JPS633666B2 - - Google Patents
Info
- Publication number
- JPS633666B2 JPS633666B2 JP55067447A JP6744780A JPS633666B2 JP S633666 B2 JPS633666 B2 JP S633666B2 JP 55067447 A JP55067447 A JP 55067447A JP 6744780 A JP6744780 A JP 6744780A JP S633666 B2 JPS633666 B2 JP S633666B2
- Authority
- JP
- Japan
- Prior art keywords
- primer
- polycarbonate resin
- parts
- general formula
- resin molded
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 claims description 18
- 229920005668 polycarbonate resin Polymers 0.000 claims description 15
- 239000004431 polycarbonate resin Substances 0.000 claims description 15
- 239000002904 solvent Substances 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 9
- 239000003973 paint Substances 0.000 claims description 8
- 238000004381 surface treatment Methods 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 150000003377 silicon compounds Chemical class 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
- 238000000576 coating method Methods 0.000 description 16
- 239000011248 coating agent Substances 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 238000001723 curing Methods 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical group CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 235000011054 acetic acid Nutrition 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
- 229920000515 polycarbonate Polymers 0.000 description 6
- 239000004417 polycarbonate Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 5
- -1 Alkali metal salts Chemical class 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000003759 ester based solvent Substances 0.000 description 3
- 239000004210 ether based solvent Substances 0.000 description 3
- 235000019253 formic acid Nutrition 0.000 description 3
- 238000013007 heat curing Methods 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 239000005453 ketone based solvent Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 235000019260 propionic acid Nutrition 0.000 description 3
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- DCTOHCCUXLBQMS-UHFFFAOYSA-N 1-undecene Chemical compound CCCCCCCCCC=C DCTOHCCUXLBQMS-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-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
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 229940116333 ethyl lactate Drugs 0.000 description 2
- 239000005357 flat glass Substances 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000004528 spin coating Methods 0.000 description 2
- 229940073455 tetraethylammonium hydroxide Drugs 0.000 description 2
- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 2
- 238000002834 transmittance Methods 0.000 description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- UZRCLVBKYONQEI-UHFFFAOYSA-N 2-(2-methylphenyl)propan-2-ol Chemical compound CC1=CC=CC=C1C(C)(C)O UZRCLVBKYONQEI-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- BCKXLBQYZLBQEK-KVVVOXFISA-M Sodium oleate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O BCKXLBQYZLBQEK-KVVVOXFISA-M 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- SYFOAKAXGNMQAX-UHFFFAOYSA-N bis(prop-2-enyl) carbonate;2-(2-hydroxyethoxy)ethanol Chemical compound OCCOCCO.C=CCOC(=O)OCC=C SYFOAKAXGNMQAX-UHFFFAOYSA-N 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 description 1
- MJEMIOXXNCZZFK-UHFFFAOYSA-N ethylone Chemical compound CCNC(C)C(=O)C1=CC=C2OCOC2=C1 MJEMIOXXNCZZFK-UHFFFAOYSA-N 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- KQSJSRIUULBTSE-UHFFFAOYSA-M sodium;3-(3-ethylcyclopentyl)propanoate Chemical compound [Na+].CCC1CCC(CCC([O-])=O)C1 KQSJSRIUULBTSE-UHFFFAOYSA-M 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
Description
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The present invention relates to a method for surface treatment of synthetic resin molded articles. More specifically, by applying a primer paint to the surface of a polycarbonate resin molded product before applying a top coat of surface-curing silicone resin, the paint film has excellent adhesion, is colorless and transparent, and has excellent scratch resistance, hot water resistance, weather resistance, and The present invention relates to a surface treatment method that can improve solvent resistance. In general, plastics are used for a variety of purposes because they have excellent properties such as easy moldability, light weight, impact resistance, and ease of processing.However, compared to other materials, plastics have a lower surface hardness, are easily scratched, and are resistant to solvents. The biggest drawback is that the product value tends to drop. In order to solve these drawbacks, the present inventors previously proposed applying a partially hydrolyzed condensate of alkyltrialkoxysilane to the surface of a plastic molded article and curing it (Japanese Patent Publication No. 37828/1983). However, if the plastic is polycarbonate resin, sufficient adhesion of the coating film cannot be obtained.
Therefore, it has been proposed to use a primer to further improve the adhesion of the coating film. The present inventors previously proposed the use of, for example, a partially hydrolyzed condensate of phenyltrialkoxysilane and alkyltrialkoxysilane (Japanese Patent Application No. 124897/1989) as a primer, but these primers The drawback is that the curing speed is extremely slow. Therefore, the present inventors researched an even better primer in order to improve these drawbacks, and as a result, we found that the coating film has a fast curing speed, excellent coating adhesion, is colorless and transparent, and has scratch resistance, hot water resistance, and weather resistance. We have discovered a method for surface treatment of polycarbonate resin with excellent properties and solvent resistance. That is, the present invention provides a surface treatment method in which a primer is applied to the surface of a polycarbonate resin molded article, heat treated, and then a paint mainly composed of a partially hydrolyzed condensate of alkyltrialkoxysilane is applied and cured. As (A) (a) General formula C 6 H 5 Si (OR 1 ) 3 (However, R 1 has a carbon number of 1
1 mol of phenyl alkoxysilane represented by the general formula R 2 Si(OR 3 ) 3 (wherein R 2 and R 3 are alkyl groups having 1 to 4 carbon atoms) Partially hydrolyzed condensate of silicon compound consisting of 0 to 10 moles of alkoxysilane
100 parts by weight (B) General formula R 4 COOH (R 4 is H or carbon number 1
Solvent (C) containing at least the same mole of carboxylic acid represented by the following alkyl group (alkyl group of R 6 is an alkyl group having 1 to 4 carbon atoms) Aminoalkyltrialkoxysilane 50
The present invention relates to a method for surface treatment of polycarbonate resin molded articles, characterized in that a mixture comprising 100 parts by weight is used. Examples of the polycarbonate resin molded product serving as the base material in the present invention include polycarbonate resin molded products made from aromatic polycarbonates such as those obtained from bisphenol A and phosgene, aliphatic polycarbonates such as diethylene glycol bisallyl carbonate, and the like. . The primer component phenyltrialkoxysilane (A) (a) used in the present invention has the general formula C 6 H 5 Si
(OR 1 ) 3 , where R 1 is methyl, ethyl,
Examples include C1 - C4 alkyl groups such as propyl and butyl. A typical phenyltrialkoxysilane is phenyltriethoxysilane. The alkyltrialkoxysilane (A) (b) that can be co-condensed with phenyltrialkoxysilane (A) (a) is represented by the general formula R 2 Si (OR 3 ) 3 , where R 2 and R 3 are methyl, Methyltriethoxysilane is exemplified as a typical alkyltrialkoxysilane having a C1 to C4 alkyl group such as ethyl, propyl, butyl. The aminoalkyltrialkoxysilane (C) as a co-condensing agent is represented by the general formula R 5 Si (OR 6 ) 3 ,
R5 is an aminoalkyl group, exemplified by -( CH2 ) a - NH2 or -( CH2 ) b -NH-( CH2 ) c - NH2 ,
Preferably, a, b, and c in the formula are 2 or 3, and R 6 is a C 1 to C 4 alkyl group such as methyl, ethyl, propyl, butyl, and a typical aminoalkyltrialkoxysilane is γ. -aminopropyltriethoxysilane, N-β-aminoethyl-γ-aminopropyltrimethoxysilane, and the like. The ratio of phenyltrialkoxysilane to alkyltrialkoxysilane in the partially hydrolyzed condensate of silicon compound as component (A) as a primer is 0 to 10 mol of alkyltrialkoxysilane to 1 mol of phenyltrialkoxysilane. , preferably 0 to 1 mol. The initial adhesion of the coating film to polycarbonate resin is excellent when the alkyltrialkoxysilane is in the range of 0 to 10 moles, but the adhesion when immersed in hot water is poor when the alkyltrialkoxysilane is 0 to 1 mole, that is, an excess of phenyltrialkoxysilane. is better. As described in Japanese Patent Publication No. 15079/1983, the partial hydrolysis condensate of the silicon compound (A) above is
Initial hydration obtained by adding water and a small amount of acid to phenyltrialkoxysilane alone or a mixture of phenyltrialkoxysilane and alkyltrialkoxysilane, and heating the mixture under reflux at a temperature of 50 to 80°C for about 1 to 10 hours. It is a decomposition condensation product. When used as a primer, after concentrating the initial hydrolysis condensate, alcohol such as methanol, ethanol, propanol, butanol, formic acid, acetic acid,
Carboxylic acids such as propionic acid, ketone solvents such as methyl ethyl ketone and methyl isobutyl ketone, ester solvents such as ethyl acetate, ethyl lactate and butyl acetate, ether solvents such as methyl cellosolve and ethyl cellosolve, and one or more other solvents. The solution is diluted using the above method, and a surfactant, an ultraviolet absorber, a dye, etc. are added as necessary. (Hereinafter, this will be referred to as liquid (A)). Component (B) as a primer, that is, a solvent containing carboxylic acid, contains at least an equimolar amount of formic acid, acetic acid,
Carboxylic acids such as propionic acid, butyric acid, and valeric acid are diluted with alcohol, ketone, ester, and ether solvents. To use as a primer, mix this component with the above solution (A). (hereinafter referred to as (B)
liquid). The final primer is prepared by mixing component (C), ie, aminoalkyltrialkoxysilane, with the solution (B). Here, as the aminoalkyltrialkoxysilane, γ-aminopropyltriethoxysilane or N-β-aminoethyl-γ
The use of -aminopropyltrimethoxysilane is preferred. At this time, if you mix component (C) directly into solution (A), the solution will immediately gel and solidify, so be sure to mix component (B) with solution (A) before mixing component (C). This must be done after it has been made into a liquid. The solid content in the primer solution is about 1 to 40% by weight, preferably about 2 to 30% by weight, and is adjusted by the amount of the solvent (B) added. Primer application methods include dipping, spraying, flow coating, and
The primer is applied by spin coating or the like, and then dried and cured by heat treatment. The heat treatment conditions should be below the heat distortion temperature of polycarbonate resin, usually 60â to 130â.
Heat curing is performed at â for 5 minutes to 12 hours. Preferably, heat curing is performed at 80 to 90°C for 10 minutes to 2 hours. As for the degree of curing, good adhesion can be obtained if the primer layer is cured to such an extent that the primer layer does not peel off when the top coat is applied. If the primer layer is cured too much, the adhesion between the top coat and the primer layer will decrease, so it is necessary to select an appropriate range for the curing of the primer. The coating thickness of the primer can be freely selected depending on the purpose, but it is preferably about 0.1 to 10 ÎŒm. Next, as the top coating according to the present invention, a coating mainly composed of a partially hydrolyzed condensate of alkyltrialkoxysilane is used. Here, as the alkyltrialkoxysilane, those represented by the general formula R 7 Si(OR 8 ) 3 are preferably used, and R 7 and R 8 in the formula are C 1 such as methyl, ethyl, propyl, butyl, etc.
~ C4 alkyl groups are preferred, with methyltriethoxysilane being a typical example. As described in US Pat. No. 3,389,114, it is a partially hydrolyzed condensate obtained by adding water and a small amount of acid and heating the mixture at a temperature of 50 to 80°C for 1 to 10 hours. For the purpose of improving the hardness of the coating film, tetraalkoxysilane may be mixed with alkyltrialkoxysilane and co-hydrolyzed. Further, a hydrolyzate of tetraalkoxysilane can be mixed with a hydrolyzate of alkyltrialkoxysilane for use. The concentrated alkyltrialkoxysilane partial hydrolysis condensate can be mixed with alcohols such as methanol, ethanol, propanol, and butanol, carboxylic acids such as formic acid, acetic acid, and propionic acid, ketone solvents such as methyl ethyl ketone and methyl isobutyl ketone, ethyl acetate, and ethyl lactate. , ester solvents such as butyl acetate, ether solvents such as methyl cellosolve, ethyl cellosolve, and other solvents.
A top coat is prepared by diluting the solution to a specific level or more, and then adding a curing catalyst, a surfactant, and if necessary, an ultraviolet absorber, a dye, and other additives. Curing catalysts added for the purpose of accelerating the curing of the coating film include quaternary ammonium hydroxide such as tetraethylammonium hydroxide and trimethylbenzyl hydroxide;
Alkali metal salts of inorganic acids such as sodium phosphate and sodium borate; alkali metal salts of organic carboxylic acids such as sodium acetate, sodium oleate and sodium naphthenate; tetrasodium salt of ethylenediaminetetraacetate acid (EDTA); Triethylamine, 1,8-diazabicyclo (5,4,
0) Examples include organic amines such as undecene 7, cyclic amidines, or salts thereof. The solid content in the top coat is about 1 to 40% by weight, preferably about 10 to 30% by weight. The present invention is achieved by applying this top coat paint to a polycarbonate resin molded product etc. that has been coated and cured with the primer by a method such as a dipping method, a spray method, a flow coating method, or a spin coating method, and then drying and curing by heating. . The film thickness of the top coat varies depending on the application of the coated material, but is usually 1 to 20 microns. The usual heat curing conditions are 50 to 140°C for 15 minutes to 12 hours, preferably 80 to 130°C for 2 to 5 hours. Polycarbonate resin molded products obtained by the present invention have excellent coating film adhesion, scratch resistance, hot water resistance, weather resistance, and solvent resistance, so they can be used in automobiles, trains, etc.
Aircraft window glass, building window glass, ski goggles, sunglass lenses, protective eyewear lenses,
Useful for preventing scratches on prescription eyeglass lenses and optical equipment lenses. The present invention will be explained below with reference to Examples. Example 1 720 g (3 moles) of phenyltriethoxysilane and 160 g (9 moles) of water were placed in a reactor equipped with a reflux condenser.
1 c.c. of 0.1N hydrochloric acid was added, mixed well, and heated under reflux for 4 hours until the liquid, which was initially a non-uniform layer, became a uniform layer. Next, ethanol was removed by distillation and the mixture was concentrated to obtain a solid product of a partially hydrolyzed condensate of phenyltriethoxysilane. Partially hydrolyzed condensate of phenyltriethoxysilane (solid) 20 parts (hereinafter referred to as parts by weight)
was dissolved in 58 parts of n-butanol, and further 10 parts of acetic acid was added. This was cooled to below 20° C., and while stirring, 10 parts of γ-aminopropyltriethoxysilane was gradually added thereto, and further 2 parts of ice were added and mixed well to prepare a primer solution. The viscosity of the primer solution was measured with a Bruckfield viscometer and was 10 centipoise at 20°C. Next, a top coat was prepared as follows. 356 g (2 moles) of methyltriethoxysilane, 108 g (6 moles) of water, and 1 c.c. of 0.1N hydrochloric acid were thoroughly mixed and heated under reflux for 4 hours. Next, ethanol was removed by distillation to obtain a partially hydrolyzed condensate of methyltriethoxysilane. 30 parts of partially hydrolyzed condensate of methyltriethoxysilane, 50 parts of industrial ethanol, 20 parts of acetic acid, 10% of tetraethylammonium hydroxide
A top coat was prepared by thoroughly mixing 3 parts of an aqueous solution and 0.5 part of a surfactant. A 100 x 100 x 2 mm polycarbonate resin sheet was washed and dried, immersed in the primer solution, and pulled up at a pulling speed of 20 cm/min without vibration. It was immediately placed in a hot air dryer and heated at 90°C for 2 hours. The primer-coated sheet was then dipped into the top coat and pulled up at a pulling speed of 20 cm/min without vibration. Immediately put it in a hot air dryer.
It was heated at 90° C. for 5 hours to obtain a polycarbonate sheet having a surface hardened film. This coating sheet was evaluated by the following method. The results are shown in Table 1. (1) Measurement of scratch resistance Scratches were made on the surface of the coating sheet using a Taber Mamo tester (manufactured by Yasuda Seiki) under the conditions of a wear wheel CS-10F with a load of 500 g and 100 cycles. Next, the total light transmittance and scattered light were measured using a haze meter (manufactured by Suga Test Instruments KK), and the scratch resistance was expressed as haze (%) = scattered light/total light transmittance x 100. (2) Initial adhesion Cross-cut sheet tester (manufactured by Toyo Seiki)
Place it on the surface and fix it, apply a load of 200g with a single-edged razor, and make 11 vertical and horizontal cuts at 1mm intervals to create a crosshatch. A cellophane adhesive tape was pasted on the crosshatch, and the tape was strongly pulled in a direction perpendicular to the sheet to observe the peeling state of the paint film. It is expressed as the number of squares remaining (numerator) out of 100 crosshatch squares (denominator). (3) Hot water resistance After immersing the previous coating sheet in hot water at 100°C or 60°C, the same thing as the initial adhesion test was performed, and the adhesion was expressed as the time at which the adhesion started to decrease. (4) Weather resistance test A weather resistance test was conducted using a sunshine in-type weather meter, the same as the initial adhesion test, and the weather meter irradiation time at which adhesion began to deteriorate was expressed. (5) Solvent resistance Acetone is placed on the sheet to the extent that it does not flow, and the time required for the paint film to blister or peel is indicated. If the acetone evaporates and becomes low, add more acetone. Example 2 In Example 1, phenyltriethoxysilane
The same procedure as in Example 1 was carried out except that 960 g (4 moles) of phenyltriethoxysilane and 178 g (1 mole) of methyltriethoxysilane were used instead of 720 g (3 moles). The results are shown in Table 1. Example 3 In Example 1, phenyltriethoxysilane
The same procedure as in Example 1 was carried out except that 240 g (1 mol) of phenyltriethoxysilane and 356 g (2 mol) of methyltriethoxysilane were used instead of 720 g (3 mol). The results are shown in Table 1. Example 4 Phenyltriethoxysilane (4 mol) and methyltriethoxysilane (1 mol) used in Example 2
Dissolve 5 parts (hereinafter referred to as parts by weight) of a partially hydrolyzed condensate (solid) consisting of in 80 parts of n-butanol, further add 10 parts of acetic acid, and further add 5 parts of γ-aminopropyltriethoxysilane and mix well. A primer solution was prepared. This was applied in the same manner as in Example 1, and immediately placed in a hot air dryer and heated at 80°C for 10 minutes. Next, the primer-coated sheet was prepared in Example 1.
A top coat was applied in the same manner as above and cured by heating. The results are shown in Table 1. Example 5 N-β-(aminoethyl)-γ was used instead of γ-aminopropyltriethoxysilane used in Example 4.
The same procedure as in Example 4 was carried out except that -aminopropyltrimethoxysilane was used. The results are shown in Table 1. Example 6 The same procedure as in Example 4 was carried out except that a polydiethylene glycol bisallyl carbonate plate was used in place of the polycarbonate sheet used in Example 4. The results are shown in Table 1. Comparative Example 1 Various tests were conducted on the original polycarbonate as it was. The results are shown in Table 1. Comparative Example 2 The same top coat as in Example was applied to a polycarbonate sheet without using a primer, and then heated and cured in the same manner. The results are shown in Table 1. Comparative Example 3 The same procedure as in Example 1 was carried out except that γ-aminopropyltriethoxysilane was applied instead of the primer paint of Example 1. The results are shown in Table 1.
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Claims (1)
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ãŒãããŒãæš¹èæ圢åã®è¡šé¢åŠçæ¹æ³ã[Scope of Claims] 1. Surface treatment of a polycarbonate resin molded product, in which a primer is applied to the surface of the polycarbonate resin molded product, heated, and then a paint mainly composed of a partial hydrolyzate of alkyltrialkoxysilane is applied and cured. In the method, the primer (A) (a) has the general formula C 6 H 5 Si(OR 1 ) 3 (wherein R 1 has a carbon number of 1).
1 mol of phenyltrialkoxysilane represented by the general formula R 2 Si (OR 3 ) 3 (wherein R 2 and R 3 are alkyl groups having 1 to 4 carbon atoms) Partially hydrolyzed condensate of silicon compound consisting of 0 to 10 moles of trialkoxysilane
100 parts by weight (B) General formula R 4 COOH (R 4 is H or carbon number 1
Solvent (C) containing at least the same mole of carboxylic acid represented by the following alkyl group (alkyl group of R 6 is an alkyl group having 1 to 4 carbon atoms) Aminoalkyltrialkoxysilane 50
A method for surface treatment of polycarbonate resin molded articles, characterized by using a mixture comprising ~100 parts by weight.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6744780A JPS56163787A (en) | 1980-05-21 | 1980-05-21 | Surface treatment of polycarbonate resin molding |
DE19803034524 DE3034524A1 (en) | 1979-09-28 | 1980-09-12 | Priming and top coating polycarbonate moulding - with hydrolysed partial condensates of alkyl and phenyl tri:alkoxy silane cpds. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6744780A JPS56163787A (en) | 1980-05-21 | 1980-05-21 | Surface treatment of polycarbonate resin molding |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS56163787A JPS56163787A (en) | 1981-12-16 |
JPS633666B2 true JPS633666B2 (en) | 1988-01-25 |
Family
ID=13345181
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP6744780A Granted JPS56163787A (en) | 1979-09-28 | 1980-05-21 | Surface treatment of polycarbonate resin molding |
Country Status (1)
Country | Link |
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JP (1) | JPS56163787A (en) |
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CN108250955B (en) * | 2018-01-17 | 2020-04-28 | æ²³ååç«èææè¡ä»œæéå ¬åž | Primer for polypropylene film coating organic silicon release agent and preparation method and application thereof |
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1980
- 1980-05-21 JP JP6744780A patent/JPS56163787A/en active Granted
Also Published As
Publication number | Publication date |
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JPS56163787A (en) | 1981-12-16 |
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