JPH04283249A - Coating composition and method for preventing surface fouling of silicone elastomer - Google Patents
Coating composition and method for preventing surface fouling of silicone elastomerInfo
- Publication number
- JPH04283249A JPH04283249A JP4812491A JP4812491A JPH04283249A JP H04283249 A JPH04283249 A JP H04283249A JP 4812491 A JP4812491 A JP 4812491A JP 4812491 A JP4812491 A JP 4812491A JP H04283249 A JPH04283249 A JP H04283249A
- Authority
- JP
- Japan
- Prior art keywords
- group
- weight
- parts
- solvent
- groups
- 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.)
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Links
- 229920002379 silicone rubber Polymers 0.000 title claims abstract description 24
- 238000000034 method Methods 0.000 title claims description 14
- 239000008199 coating composition Substances 0.000 title 1
- 239000011248 coating agent Substances 0.000 claims abstract description 28
- 238000000576 coating method Methods 0.000 claims abstract description 28
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- 239000012046 mixed solvent Substances 0.000 claims abstract description 6
- 239000001257 hydrogen Substances 0.000 claims abstract description 5
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims description 23
- 150000003961 organosilicon compounds Chemical class 0.000 claims description 17
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 15
- 239000003960 organic solvent Substances 0.000 claims description 11
- 238000010186 staining Methods 0.000 claims description 7
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 5
- 238000009835 boiling Methods 0.000 claims description 4
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 239000002904 solvent Substances 0.000 abstract description 10
- 239000012948 isocyanate Substances 0.000 abstract description 6
- 230000003373 anti-fouling effect Effects 0.000 abstract description 4
- 150000002513 isocyanates Chemical class 0.000 abstract 3
- 238000013329 compounding Methods 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 19
- 239000003795 chemical substances by application Substances 0.000 description 10
- -1 polysiloxane Polymers 0.000 description 10
- 229920001296 polysiloxane Polymers 0.000 description 10
- 239000000178 monomer Substances 0.000 description 9
- 230000007423 decrease Effects 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000000428 dust Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- 239000004945 silicone rubber Substances 0.000 description 4
- 239000004590 silicone sealant Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000010276 construction Methods 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229920006026 co-polymeric resin Polymers 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 229920002050 silicone resin Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- AQRLNPVMDITEJU-UHFFFAOYSA-N triethylsilane Chemical compound CC[SiH](CC)CC AQRLNPVMDITEJU-UHFFFAOYSA-N 0.000 description 2
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- ANZPUCVQARFCDW-UHFFFAOYSA-N 2,2,4,4,6,6-hexamethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound C[Si]1(C)O[SiH2]O[Si](C)(C)O[Si](C)(C)O1 ANZPUCVQARFCDW-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- YFCGDEUVHLPRCZ-UHFFFAOYSA-N [dimethyl(trimethylsilyloxy)silyl]oxy-dimethyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C YFCGDEUVHLPRCZ-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000004018 acid anhydride group Chemical group 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- LYVYUAHSSSHKHC-UHFFFAOYSA-N butyl(trimethyl)silane Chemical compound CCCC[Si](C)(C)C LYVYUAHSSSHKHC-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- FJWRGPWPIXAPBJ-UHFFFAOYSA-N diethyl(dimethyl)silane Chemical compound CC[Si](C)(C)CC FJWRGPWPIXAPBJ-UHFFFAOYSA-N 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- FBZANXDWQAVSTQ-UHFFFAOYSA-N dodecamethylpentasiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C FBZANXDWQAVSTQ-UHFFFAOYSA-N 0.000 description 1
- 229940087203 dodecamethylpentasiloxane Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 239000003759 ester based solvent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012770 industrial material Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000001846 repelling effect Effects 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 150000003377 silicon compounds Chemical class 0.000 description 1
- 239000004447 silicone coating Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Landscapes
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Laminated Bodies (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【0001】0001
【発明の技術分野】本発明は、塗膜形成用組成物および
汚損防止方法に関し、さらに詳しくはシリコーン弾性体
表面に、耐候性に優れたフッ素樹脂系被膜を均一に形成
し、かつ強固に接着させることにより、長期にわたる汚
損防止を可能とする方法に関するものである。TECHNICAL FIELD OF THE INVENTION The present invention relates to a composition for forming a coating film and a method for preventing staining, and more particularly, the present invention relates to a composition for forming a coating film and a method for preventing staining. The present invention relates to a method that makes it possible to prevent staining over a long period of time.
【0002】0002
【発明の技術的背景とその問題点】硬化してゴム状弾性
体となるシリコーン組成物としては、有機パーオキサイ
ドを加硫促進剤として用いる加熱加硫型シリコーンゴム
組成物、白金系触媒を用いSi−H とSi−CH=C
H2 基との付加反応を利用した付加反応硬化型シリコ
ーンゴム組成物、室温で空気中の湿気の作用を受けて硬
化する縮合反応硬化型シリコーンゴム組成物などが知ら
れている。こうしたシリコーン弾性体は、耐熱、耐寒、
耐候性に優れ、さらに電気絶縁性、無毒性などの優れた
性質を有するため、建築分野、電気機械工業分野、食品
医療産業分野など広い範囲で用いられている。しかしな
がら、このようなシリコーン弾性体は前述のような優れ
た諸特性をもつが、硬化反応後もわずかな粘着性が残り
、また、その主成分であるポリジオルガノシロキサンが
誘電体であるために埃を吸い寄せやすい。特に、作業性
を保持しつつ柔軟なシリコーン弾性体を得るために非反
応性のポリジオルガノシロキサンを添加したときは、こ
のような架橋にあずからないポリシロキサンが弾性体の
内部より表面に滲出して埃を覆い埃に撥水性を付与する
ため、埃が雨水によって洗い落とされず、汚損により美
観を損なうことが著しい。Technical background of the invention and its problems Silicone compositions that cure into rubber-like elastic bodies include heat-curable silicone rubber compositions that use organic peroxide as a vulcanization accelerator, and silicone rubber compositions that use a platinum-based catalyst. Si-H and Si-CH=C
Addition reaction-curable silicone rubber compositions that utilize an addition reaction with H2 groups, and condensation reaction-curable silicone rubber compositions that cure under the action of moisture in the air at room temperature are known. These silicone elastomers are heat resistant, cold resistant,
Because it has excellent weather resistance, electrical insulation properties, and non-toxic properties, it is used in a wide range of fields, including the construction field, the electrical machinery industry, and the food and medical industry. However, although such silicone elastomers have the excellent properties mentioned above, they remain slightly sticky even after the curing reaction, and because their main component, polydiorganosiloxane, is a dielectric, they are susceptible to dust. Easy to attract. In particular, when non-reactive polydiorganosiloxane is added to obtain a flexible silicone elastomer while maintaining workability, polysiloxane that does not participate in such crosslinking oozes out from the inside of the elastomer to the surface. Since the dust is covered with water to make it water-repellent, the dust is not washed away by rainwater, and the appearance is seriously spoiled due to staining.
【0003】以上のようにシリコーン弾性体は、特に建
築材料として要求される外観の維持の点で問題があり、
使用上の制約を受けている。また、建築用以外の工業材
料としても、埃の付着が外観や使用上影響を及ぼす用途
は多い。従って、シリコーン弾性体表面への埃の付着を
防止する技術の確立は、建築業界をはじめ各業界から望
まれていた。これらの問題点の解決を目的として、特開
昭56−157464号公報及び特開昭57−1023
43号公報ではシリコーン弾性体表面にシリコーン樹脂
を主成分とする被膜を形成する方法が示してある。しか
しこの方法では被膜の成分がシリコーン樹脂であるため
、防汚効果が不十分であった。また、特開昭59−10
5057号公報、特開昭59−126470号公報およ
び特開昭59−227955号公報では、硬化性シリコ
ーン化合物と混合あるいは変性されたアルキド樹脂やア
クリル樹脂の被膜をシリコーン弾性体表面に形成する方
法が示してある。しかし、これらの方法では、形成され
る被膜が長期耐候性が不十分であるという問題点があっ
た。As described above, silicone elastomers have problems, especially in terms of maintaining the appearance required as a building material.
There are restrictions on usage. In addition, there are many uses for industrial materials other than construction, where dust adhesion can affect the appearance and use. Therefore, the establishment of a technique for preventing dust from adhering to the surface of a silicone elastic body has been desired by various industries including the construction industry. In order to solve these problems, Japanese Patent Application Laid-Open No. 56-157464 and Japanese Patent Application Laid-Open No. 57-1023
No. 43 discloses a method of forming a film containing silicone resin as a main component on the surface of a silicone elastic body. However, in this method, the antifouling effect was insufficient because the coating was made of silicone resin. Also, JP-A-59-10
5057, JP 59-126470, and JP 59-227955 disclose a method of forming a coating of alkyd resin or acrylic resin mixed or modified with a curable silicone compound on the surface of a silicone elastomer. It is shown. However, these methods have a problem in that the films formed have insufficient long-term weather resistance.
【0004】0004
【発明の構成】本発明者は、上記問題点の解決方法を検
討した結果、イソシアネート基と反応可能な基を有する
有機溶剤可溶な含フッ素樹脂、イソシアネート化合物、
チオール基と加水分解性基とを有するケイ素化合物、お
よび揮発性有機ケイ素化合物と有機溶媒との混合溶媒か
らなる塗膜形成用組成物をシリコーン弾性体表面に施す
ことにより、長期にわたって劣化することのない防汚被
膜をその表面に形成させることができることを見出し、
本発明を完成するに至った。すなわち、本発明は、(A
) イソシアネート基と反応可能な基を有し、有機溶媒
に可溶な含フッ素樹脂100 重量部
(B) 分子中に2個以上のイソシアネート基を有する
化合物 0.1〜30重量部[Structure of the Invention] As a result of studying methods for solving the above-mentioned problems, the present inventors have discovered that an organic solvent-soluble fluororesin having a group capable of reacting with an isocyanate group, an isocyanate compound,
By applying a coating film forming composition consisting of a silicon compound having a thiol group and a hydrolyzable group and a mixed solvent of a volatile organosilicon compound and an organic solvent to the surface of a silicone elastomer, it is possible to prevent deterioration over a long period of time. discovered that it is possible to form an antifouling film on its surface,
The present invention has now been completed. That is, the present invention provides (A
) 100 parts by weight of a fluororesin having a group capable of reacting with an isocyanate group and soluble in an organic solvent (B) 0.1 to 30 parts by weight of a compound having two or more isocyanate groups in the molecule
【0005】[0005]
【化2】[Case 2]
【0006】(式中、 Qは2価の炭化水素基、R1は
1価の炭化水素基、 Xは炭素数1〜6のアルコキシ基
およびアルコキシアルコキシ基から選ばれる加水分解性
基、 aは2または3)で表される有機ケイ素化合物お
よびその加水分解物 0.1〜30重量部
(D) (イ)一般式;R24Si 、R23SiO(
R22SiO)m SiR23 、R2Si(OSiR
23)3 または(R22SiO)n (式中、R2は
同一または相異なるアルキル基、 mは0または正の整
数、 nは3以上の正の整数を表す)で示され、かつ常
圧下の沸点が70〜 250℃の範囲にある揮発性有機
ケイ素化合物と(ロ)活性水素を有さない有機溶媒とか
ら成り、(イ)の配合量が(イ)と(ロ)の合計量の5
〜95重量%である混合溶媒 10〜5000重量部
から成り、かつ(C) のチオール基の数が(B) の
イソシアネート基の数の90%以下であることを特徴と
する塗膜形成用組成物、及び組成物をシリコーン弾性体
表面に塗布して乾燥硬化させることを特徴とするシリコ
ーン弾性体表面の汚損を防止する方法に関する。(wherein, Q is a divalent hydrocarbon group, R1 is a monovalent hydrocarbon group, X is a hydrolyzable group selected from an alkoxy group having 1 to 6 carbon atoms and an alkoxyalkoxy group, and a is 2 or 3) Organosilicon compound and its hydrolyzate 0.1 to 30 parts by weight (D) (a) General formula; R24Si, R23SiO (
R22SiO)mSiR23, R2Si(OSiR
23) 3 or (R22SiO)n (wherein R2 is the same or different alkyl group, m is 0 or a positive integer, n is a positive integer of 3 or more), and has a boiling point under normal pressure It consists of a volatile organosilicon compound in the range of 70 to 250°C and (b) an organic solvent that does not have active hydrogen, and the blending amount of (a) is 5% of the total amount of (a) and (b).
A composition for forming a coating film, comprising 10 to 5,000 parts by weight of a mixed solvent of 95% by weight, and the number of thiol groups in (C) is 90% or less of the number of isocyanate groups in (B). The present invention relates to a method for preventing staining of the surface of a silicone elastomer, which comprises applying a composition to the surface of the silicone elastomer and drying and curing the composition.
【0007】(A) の含フッ素樹脂は、イソシアネー
ト基と反応する基を有し、かつ有機溶媒可溶のものであ
る。
これら含フッ素樹脂は種々のものが市販されており、本
発明ではこれら市販の含フッ素樹脂はいずれも使用する
ことができる。好適な含フッ素樹脂の例としては、テト
ラフルオロエチレン、トリフルオロクロロエチレンなど
の含フッ素オレフィンモノマーと水酸基、カルボキシル
基、アミノ基、酸無水物基、エポキシ基、チオール基な
どのイソシアネート基と反応可能な官能基を有するモノ
マーとの共重合体であり、また共重合後にこれら反応性
基を付与したものであってもよい。これら共重合性モノ
マーの代表例としては、酢酸ビニル、ビニルエステル、
(メタ)アクリル酸またはこれらの各種エステルがあげ
られる。もちろん、共重合に際しては、反応性を有さな
い第三のモノマーを配合し、共重合させてもよい。含フ
ッ素モノマーとその他のモノマーとの共重合比は、得ら
れる共重合体が有機溶媒に可溶となる範囲であり、含フ
ッ素モノマーおよびその他のモノマーの種類によって異
なるが、一般には含フッ素モノマー量が30〜90モル
%であることが好ましい。The fluororesin (A) has a group that reacts with an isocyanate group and is soluble in an organic solvent. Various types of these fluororesins are commercially available, and any of these commercially available fluororesins can be used in the present invention. Examples of suitable fluororesins include those capable of reacting with fluorine-containing olefin monomers such as tetrafluoroethylene and trifluorochloroethylene and isocyanate groups such as hydroxyl groups, carboxyl groups, amino groups, acid anhydride groups, epoxy groups, and thiol groups. It may be a copolymer with a monomer having a functional group, or it may be one to which these reactive groups are added after copolymerization. Typical examples of these copolymerizable monomers include vinyl acetate, vinyl ester,
Examples include (meth)acrylic acid and various esters thereof. Of course, during copolymerization, a third monomer having no reactivity may be blended and copolymerized. The copolymerization ratio of the fluorine-containing monomer and other monomers is within the range in which the resulting copolymer is soluble in the organic solvent, and varies depending on the type of the fluorine-containing monomer and other monomers, but generally the amount of the fluorine-containing monomer is preferably 30 to 90 mol%.
【0008】(B) のイソシアネート化合物は、(A
) の含フッ素樹脂の反応性基や、(C) のチオール
基と反応して不溶・不融の架橋構造を形成させるための
成分であり、そのためには、分子中に2個以上のイソシ
アネート基を有することが必要である。これらイソシア
ネート化合物としては、The isocyanate compound (B) is (A
) is a component that reacts with the reactive groups of the fluororesin (C) and the thiol groups of (C) to form an insoluble and infusible crosslinked structure. It is necessary to have These isocyanate compounds include:
【0009】[0009]
【化3】[Chemical formula 3]
【0010】0010
【化4】[C4]
【0011】[0011]
【化5】[C5]
【0012】0012
【化6】[C6]
【0013】などを例示することができる。[0013] etc. can be exemplified.
【0014】(B) の使用量は(A) 100 重量
部に対して0.1 〜30重量部の範囲である。(B)
の使用量が0.1 重量部より少ないと架橋構造が十
分に形成されないため、形成される被膜の強度が低下す
るばかりでなく、耐候性も低下する。逆に30重量部よ
り多いと、架橋密度が高くなり過ぎて被膜が脆くなる。The amount of (B) used is in the range of 0.1 to 30 parts by weight per 100 parts by weight of (A). (B)
If the amount used is less than 0.1 part by weight, a sufficient crosslinked structure will not be formed, resulting in not only a decrease in the strength of the formed film but also a decrease in weather resistance. On the other hand, if the amount is more than 30 parts by weight, the crosslink density becomes too high and the film becomes brittle.
【0015】(C) の有機ケイ素化合物は、硬化被膜
のシリコーン弾性体に対する強固な接着性を付与するた
めの必須の成分である。 Qの2価の炭化水素基として
は、合成と原料入手の容易さからエチレン基、トリメチ
レン基およびテトラメチレン基が好ましく、特にトリメ
チレン基が推奨される。R1の1価の炭化水素基として
は、エチル基、プロピル基、ブチル基、ペンチル基、ヘ
キシル基、ビニル基、アリル基、フェニル基、β−フェ
ニルエチル基などが例示されるが、これらのうち特にメ
チル基が原料入手の点から推奨される。加水分解基X
は、良好な加水分解性を有することから、炭素数1〜6
のアルコキシ基およびアルコキシアルコキシ基から選ば
れ、特に適度な加水分解速度を有することからメチル基
またはエチル基が推奨される。加水分解性基の数aは2
または3から選ばれ、その数が1である場合はシリコー
ン弾性体に対する被膜の接着性が不十分となる。これら
(C) としては、HS(CH2)3Si(OCH3)
3、HS(CH2)3Si(OC2H5)3 、HS(
CH2)2Si(OCH3)2、HS(CH2)2Si
(OC2H5)3 、HS(CH2)2Si(CH3)
(OCH3)2等のシランおよびそれらの加水分解縮合
物等が挙げられる。これらは、単独で用いても、あるい
は複数種を併用してもよい。
(C) の使用量は(A) 100 重量部に対して
0.1〜30重量部の範囲である。かつ(C) のチオ
ール基の数が、(B) のイソシアネート基の数の90
%以下で選ばれる。(C) の量が0.1 重量部より
少ないと硬化被膜のシリコーン弾性体に対する接着性が
不十分となり、逆に30重量部より多いと被膜が脆くな
る。また(C) のチオール基の数が、(B) のイソ
シアネート基の数の90%を越えると、(A) の反応
性基と反応可能なイソシアネート基の数が少なくなるた
め架橋構造が不十分となりやすく、そのため、硬化被膜
のシリコーン弾性体に対する接着性が低下したり、耐候
性が低下する。The organosilicon compound (C) is an essential component for imparting strong adhesion to the silicone elastomer of the cured film. The divalent hydrocarbon group for Q is preferably an ethylene group, a trimethylene group, or a tetramethylene group from the viewpoint of ease of synthesis and availability of raw materials, and a trimethylene group is particularly recommended. Examples of the monovalent hydrocarbon group for R1 include ethyl group, propyl group, butyl group, pentyl group, hexyl group, vinyl group, allyl group, phenyl group, β-phenylethyl group, etc. In particular, methyl group is recommended from the viewpoint of raw material availability. Hydrolyzable group
has good hydrolyzability, and therefore has 1 to 6 carbon atoms.
is selected from alkoxy groups and alkoxyalkoxy groups, and methyl or ethyl groups are particularly recommended because they have an appropriate rate of hydrolysis. The number a of hydrolyzable groups is 2
or 3, and if the number is 1, the adhesion of the coating to the silicone elastomer will be insufficient. These (C) include HS(CH2)3Si(OCH3)
3, HS(CH2)3Si(OC2H5)3, HS(
CH2)2Si(OCH3)2, HS(CH2)2Si
(OC2H5)3, HS(CH2)2Si(CH3)
Examples include silanes such as (OCH3)2 and hydrolyzed condensates thereof. These may be used alone or in combination. The amount of (C) used is based on 100 parts by weight of (A).
The range is from 0.1 to 30 parts by weight. and the number of thiol groups in (C) is 90 the number of isocyanate groups in (B)
% or less. If the amount of (C) is less than 0.1 parts by weight, the adhesion of the cured coating to the silicone elastomer will be insufficient, while if it is more than 30 parts by weight, the coating will become brittle. Furthermore, if the number of thiol groups in (C) exceeds 90% of the number of isocyanate groups in (B), the number of isocyanate groups that can react with the reactive groups in (A) will decrease, resulting in an insufficient crosslinked structure. As a result, the adhesiveness of the cured film to the silicone elastomer decreases, and the weather resistance decreases.
【0016】(D) の混合溶媒は、本発明の塗膜形成
剤組成物を、シリコーン弾性体表面にはじくことなく均
一に塗布し、均一な被膜を形成させるための成分であり
、その他に組成物の粘度を適度に調整して、良好な塗布
作業性を付与する働きもする。(D) を構成する(イ
)の揮発性有機ケイ素化合物は、適度の揮発性をもつこ
と、換言すれば、沸点が70〜 250℃の範囲にある
ことが必要である。沸点がこれより低いと塗布の際に早
期に揮散してしまうため有効に作用せず、高すぎると乾
燥性が悪くなり、被膜の形成が遅くなるためである。こ
こでR2は1価のアルキル基であり、メチル基、エチル
基、プロピル基、ブチル基などが例示される。このよう
な具体例としては、トリエチルシラン、ジメチルジエチ
ルシラン、トリメチルブチルシランのようなシラン、ヘ
キサメチルジシロキサン、オクタメチルトリシロキサン
、デカメチルテトラシロキサン、ドデカメチルペンタシ
ロキサンのような鎖状シロキサン、3−トリメチルシロ
キシ−1,1,1,3,7,7,7−ヘプタメチルトリ
シロキサンのような分枝状シロキサン、ヘキサメチルシ
クロテトラシロキサン、オクタメチルシクロテトラシロ
キサン、デカメチルシクロペンタシロキサン、1−エチ
ル−3,3,5,5,7,7−ヘキサメチルシクロテト
ラシロキサンのような環状シロキサンが例示されるが、
合成の容易なことから、メチル系シロキサンが好ましく
、特に適度の揮発性との兼ね合いからオクタメチルシク
ロテトラシロキサンが更に好ましい。(ロ)の有機溶媒
は、イソシアネート基の反応に影響を与えない必要性か
ら、活性水素を有さないことが必要である。これら有機
溶媒としては、ベンゼン、トルエン、キシレンのような
芳香族系;n−ヘキサン、n−ヘプタン、シクロヘキサ
ン、ガソリンのような脂肪族系;酢酸エチル、酢酸ブチ
ルのようなエステル系;アセトン、ジメチルケトン、メ
チルエチルケトン、ジエチルケトンのようなケトン系;
ジエチルエーテル、テトラヒドロフランのようなエーテ
ル系などが例示される。(D) 中の(イ)の配合量は
、(イ)と(ロ)の合計量に対して5〜95重量%の範
囲内であることが必要であり、10〜80重量%の範囲
内であることが好ましい。(イ)の量が5重量%より少
ないと、塗膜形成剤のシリコーン弾性体に対する濡れ性
が低下してはじきや塗りむらが生じ、逆に95重量%よ
り多いと、(A) 成分が分離析出するため好ましくな
い。また、(D) の混合溶媒の使用量は、(A) 1
00 重量部に対して10〜5000重量部の範囲であ
る。(D)の量がこの範囲より少ないと塗膜形成剤組成
物の粘度が高くなって作業性が著しく低下し、逆にこの
範囲より多いと何度も塗り重ねを行う必要が生じ、作業
効率が著しく低下する。The mixed solvent (D) is a component for uniformly applying the coating film forming agent composition of the present invention to the surface of the silicone elastomer without repelling it to form a uniform film, and is a component for forming a uniform film on the surface of the silicone elastomer. It also functions to appropriately adjust the viscosity of the product and provide good coating workability. The volatile organosilicon compound (A) constituting (D) needs to have appropriate volatility, in other words, it needs to have a boiling point in the range of 70 to 250°C. If the boiling point is lower than this, it will volatilize early during application and will not work effectively, while if it is too high, drying properties will be poor and the formation of a film will be delayed. Here, R2 is a monovalent alkyl group, and examples thereof include a methyl group, an ethyl group, a propyl group, a butyl group, and the like. Specific examples of such include silanes such as triethylsilane, dimethyldiethylsilane, and trimethylbutylsilane; linear siloxanes such as hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, and dodecamethylpentasiloxane; -branched siloxanes such as trimethylsiloxy-1,1,1,3,7,7,7-heptamethyltrisiloxane, hexamethylcyclotetrasiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, 1- Examples include cyclic siloxanes such as ethyl-3,3,5,5,7,7-hexamethylcyclotetrasiloxane,
Methyl-based siloxane is preferred because of its ease of synthesis, and octamethylcyclotetrasiloxane is particularly preferred in view of appropriate volatility. The organic solvent (b) needs to be free of active hydrogen in order not to affect the reaction of the isocyanate group. These organic solvents include aromatic solvents such as benzene, toluene, and xylene; aliphatic solvents such as n-hexane, n-heptane, cyclohexane, and gasoline; ester solvents such as ethyl acetate and butyl acetate; acetone and dimethyl Ketones such as ketones, methyl ethyl ketone, diethyl ketone;
Examples include ethers such as diethyl ether and tetrahydrofuran. (D) The blending amount of (a) in (a) must be within the range of 5 to 95% by weight based on the total amount of (a) and (b), and must be within the range of 10 to 80 wt%. It is preferable that When the amount of (A) is less than 5% by weight, the wettability of the coating film forming agent to the silicone elastomer decreases, resulting in repellency and uneven coating.On the other hand, when it is more than 95% by weight, component (A) separates. It is not preferable because it precipitates. In addition, the usage amount of the mixed solvent (D) is (A) 1
It is in the range of 10 to 5000 parts by weight based on 0.00 parts by weight. If the amount of (D) is less than this range, the viscosity of the film-forming agent composition will become high and the workability will be significantly reduced.On the other hand, if it is more than this range, it will be necessary to repeat the coating many times, resulting in work efficiency. decreases significantly.
【0017】本発明で使用される塗膜形成剤組成物には
被膜の硬化速度を速めるために有機スズ化合物や3級ア
ミンのような触媒を用いることもできる。また、塗膜形
成剤組成物にはその他に、紫外線吸収剤、酸化防止剤、
粘度・流動性調整剤のような改質剤、煙霧質シリカ、粉
砕石英、炭酸カルシウムのような充填剤、酸化チタン、
酸化鉄、カーボンブラックのような顔料も配合すること
ができる。[0017] The coating film forming agent composition used in the present invention may also contain a catalyst such as an organic tin compound or a tertiary amine in order to speed up the curing rate of the coating. In addition, the film forming agent composition also contains ultraviolet absorbers, antioxidants,
Modifiers such as viscosity and flow modifiers, fillers such as fumed silica, ground quartz, calcium carbonate, titanium oxide,
Pigments such as iron oxide and carbon black can also be blended.
【0018】本発明で使用される塗膜形成剤組成物は、
通常(A) 、(D) およびその他からなる成分と、
(B) 、必要に応じて(C) を配合したものからな
る成分の2成分に分けて保存し、使用時に両成分を混合
する2成分型として使用される。The film forming agent composition used in the present invention is:
A component usually consisting of (A), (D) and others,
It is used as a two-component type, in which the two components (B) and (C) are blended together as needed, are stored separately, and both components are mixed at the time of use.
【0019】本発明は、シリコーン弾性体表面に、(A
) 〜(D) およびその他の成分からなる塗膜形成剤
組成物を塗布し、乾燥硬化させることにより達成される
。塗布の方法は特に限定されるものではなく、刷毛、ス
プレー、ローラーなど任意の方法で行われる。乾燥硬化
は常温でもまた加熱によって促進してもよい。[0019] In the present invention, (A
) to (D) and other components is applied and dried and cured. The method of application is not particularly limited, and any method such as brush, spray, or roller may be used. Dry curing may be accelerated at room temperature or by heating.
【0020】[0020]
【発明の効果】本発明により、シリコーン弾性体表面に
耐候性に優れた防汚被膜を形成することができるため、
長期にわたって汚損を防止することができる。[Effects of the Invention] According to the present invention, an antifouling film with excellent weather resistance can be formed on the surface of a silicone elastomer.
Contamination can be prevented for a long period of time.
【0021】[0021]
【実施例】以下、本発明を実施例により説明する。尚、
実施例中、部は重量部を示す。[Examples] The present invention will be explained below with reference to Examples. still,
In the examples, parts indicate parts by weight.
【0022】実施例1〜6、比較例1〜4フルオロエチ
レン−ビニルエーテル共重合樹脂(固形分60%、溶媒
;酢酸エチル、水素基価 32mg KOH/g 、旭
硝子製)100 部に、表1に示すようにイソシアネー
ト基含有化合物、有機ケイ素化合物、揮発性有機ケイ素
化合物および有機溶媒その他を加えて塗膜形成用組成物
を調製した。これら塗膜形成用組成物を、図1に示すシ
リコーンシーリング材を打設した試験体(シーリング材
として東芝シリコーン製アミノキシ硬化型シリコーンシ
ーリング材「トスシール361」を使用し、室温で14
日間硬化させたもの)のシリコーンシーリング材の表面
に刷毛を用いて塗布し、塗装性を観察した後常温で7日
間硬化させた。次いで、これら試験体の塗膜形成剤塗布
面にウェザオメータ中で1000時間紫外線を照射した
後、状態を観察し、屋外に曝露して6カ月後および1年
後の塗膜の外観および汚損の程度を観察した。それらの
結果も表1に示す。なお、比較例1は本発明の有機ケイ
素化合物を使用しない比較例、比較例2は揮発性有機ケ
イ素化合物を溶媒として使用しない比較例、比較例3お
よび比較例4はフッ素樹脂以外の樹脂成分を用いた比較
例である。Examples 1 to 6, Comparative Examples 1 to 4 100 parts of fluoroethylene-vinyl ether copolymer resin (solid content 60%, solvent: ethyl acetate, hydrogen value 32 mg KOH/g, manufactured by Asahi Glass) were added with the following ingredients as shown in Table 1. A composition for forming a coating film was prepared by adding an isocyanate group-containing compound, an organosilicon compound, a volatile organosilicon compound, an organic solvent, and others as shown. These paint film-forming compositions were applied to a test piece on which the silicone sealant shown in Figure 1 was cast (using Toshiba Silicone's aminoxy-curing silicone sealant ``Tosseal 361'' as the sealant, for 14 hours at room temperature.
It was applied with a brush to the surface of the silicone sealant (hardened for one day), and after observing the paintability, it was cured at room temperature for 7 days. Next, after irradiating the film-forming agent-coated surfaces of these test specimens with ultraviolet rays for 1000 hours in a weatherometer, the condition was observed, and the appearance and degree of staining of the paint films were evaluated 6 months and 1 year after exposure outdoors. observed. The results are also shown in Table 1. Comparative Example 1 is a comparative example that does not use the organosilicon compound of the present invention, Comparative Example 2 is a comparative example that does not use a volatile organosilicon compound as a solvent, and Comparative Examples 3 and 4 are comparative examples that do not use a volatile organosilicon compound as a solvent. This is a comparative example.
【0023】[0023]
【表1】[Table 1]
【0024】実施例7〜12、比較例5〜8三弗化塩化
エチレン−ビニルエーテル共重合樹脂溶液(固形分60
%、水酸基価25mg KOH/g、セントラルガラス
製)100 部に、表2に示すようにイソシアネート基
含有化合物、有機ケイ素化合物、揮発性有機ケイ素化合
物および有機溶媒その他を加えて塗膜形成剤組成物を調
製した。これら塗膜形成剤組成物を、図2に示すシリコ
ーン弾性コーティング材をコーティングした試験体(コ
ーティング材として東芝シリコーン製オキシム硬化型シ
リコーン弾性コーティング材「トスコート30」を塗布
し、室温で14日間硬化させたもの)のシリコーンコー
ティング材の表面に刷毛を用いて塗布し、実施例1〜6
および比較例1〜4と同様の試験を行った。それらの結
果も表2に示す。なお、比較例5は本発明の有機ケイ素
化合物を使用しない比較例、比較例6は揮発性有機ケイ
素化合物を溶媒として使用しない比較例、比較例7およ
び比較例8はフッ素樹脂以外の樹脂成分を用いた比較例
である。Examples 7 to 12, Comparative Examples 5 to 8 Trifluorochloroethylene-vinyl ether copolymer resin solution (solid content 60
%, hydroxyl value 25 mg KOH/g, manufactured by Central Glass), and add an isocyanate group-containing compound, an organosilicon compound, a volatile organosilicon compound, an organic solvent, and others as shown in Table 2 to form a coating film forming agent composition. was prepared. These film-forming agent compositions were applied to a test piece coated with the silicone elastic coating material shown in Figure 2 (the coating material was Toshiba Silicone's oxime-curable silicone elastic coating material "Toscoat 30", and the coating was cured at room temperature for 14 days. Examples 1 to 6 were applied using a brush to the surface of the silicone coating material.
And tests similar to Comparative Examples 1 to 4 were conducted. The results are also shown in Table 2. Comparative Example 5 is a comparative example that does not use the organosilicon compound of the present invention, Comparative Example 6 is a comparative example that does not use a volatile organosilicon compound as a solvent, and Comparative Examples 7 and 8 are comparative examples that do not use a volatile organosilicon compound as a solvent. This is a comparative example.
【0025】[0025]
【表2】[Table 2]
【図1】実施例1〜6および比較例1〜4において屋外
曝露試験に用いた試験体を示す。FIG. 1 shows test specimens used in outdoor exposure tests in Examples 1 to 6 and Comparative Examples 1 to 4.
【図2】実施例7〜12および比較例5〜8において屋
外曝露試験に用いた試験体を示す。FIG. 2 shows test specimens used in outdoor exposure tests in Examples 7 to 12 and Comparative Examples 5 to 8.
1…塗膜形成剤 2…シリコーンシーリング材 3…ホーロー板 4…シリコーン弾性コーティング材 5…亜鉛鋼板 1...Coating film forming agent 2...Silicone sealant 3...Enamel board 4...Silicone elastic coating material 5...Zinc steel plate
Claims (2)
を有し、有機溶媒に可溶な含フッ素樹脂100 重量部
(B) 分子中に2個以上のイソシアネート基を有する
化合物 0.1〜30重量部 【化1】 (式中、 Qは2価の炭化水素基、R1は1価の炭化水
素基、Xは炭素数1〜6のアルコキシ基およびアルコキ
シアルコキシ基から選ばれる加水分解性基、 aは2ま
たは3)で表される有機ケイ素化合物およびその加水分
解物 0.1〜30重量部(D) (イ)一般式;
R24Si 、R23SiO(R22SiO)m Si
R23 、R2Si(OSiR23)3 または(R2
2SiO)n (式中、R2は同一または相異なるアル
キル基、 mは0または正の整数、 nは3以上の正の
整数を表す)で示され、かつ常圧下の沸点が70〜25
0℃の範囲にある揮発性有機ケイ素化合物と(ロ)活性
水素を有さない有機溶媒とから成り、(イ)の配合量が
(イ)と(ロ)の合計量の5〜95重量%である混合溶
媒 10〜5000重量部から成り、かつ(C) の
チオール基の数が(B) のイソシアネート基の数の9
0%以下であることを特徴とする塗膜形成用組成物。Claims 1: (A) 100 parts by weight of a fluororesin having a group capable of reacting with an isocyanate group and soluble in an organic solvent; (B) a compound having two or more isocyanate groups in the molecule; 0.1 to 100 parts by weight; 30 parts by weight [Formula 1] (wherein, Q is a divalent hydrocarbon group, R1 is a monovalent hydrocarbon group, and X is a hydrolyzable group selected from an alkoxy group having 1 to 6 carbon atoms and an alkoxyalkoxy group , a is 2 or 3) Organosilicon compound and its hydrolyzate 0.1 to 30 parts by weight (D) (a) General formula;
R24Si, R23SiO(R22SiO)mSi
R23 , R2Si(OSiR23)3 or (R2
2SiO)n (wherein R2 is the same or different alkyl group, m is 0 or a positive integer, n is a positive integer of 3 or more), and has a boiling point under normal pressure of 70 to 25
It consists of a volatile organosilicon compound in the range of 0°C and (b) an organic solvent that does not have active hydrogen, and the blending amount of (a) is 5 to 95% by weight of the total amount of (a) and (b). 10 to 5,000 parts by weight of a mixed solvent, and the number of thiol groups in (C) is 9 as the number of isocyanate groups in (B)
A composition for forming a coating film, characterized in that the content thereof is 0% or less.
表面に塗布して乾燥硬化させることを特徴とするシリコ
ーン弾性体表面の汚損を防止する方法。2. A method for preventing staining of the surface of a silicone elastomer, comprising applying the composition of claim 1 to the surface of the silicone elastomer and drying and curing the composition.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4812491A JPH04283249A (en) | 1991-03-13 | 1991-03-13 | Coating composition and method for preventing surface fouling of silicone elastomer |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4812491A JPH04283249A (en) | 1991-03-13 | 1991-03-13 | Coating composition and method for preventing surface fouling of silicone elastomer |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH04283249A true JPH04283249A (en) | 1992-10-08 |
Family
ID=12794585
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP4812491A Withdrawn JPH04283249A (en) | 1991-03-13 | 1991-03-13 | Coating composition and method for preventing surface fouling of silicone elastomer |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH04283249A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6384119B1 (en) | 2000-06-22 | 2002-05-07 | Basf Corporation | Coating compositions comprising volatile linear siloxane fluids |
JP2009138190A (en) * | 2007-11-15 | 2009-06-25 | Synztec Co Ltd | Conductive rubber member |
-
1991
- 1991-03-13 JP JP4812491A patent/JPH04283249A/en not_active Withdrawn
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6384119B1 (en) | 2000-06-22 | 2002-05-07 | Basf Corporation | Coating compositions comprising volatile linear siloxane fluids |
JP2009138190A (en) * | 2007-11-15 | 2009-06-25 | Synztec Co Ltd | Conductive rubber member |
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