「(B)成分」ともいう)5〜1,000重量部、ならびに
(C)光触媒(以下「(C)成分」ともいう)を、固形分換算で、(A)成分であるオルガノシラン換算100重量部に対し、1〜500重量部
含有することを特徴とするコーティング用組成物を提供するものである。
ここで、(B)成分のポリスチレン換算重量平均分子量は200〜10,000であることが好ましい。
また、(C)成分がTiO 2 またはZnOであることが好ましい。
本発明は、さらに(D)成分として、水および/または有機溶剤を含有することが好ましい。
次に、本発明は上記記載のコーティング用組成物を形成して得られる塗膜に関する。
上記塗膜は、厚さが1〜80μmであることが好ましい。
0011
[Means for solving problems]
The present invention has (A) the following general formula (1).
R 1 Si (OR 2 ) 3 ... (1)
(In the formula, R 1 represents an alkyl group having 1 to 5 carbon atoms, an acyl group having 1 to 6 carbon atoms or a phenyl group, and R 2 represents a hydrogen atom or an organic group having 1 to 8 carbon atoms.)
At least one selected from the group of organosilanes represented by (hereinafter, also referred to as "organosilane (1)"), hydrolysates of the organosilanes, and condensates of the organosilanes (hereinafter, "component (A)"). (Also called) 100 parts by weight,
(B) The following general formula (2)
(In the formula, R 3 and R 6 independently represent a hydrogen atom or a monovalent organic group having 1 to 8 carbon atoms, and R 4 and R 5 independently represent a hydrogen atom or a monovalent organic group having 1 to 8 carbon atoms, respectively. It represents 8 organic groups, where p and q are independently 0 or 1, and m is a number from 2 to 100.)
At least one selected from the group of the compound represented by (hereinafter, also referred to as “compound (2)”), the hydrolyzate of the compound, and the condensate of the compound (hereinafter, also referred to as “component (B)”) 5. ~ 1,000 parts by weight, and (C) photocatalyst (hereinafter, also referred to as "(C) component") in terms of solid content, 1 to 500 parts by weight with respect to 100 parts by weight in terms of organosilane, which is the component (A). It provides a coating composition characterized by containing.
Here, the polystyrene-equivalent weight average molecular weight of the component (B) is preferably 200 to 10,000.
Further, it is preferable that the component (C) is TiO 2 or ZnO.
The present invention preferably further contains water and / or an organic solvent as the component (D).
Next, the present invention relates to a coating film obtained by forming the coating composition described above.
The coating film preferably has a thickness of 1 to 80 μm.
上記置換誘導体における置換基としては、例えば、ハロゲン原子、アルコキシ基、置換もしくは非置換のアミノ基、水酸基、メルカプト基、イソシアナート基、グリシドキシ基、3,4−エポキシシクロヘキシル基、(メタ)アクリルオキシ基、ウレイド基、アンモニウム塩基、グリシジル基などを挙げることができる。ただし、これらの置換誘導体からなるR3〜R6の炭素数は、それぞれ、置換基中の炭素原子を含めて8以下である。 Examples of the substituent in the substituted derivative, for example, a halogen atom, an alkoxy group, a substituted or unsubstituted amino group, a hydroxyl group, a mercapto group, isocyanate group, glycidoxy group, 3,4-epoxycyclohexyl group, (meth) acrylic Examples thereof include an oxy group, a ureido group, an ammonium group and a glycidyl group. However, the number of carbon atoms of R 3 to R 6 composed of these substituted derivatives is 8 or less including the carbon atom in the substituent.
このような(B)成分の市販品としては、三菱化学(株)製のMKCシリケート、コルコート化学(株)製のシリケート、東レ・ダウコーニング社製のシリコーンレジン、東芝シリコーン(株)製のシリコーンレジン、日本ユニカー(株)製のシリコーンオリゴマーなどが挙げられる。 Examples of component (B) of the commercially available products, MKC silicate manufactured by Mitsubishi Chemical Corporation, Colcoat Chemical Co. silicate, manufactured by Dow Corning Toray Co., Ltd. silicone over Nrejin, Toshiba Silicone Co., Ltd. silico over Nrejin, such as Nippon Unicar Co., Ltd. of silicon over down the oligomer, and the like.
M(OR7)r(R8COCHCOR9)s・・・(3)
〔式中、Mはジルコニウム、チタンまたはアルミニウムを示し、R7およびR8は、同一または異なって、エチル基、n−プロピル基、i−プロピル基、n−ブチル基、sec−ブチル基、t−ブチル基、n−ペンチル基、n−ヘキシル基、シクロヘキシル基、フェニル基などの炭素数1〜6の1価の炭化水素基を示し、R9は、R7およびR8と同様の炭素数1〜6の1価の炭化水素基のほか、メトキシ基、エトキシ基、n−プロポキシ基、i−プロポキシ基、n−ブトキシ基、sec−ブトキシ基、t−ブトキシ基、ラウリルオキシ基、ステアリルオキシ基などの炭素数1〜16のアルコキシ基を示し、rおよびsは0〜4の整数で、(r+s)=(Mの原子価)である。〕
M (OR 7 ) r (R 8 COCHCOR 9 ) s ... (3)
[In the formula, M represents zirconium, titanium or aluminum, and R 7 and R 8 are the same or different, ethyl group, n-propyl group, i-propyl group, n-butyl group, sec-butyl group, t. It represents a monovalent hydrocarbon group having 1 to 6 carbon atoms such as a-butyl group, n-pentyl group, n-hexyl group, cyclohexyl group and phenyl group, and R 9 has the same carbon number as R 7 and R 8. In addition to monovalent hydrocarbon groups 1 to 6, methoxy group, ethoxy group, n-propoxy group, i-propoxy group, n-butoxy group, sec-butoxy group, t-butoxy group, lauryloxy group, stearyloxy It indicates an alkoxy group having 1 to 16 carbon atoms such as groups, r and s are integers of 0 to 4, which is (r + s) = (valence of M). ]
プライマーの種類としては、例えば、アルキド樹脂、アミノアルキド樹脂、エポキシ樹脂、ポリエステル、アクリル樹脂、ウレタン樹脂、フッ素樹脂、アクリルシリコーン樹脂、アクリルエマルジョン、エポキシエマルジョン、ポリウレタンエマルジョン、ポリエステルエマルジョンや、本発明における(A)成分からなる組成物、本発明における(A)成分と(B)成分とからなる組成物、オルガノポリシロキサンとアクリルシリコーンからなる組成物、必要に応じて、他のオルガノシランなどを挙げることができる。また、これらのプライマーには、厳しい条件での基材と塗膜との密着性が必要な場合、各種の官能基を付与することもできる。このような官能基としては、例えば、水酸基、カルボキシル基、カルボニル基、アミド基、アミン基、グリシジル基、アルコキシシリル基、エーテル結合、エステル結合などを挙げることができる。 The primers, for example, alkyd resins, amino alkyd resins, epoxy resins, polyesters, acrylic resins, urethane resins, and fluorine resin, an acrylic silicone over down resin, acrylic emulsion, epoxy emulsion, polyurethane emulsion, polyester emulsion, the present invention composition comprising component (a) in a composition comprising the present invention and the component (a) and component (B) a composition comprising an organopolysiloxane with acrylic silicone over emissions, if desired, other organosilanes And so on. Further, various functional groups can be added to these primers when adhesion between the base material and the coating film is required under severe conditions. Examples of such a functional group include a hydroxyl group, a carboxyl group, a carbonyl group, an amide group, an amine group, a glycidyl group, an alkoxysilyl group, an ether bond, and an ester bond.
(5)耐アルカリ性
試験片を、飽和水酸化カルシウム水溶液中に60日間浸漬したのち、塗膜の状態を目視により観察した。
(5) The alkali resistance test piece was immersed in a saturated aqueous solution of calcium hydroxide for 60 days, and then the state of the coating film was visually observed.
(6)耐有機薬品性
塗膜上にイソプロピルアルコールを2cc滴下し、5分後に布で拭き取ったのち、塗膜の状態を目視により観察した。
(7)耐湿性
試験片を、温度50℃、湿度95%の環境下に、連続1,000時間保持したのち、取り出して塗膜の状態を目視により観察した。
(8)耐候性
JIS K5400により、サンシャインウエザーメーターで3,000時間照射試験を実施して、塗膜の外観(割れ、剥がれなど)を目視により観察した。
( 6 ) Organic chemical resistance After dropping 2 cc of isopropyl alcohol onto the coating film and wiping it off with a cloth after 5 minutes, the state of the coating film was visually observed.
( 7 ) Moisture resistance The test piece was continuously held for 1,000 hours in an environment of a temperature of 50 ° C. and a humidity of 95%, and then taken out and the state of the coating film was visually observed.
( 8 ) Weather resistance A 3,000-hour irradiation test was carried out with a sunshine weather meter using JIS K5400, and the appearance (cracking, peeling, etc.) of the coating film was visually observed.
(9)耐水性
試験片を、水道水中に常温で60日間浸漬したのち、塗膜の状態を目視により観察した。
(10)耐温水性
無機質基材を用いた試験片を、60℃の温水中に14日間浸漬したのち、塗膜の状態を目視により観察した。
(11)耐汚染性
塗膜上に、カーボンブラック/灯油=1/2(重量比)の混合物からなるペーストを塗り付け、室温で24時間放置したのち、スポンジを用いて水洗して、塗膜の汚染状態を観察し、下記基準で評価した。
○;汚染なし
△;少し汚染されている。
×;汚染が著しい。
( 9 ) The water resistance test piece was immersed in tap water at room temperature for 60 days, and then the state of the coating film was visually observed.
( 10 ) Warm water resistance A test piece using an inorganic base material was immersed in warm water at 60 ° C. for 14 days, and then the state of the coating film was visually observed.
( 11 ) Contamination resistance A paste consisting of a mixture of carbon black / kerosene = 1/2 (weight ratio) is applied onto the coating film, left at room temperature for 24 hours, washed with water using a sponge, and coated. The state of contamination was observed and evaluated according to the following criteria.
○; No contamination △; Slightly contaminated.
×; Contamination is significant.
(12)透明性
各組成物を、石英ガラス上に、乾燥膜厚10μmとなるように塗布したのち、可視光の透過率を測定して、下記基準で評価した。
◎;透過率が80%を超える。
○;透過率が60〜80%
△;透過率が60%未満
(13)親水性
塗膜に、1mW/cm2ブラックライト蛍光灯で5時間照射したのち、水の接触角を測定した。
(14)限界膜厚
組成物を石英ガラス板に膜厚を変えて塗布し、200℃で30分間加熱乾燥したのち、塗膜表面を観察した。塗膜表面にクラックが生じない最大膜厚を、限界膜厚として求めた。
( 12 ) Transparency Each composition was applied onto quartz glass so as to have a dry film thickness of 10 μm, and then the transmittance of visible light was measured and evaluated according to the following criteria.
⊚; Transmittance exceeds 80%.
◯; Transmittance is 60 to 80%
Δ: Transmittance is less than 60% ( 13 ) The hydrophilic coating film was irradiated with a 1 mW / cm 2 black light fluorescent lamp for 5 hours, and then the contact angle of water was measured.
( 14 ) Limit film thickness The composition was applied to a quartz glass plate at different film thicknesses, heated and dried at 200 ° C. for 30 minutes, and then the surface of the coating film was observed. The maximum film thickness at which cracks did not occur on the surface of the coating film was determined as the limit film thickness.
実施例1
還流冷却器、撹拌機を備えた反応器に、メチルトリメトキシシラン100部、シリコーンレジン〔上記一般式(2)において、p=q=1、R3=R4=R5=R6=メチル基、m=9〜10の化合物。Mw=1,000〕100部、酸化チタンの水系ゾル100部〔酸化チタン(TiO2)含量40%、水40%、アルコール20%〕およびi−プロピルアルコール500部を加えて混合し、攪拌下、60℃で4時間反応させたのち、室温まで冷却し、3−アミノプロピルトリメトキシシラン20部を後添加して、固形分濃度25%の組成物(I)を調製した。組成物(I)におけるメチルトリメトキシシランとシリコーンレジンとの縮合物のMwは、5,000であった。
次いで、組成物(I)を石英ガラス板に、浸漬法(ガラス板の引上げ速度=40mm/秒)により塗布し、150℃で20分間加熱乾燥して、試験片を得た。組成物(I)の保存安定性の評価結果および試験片の各種評価結果を、それぞれ表3および表4に示す。
Example 1
Reflux condenser, a reactor equipped with a stirrer, 100 parts of methyl trimethoxy silane, silicone over Nrejin [In the general formula (2), p = q = 1, R 3 = R 4 = R 5 = R 6 = A compound having a methyl group and m = 9-10. Mw = 1,000] 100 parts, 100 parts of an aqueous sol of titanium oxide [titanium oxide (TiO 2 ) content 40%, water 40%, alcohol 20%] and 500 parts of i-propyl alcohol are added and mixed, and the mixture is stirred. After reacting at 60 ° C. for 4 hours, the mixture was cooled to room temperature, and 20 parts of 3-aminopropyltrimethoxysilane was post-added to prepare a composition (I) having a solid content concentration of 25%. Mw of the condensation product of methyltrimethoxysilane and silicone over Nrejin in the composition (I) was 5,000.
Next, the composition (I) was applied to a quartz glass plate by an immersion method (glass plate pulling speed = 40 mm / sec) and dried by heating at 150 ° C. for 20 minutes to obtain a test piece. The evaluation results of the storage stability of the composition (I) and the various evaluation results of the test pieces are shown in Tables 3 and 4, respectively.
実施例2〜6、比較例1〜2
配合処方を表1および表2に示すとおりとした以外は、実施例1と同様にして反応させたのち、室温まで冷却し、実施例によっては表1に示す後添加の任意成分を添加して、固形分濃度25%の組成物(II)〜(VI)および組成物(i)〜(ii)を調製した。なお、(B)成分として表1に記載したジメチルポリシロキサンは、上記一般式(2)において、上記一般式(2)において、p=q=0、R3=R4=R6=メチル基、R5=エトキシ基、グリシジル基置換アルキル基、アルコキシ基置換アルキル基の混合であり、Mw=5,000の化合物(日本ユニカー社製)である。
得られた各組成物を用い、実施例1と同様にして、各試験片を作製した。各組成物の(A)成分と(B)成分との縮合物のMwと各組成物の保存安定性の評価結果、および各試験片の各種評価結果を、それぞれ表3および表4に示す。なお、限界膜厚の評価は、実施例1、比較例1および2についてのみ行った。
Examples 2-6, Comparative Examples 1-2
After reacting in the same manner as in Example 1 except that the formulation was as shown in Tables 1 and 2, the mixture was cooled to room temperature, and depending on the examples, any post-additional components shown in Table 1 were added. , Compositions (II) to (VI) and compositions (i) to (ii) having a solid content concentration of 25% were prepared. The dimethylpolysiloxane shown in Table 1 as the component (B) has p = q = 0, R 3 = R 4 = R 6 = methyl group in the above general formula (2) and the above general formula (2). , R 5 = an ethoxy group, a glycidyl group-substituted alkyl group, a mixture of an alkoxy-substituted alkyl group, an Mw = 5,000 compound (manufactured by Nippon Unicar Co., Ltd.).
Using each of the obtained compositions, each test piece was prepared in the same manner as in Example 1. Tables 3 and 4 show the evaluation results of the Mw of the condensate of the component (A) and the component (B) of each composition, the storage stability of each composition, and various evaluation results of each test piece, respectively. The critical film thickness was evaluated only for Example 1, Comparative Examples 1 and 2.
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