JPH0362855A - Film-forming organopolysiloxane composition - Google Patents
Film-forming organopolysiloxane compositionInfo
- Publication number
- JPH0362855A JPH0362855A JP19884089A JP19884089A JPH0362855A JP H0362855 A JPH0362855 A JP H0362855A JP 19884089 A JP19884089 A JP 19884089A JP 19884089 A JP19884089 A JP 19884089A JP H0362855 A JPH0362855 A JP H0362855A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- group
- formula
- organopolysiloxane
- composition
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 35
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 30
- 229920001971 elastomer Polymers 0.000 claims abstract description 27
- 239000005060 rubber Substances 0.000 claims abstract description 27
- 239000000463 material Substances 0.000 claims abstract description 18
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 9
- 150000001282 organosilanes Chemical class 0.000 claims abstract description 8
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 claims abstract description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 4
- 239000000843 powder Substances 0.000 claims description 9
- 238000006482 condensation reaction Methods 0.000 claims description 8
- 125000000524 functional group Chemical group 0.000 claims description 5
- 239000007809 chemical reaction catalyst Substances 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 4
- 150000002430 hydrocarbons Chemical class 0.000 abstract description 11
- 238000002156 mixing Methods 0.000 abstract description 6
- 229920001577 copolymer Polymers 0.000 abstract description 4
- 229920001400 block copolymer Polymers 0.000 abstract description 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 4
- 229930195733 hydrocarbon Natural products 0.000 abstract 4
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract 1
- 239000000413 hydrolysate Substances 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- -1 siloxane units Chemical group 0.000 description 15
- 239000004205 dimethyl polysiloxane Substances 0.000 description 8
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 8
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 125000005372 silanol group Chemical group 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 229920002379 silicone rubber Polymers 0.000 description 5
- 239000004945 silicone rubber Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 244000055346 Paulownia Species 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 229920001973 fluoroelastomer Polymers 0.000 description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 229920002050 silicone resin Polymers 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229920006311 Urethane elastomer Polymers 0.000 description 2
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
- 239000000440 bentonite Substances 0.000 description 2
- 229910000278 bentonite Inorganic materials 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 239000012975 dibutyltin dilaurate Substances 0.000 description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- WHIVNJATOVLWBW-UHFFFAOYSA-N n-butan-2-ylidenehydroxylamine Chemical group CCC(C)=NO WHIVNJATOVLWBW-UHFFFAOYSA-N 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- WXWYJCSIHQKADM-ZNAKCYKMSA-N (e)-n-[bis[[(e)-butan-2-ylideneamino]oxy]-ethenylsilyl]oxybutan-2-imine Chemical compound CC\C(C)=N\O[Si](O\N=C(/C)CC)(O\N=C(/C)CC)C=C WXWYJCSIHQKADM-ZNAKCYKMSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920000181 Ethylene propylene rubber Polymers 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 108020001991 Protoporphyrinogen Oxidase Proteins 0.000 description 1
- 102000005135 Protoporphyrinogen oxidase Human genes 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- OAJHWYJGCSAOTQ-UHFFFAOYSA-N [Zr].CCCCCCCCO.CCCCCCCCO.CCCCCCCCO.CCCCCCCCO Chemical compound [Zr].CCCCCCCCO.CCCCCCCCO.CCCCCCCCO.CCCCCCCCO OAJHWYJGCSAOTQ-UHFFFAOYSA-N 0.000 description 1
- NBJODVYWAQLZOC-UHFFFAOYSA-L [dibutyl(octanoyloxy)stannyl] octanoate Chemical compound CCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCC NBJODVYWAQLZOC-UHFFFAOYSA-L 0.000 description 1
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 description 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Chemical class 0.000 description 1
- 239000002184 metal Chemical class 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- 125000003544 oxime group Chemical group 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Landscapes
- Lubricants (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野コ
本発明は、各種ゴム制料の表面に優れた１ｌｆｌｌ型性
および潤滑性を付与するための皮膜形成性オルガノポリ
シロキサン組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a film-forming organopolysiloxane composition for imparting excellent 1lfll type properties and lubricity to the surfaces of various rubber materials.
［従来の技術とその問題点コ
各種ゴム材料の表面に離型性および潤滑性を付与する方
法として、その表面に離型性、潤滑性に優れたシリコー
ン系オイルやフッ素系オイルを塗布する方法、その表面
に離型性、潤滑性を有するシリコーンレジンを塗布し硬
化させる方法が知られる。[Conventional technology and its problems] As a method of imparting mold releasability and lubricity to the surface of various rubber materials, a method of applying silicone oil or fluorine oil, which has excellent mold releasability and lubricity, to the surface. A method is known in which a silicone resin having releasability and lubricity is applied to the surface and cured.
しかし、離型性、潤滑性に優れたオイルを塗布する方法
は、塗布されたオイルが、経時的に表面から失われ、そ
の効力が次第に低下するという欠点があった。また離型
性、潤滑性を有するシリコーンレジンを塗布し硬化させ
る方法は、硬化したレジン皮膜がゴム材料の伸びに連間
できないものであり、これを適用したゴム桐材は、伸縮
折り曲げ時に表面にクラックが発生し易く離型性や潤滑
性が失われると共に、外観の」二からも好ましくないと
いう欠点を有しており、長期間の使用に耐えられないも
のであった。However, the method of applying oil with excellent mold releasability and lubricity has the disadvantage that the applied oil is lost from the surface over time and its effectiveness gradually decreases. In addition, the method of applying and curing silicone resin, which has mold releasability and lubricity, does not allow the cured resin film to continue to stretch the rubber material. It has the drawbacks of easy cracking, loss of mold releasability and lubricity, and an unfavorable appearance, and cannot withstand long-term use.
［発明が解決しようとする課題］
本発明者らは、これら従来の欠点を解消するため鋭意検
討した結果、特定のオルガノポリシロキサフ組成物をゴ
ム桐材表面に塗布し、硬化させれば上記問題点は大幅に
解消されることを見出し、本発明に到達した。[Problems to be Solved by the Invention] As a result of intensive studies to eliminate these conventional drawbacks, the present inventors found that by applying a specific organopolysiloxaf composition to the surface of rubber paulownia wood and curing it, the above-mentioned problem can be solved. The inventors have discovered that the problems can be largely solved and have arrived at the present invention.
すなわち、本発明の目的は、自己架橋してゴム弾性のあ
る硬化皮膜を形成すると同時に各種ゴム桐材によく接着
し、その表面に優れたガ［型性と潤滑性を付与すること
のできる皮膜形成性オルガノポリシロキサン組成物を提
供することにある。That is, the object of the present invention is to provide a coating that can self-crosslink to form a cured coating with rubber elasticity, adhere well to various rubber paulownia materials, and provide the surface with excellent moldability and lubricity. An object of the present invention is to provide a formable organopolysiloxane composition.
［課題を解決するための手段とその作用］本発明は、
（イ） Ｒ）！ｓＩｏ＋４−ｘ＋ｚ２車位（式中、Ｒは
１価炭化水素基、Ｘは平均１．０〜１．３である。）か
らなるレジ７４大オルガノ価炭化水素基であり、その内
、８０重量％、Ｒ’５ＩＲ２，Ｃｈ３−ｖ＋７ｐ単位（
式中、Ｙは平均 １．８〜２．０であり、Ｒ１は１価炭
化水素基であり、Ｒ２はケイ素原子結合加水分解性の官
能基）末端封鎖シロキサン単位２〜３０重量％およびＲ
３２ＳｌＯ単位（式中、Ｒ３は１価炭化水素基であり、
その内、８０モル％以上はメチル基である。）からなる
直鎖状オルガン価炭化水素基であり、その内、８０重景
％からなる、プロ・７り共重合オルガノポリシロキサン
５０〜８０重量％、（ロ）一般式、Ｒ’、Ｓ＋ （０−
Ｎ：Ｃ＜≦）４、（式中、Ｒ４，Ｒ６，Ｒ６は１価炭化
水素基であり、ａは０または１である。）もしくは一般
式、Ｒ’ａＳｉ （ＯＲ’） ４−、 （式中、ＲＪ、
Ｒ６およびａは前記と同じである。）で示されるオ
ルガノシランまたはこれらの部分加水分解物 ２〜
５０重量％、（ハ）分子末端に水酸基もしくはアルコキ
シ基を有するジオルガノポリシロキサン
０．１〜１０重量％、
（ニ）無機質もしくは有機質微粉末
０〜１０重量％、
（ホ）縮合反応用触媒 ０．１〜１０重量％、および
（へ）有機溶媒 任意量からなる
ことを特徴とする、各種ゴム桐材の表面に離型性および
潤滑性を付与するための皮膜形成性オルガノポリシロキ
サン組成物に関する。[Means for solving the problems and their effects] The present invention has the following features: (a) R)! sIo+4-x+z2 positions (wherein, R is a monovalent hydrocarbon group, and X is an average of 1.0 to 1.3), of which 80% by weight, R'5IR2, Ch3-v+7p unit (
(wherein Y is on average 1.8-2.0, R1 is a monovalent hydrocarbon group, R2 is a silicon-bonded hydrolyzable functional group) 2-30% by weight of end-capped siloxane units and R
32SIO units (wherein R3 is a monovalent hydrocarbon group,
Of these, 80 mol% or more are methyl groups. ), of which 50 to 80% by weight of pro-7-copolymerized organopolysiloxane consisting of 80%, (b) general formula, R', S+ ( 0-
N:C<≦)4, (wherein R4, R6, R6 are monovalent hydrocarbon groups, and a is 0 or 1) or the general formula, R'aSi (OR') 4-, ( In the formula, R.J.
R6 and a are the same as above. ) Organosilanes or partial hydrolysates thereof 2-
50% by weight, (c) 0.1 to 10% by weight of diorganopolysiloxane having a hydroxyl or alkoxy group at the end of the molecule, (d) 0 to 10% by weight of inorganic or organic fine powder, (e) Condensation reaction catalyst 0 A film-forming organopolysiloxane composition for imparting mold releasability and lubricity to the surface of various rubber paulownia materials, characterized in that it comprises .1 to 10% by weight, and an arbitrary amount of an organic solvent. .
これを説明すると、本発明に使用される（イ）成分のオ
ルガノポリシロキサンは本発明の主成分であり、ＲＨＳ
ＩＯ＋ａ−ｘ＋７２単位（式中、Ｒはメチル基、エチル
基、プロピル基等のアルキルμ；フェニル基等のアリー
ル基で例示される１価炭化水素基であり、Ｘは平均１．
０〜１．３である。To explain this, the organopolysiloxane of component (a) used in the present invention is the main component of the present invention, and RHS
IO+a-x+72 units (wherein R is an alkyl μ such as a methyl group, ethyl group, or propyl group; a monovalent hydrocarbon group exemplified by an aryl group such as a phenyl group, and X is an average of 1.
It is 0 to 1.3.
）からなるレジン状オルガノ価炭化水素基であり、その
内、８０重量％、Ｒ’５ＩＲ２，０＋３−ｖ＋７２単位
（式中、Ｙは平均１．８〜２．０であり、Ｒ１はメチル
、！ｌ！；。), of which 80% by weight is R'5IR2,0+3-v+72 units (wherein Y is 1.8 to 2.0 on average, R1 is methyl,! l!;.
エチル基、プロピル基等のアルキル基；フェニル基等の
アリール基で例示される１価炭化水素基Ｎ Ｒ２はメ
トキシ基、エトキシ基、プロポキシ基等のアルコキシ基
；メチルエチルケトオキシム基等のオキシム基；アセト
キシ基で例示される加水分解性の官能基である。）末端
封鎖シロキサン単位２〜３０重量％およびＲ３２ＳＩＣ
１単位（式中Ｎ Ｒ３はメチル基、エチル基、プロピ
ル基等のアルキル基； フェニル基等のアリール基で例
示される１価炭化水素基であり、その内、８０モル％以
上はメチル基である。）からなる直鎖状オルガノ価炭化
水素基であり、その内、８０重量％からなる直鎖状オル
ガノシランロキサンである。Alkyl groups such as ethyl group and propyl group; monovalent hydrocarbon groups exemplified by aryl groups such as phenyl group N R2 is an alkoxy group such as methoxy group, ethoxy group, propoxy group; oxime group such as methylethylketoxime group; acetoxy It is a hydrolyzable functional group exemplified by the group. ) 2-30% by weight of end-capped siloxane units and R32SIC
1 unit (in the formula, N R3 is an alkyl group such as a methyl group, ethyl group, or propyl group; a monovalent hydrocarbon group exemplified by an aryl group such as a phenyl group, of which 80 mol% or more is a methyl group) ), of which 80% by weight is linear organosilane loxane.
このようなオルガノポリシロキサンとしては、例えば、
■Ｓ ｉｏ （０（Ｊ３）３．■５ｉＯ（ＯＣＪｓ）３
等のフェニルトリアルコキシシランの加水分解縮合物と
分子鎖両末端にシラノール基もしくはアルコキシ基を有
するジメチルポリシロキサンとを縮合反応して得られる
ブロック共重合体であるオルガノポリシロキサン、ＣＨ
ｓＳｌ（ＯＣＨｓ）３． Ｃ）ｈｓＩ（ＯＣ２Ｈｓｈ
等のメチルトリアルコキシシランの加水分解縮合物と分
子鎖両末端にシラノール基もしくはアルコキシ基を有す
るジメチルポリシロキサンを縮合反応して得られるブロ
ック共重合体であるオルガノポリシロキサン等が挙げら
れる。Such organopolysiloxanes include, for example,
■S io (0(J3)3.■5iO(OCJs)3
Organopolysiloxane, CH, is a block copolymer obtained by a condensation reaction of a hydrolyzed condensate of phenyltrialkoxysilane such as and dimethylpolysiloxane having a silanol group or an alkoxy group at both ends of the molecular chain.
sSl(OCHs)3. C) hsI(OC2Hsh
Examples include organopolysiloxane, which is a block copolymer obtained by condensing a hydrolyzed condensate of methyltrialkoxysilane such as methyltrialkoxysilane, and dimethylpolysiloxane having a silanol group or an alkoxy group at both ends of the molecular chain.
これらのオルガノポリシロキサンを製造するに際して、
上記オルガノシラン類の加水分解縮合反応はトルエン、
キシレン等の非極性溶媒中で必要量の水を加え徐々に進
行させることが好ましい。また縮合反応によるプロ・ツ
ク共重合体の製造に際しては、触媒として塩酸、もしく
はオクチル酸、ナフテン酸等の金属塩が用いられる。更
に、ケイ素原子結合加水分解性の官能基の導入に際して
は、上記アルコキシシランの部分加水分解による残留ア
ルコキシ基を利用してもよいし、縮合反応時に加水分解
性シランを加え末端封鎖反応を行ってもよい。When producing these organopolysiloxanes,
The hydrolysis condensation reaction of the organosilanes mentioned above involves toluene,
It is preferable to gradually proceed by adding the necessary amount of water in a non-polar solvent such as xylene. Further, in the production of a pro-tox copolymer by a condensation reaction, hydrochloric acid or a metal salt such as octylic acid or naphthenic acid is used as a catalyst. Furthermore, when introducing a silicon atom-bonded hydrolyzable functional group, the residual alkoxy group resulting from partial hydrolysis of the alkoxysilane may be used, or a hydrolyzable silane may be added during the condensation reaction to perform an end-capping reaction. Good too.
本発明に使用される（口）成分のオルガノシランは、上
記（イ）成分のオルガノポリシロキサンの架橋剤であり
、本発明組成物を各種ゴム材料と接着させるために必要
な成分てあり、これは上式中、ＲＡ、 Ｒ５およびＲ
６はメチル基。The organosilane used in the present invention is a crosslinking agent for the organopolysiloxane component (a) above, and is a necessary component for adhering the composition of the present invention to various rubber materials. In the above formula, RA, R5 and R
6 is a methyl group.
エチル基、プロピル基等のアルキル基； ビニル基、ア
リル基等のアルケニル基で例示される（測成化水素基で
ある。このようなオルガノンランとしては、例えば、メ
チル−トリス（メチルエチルケトオキシム）シラン、ビ
ニル−トリス（メチルエチルケトオキシム）シラン等で
例示されるオキシム基を有するオルガノシラン； メチ
ルトリメトキシシラン、メチルトリエトキシシラン、ビ
ニルトリメトキシシラン等で例示されるアルコキシ基を
有するオルガノシランが挙げられる。また、これらのシ
ランに必要量の水を加え反応せしめた部分縮合物も架橋
剤成分として使用することが出来る。Alkyl groups such as ethyl group and propyl group; Alkenyl groups such as vinyl group and allyl group. , vinyl-tris(methylethylketoxime)silane and the like; organosilanes having an alkoxy group such as methyltrimethoxysilane, methyltriethoxysilane, vinyltrimethoxysilane and the like. Further, a partial condensate obtained by adding a necessary amount of water to these silanes and reacting them can also be used as a crosslinking agent component.
本成分の配合量は（イ）成分５０〜８０重量％に対し２
〜５０重量％の範囲であり、好ましくは５〜４０重量％
の範囲である。これは２重量％以下では本発明組成物の
架橋が不十分となり、また５０重量％を越えると硬化皮
膜が固く、かつ、もろくなり、ゴム材料の伸びに追随で
きなくなるからである。The blending amount of this component is 2 for 50 to 80% by weight of component (A).
-50% by weight, preferably 5-40% by weight
is within the range of This is because if the amount is less than 2% by weight, the crosslinking of the composition of the present invention will be insufficient, and if it exceeds 50% by weight, the cured film will become hard and brittle and will not be able to follow the elongation of the rubber material.
本発明に使用される（ハ）成分のジオルガノポリシロキ
サンは、本発明組成物に離型性、潤滑性を付与するため
の成分である。このジオルガノシロキサンは（イ）成分
および／または（ロ）成分と反応するためには、分子末
端に水酸基またはメトキシ基、エトキシ基、プロポキン
基等で例示されるアルコキシ基を有することが必要であ
る。また、このジオルガノシロキサンの主鎖はジメチル
シロキサンが一般的であり、このメチル基の一部をエチ
ル基、プロピル基などのアルキル基で置換したもの、フ
ェニル基。The component (iii) diorganopolysiloxane used in the present invention is a component for imparting mold releasability and lubricity to the composition of the present invention. In order for this diorganosiloxane to react with component (a) and/or component (b), it must have a hydroxyl group or an alkoxy group such as a methoxy group, an ethoxy group, a propoquine group, etc. at the end of the molecule. . In addition, the main chain of this diorganosiloxane is generally dimethylsiloxane, and a part of the methyl group is substituted with an alkyl group such as an ethyl group or a propyl group, or a phenyl group.
スチリル基等の芳香族系伏化水素基で置換したもの、エ
ポキシ基やアミノ基などの反応性官能基を有する置換基
で置換したものであってもよい。It may be substituted with an aromatic hydrogen atomized group such as a styryl group, or substituted with a substituent having a reactive functional group such as an epoxy group or an amino group.
このようなジオルガノポリシロキサンとしては、例えば
分子鎖両末端がジメチルヒドロキンシロキシ基で封鎖さ
れたジメチルポリシロキサン、分子鎖両末端がジメチル
ヒドロキシシロキシ基で封鎖されたジメチルシロキサン
・メチルフェニルシロキサン共重合体５分手鎖片末端が
ジメチルヒドロキシシロキシ基で封鎖されており、もう
一方の分子鎖片末端がトリメチルンロキシ基で封鎖され
たジメチルポリシロキサン、分子鎖両末端がジメチルメ
トキシシロキン基で封鎖されたジメチルポリシロキサン
、分子鎖両末端がジメチルメトキシシロキシ基で封鎖さ
れタシメチルシロキザン・メチルフェニルシロキサン共
重合体等が挙げられる。Examples of such diorganopolysiloxanes include dimethylpolysiloxane in which both molecular chain ends are blocked with dimethylhydroxysiloxy groups, and dimethylsiloxane/methylphenylsiloxane copolymer in which both molecular chain ends are blocked with dimethylhydroxysiloxy groups. Dimethylpolysiloxane with one chain end blocked with a dimethylhydroxysiloxy group and the other molecular chain end blocked with a trimethyloxysiloxy group, and both molecular chain ends blocked with a dimethylmethoxysiloxy group. Examples include dimethylpolysiloxane, which has both ends of its molecular chain blocked with dimethylmethoxysiloxy groups, and a copolymer of tacymethylsiloxane and methylphenylsiloxane.
本成分の配合量は（イ）成分の５０〜８０重量％に対し
て、０．１〜１０重量％であり、好ましくは０．１〜５
重景重量ある。The blending amount of this component is 0.1 to 10% by weight, preferably 0.1 to 5% by weight based on 50 to 80% by weight of component (A).
It's heavy and heavy.
本発明に使用される（二）成分の縮合反応用触媒は、本
発明組成物の硬化を促進する働きをする。このような縮
合反応触媒としては、例えば、ジブチル錫ジアセテート
、ジブチル錫ジラウレート、ジオクチル錫ジラウレート
、ジブチル錫ジオクトエート、ナフテン酸亜鉛、ナフテ
ン酸コバルト、オクチル酸錫、オクチル酸コバルト、ジ
オクチル酸ジイソオクチルメルカプトアセテート、ナン
テン酸ジルコニウム、オクチル酸ジルコニウム、テトラ
ブチルオルンチタネート等の有機金属触媒、ジェタノー
ルアミン。The (2) component condensation reaction catalyst used in the present invention functions to accelerate the curing of the composition of the present invention. Such condensation reaction catalysts include, for example, dibutyltin diacetate, dibutyltin dilaurate, dioctyltin dilaurate, dibutyltin dioctoate, zinc naphthenate, cobalt naphthenate, tin octylate, cobalt octylate, diisooctyl mercapto dioctylate. Organometallic catalysts such as acetate, zirconium nanthenate, zirconium octylate, tetrabutyl orthontitanate, and jetanolamine.
トリエタノールアミン等の有機ケイ素化合物を含まない
アミン系触媒が挙げられる。Examples include amine catalysts that do not contain organosilicon compounds such as triethanolamine.
本成分の配合量は０．１〜１０重量％であり、１ 好ましくは０．３〜５重量％である。The blending amount of this component is 0.1 to 10% by weight, and 1 Preferably it is 0.3 to 5% by weight.
本発明に使用される（ホ）成分の無機もしくは有機微粉
末は、本発明組成物の離型性、潤滑性をさらに高めるた
めのものであり、より；’；！ｌい性能を要求された場
合、必要に応して配合される成分である。この無機もし
くは有機微粉末は形成された硬化皮膜表面に凹凸を与え
、これに接する物体との接触面積を減少させ離型性、潤
滑性を更に高める作用をなす。粒径としては硬化皮膜に
凹凸を与えることができるものであれば特に限定はしな
いが、通常は５μｍ以下のものが使用される。また材質
としては本発明組成物に用いられる有機溶媒に溶解もし
くは膨潤せず、また長期の保存に関して粒子間の凝集の
ないものが好ましい。このような（ホ）成分どしては、
タルク、シリカ、ベントナイト等で例示される無機微粉
末；ポリエチレン微粉末、フッ素樹脂微粉末、シリコー
ン樹脂微粉末等で例示される有機微粉末が挙げられる。The inorganic or organic fine powder of component (e) used in the present invention is used to further improve the mold releasability and lubricity of the composition of the present invention. It is a component that is added as necessary when superior performance is required. This inorganic or organic fine powder gives unevenness to the surface of the formed cured film, reduces the contact area with objects that come into contact with it, and has the effect of further improving mold releasability and lubricity. The particle size is not particularly limited as long as it can provide unevenness to the cured film, but particles of 5 μm or less are usually used. The material is preferably one that does not dissolve or swell in the organic solvent used in the composition of the present invention and does not cause aggregation between particles during long-term storage. For such (e) ingredients,
Examples include inorganic fine powders such as talc, silica, and bentonite; organic fine powders such as polyethylene fine powders, fluororesin fine powders, and silicone resin fine powders.
本成分の配合量は（イ）成分の５０〜９０重２
量％に対して０−１０）ｉｌｉ量％であり、好ましくは
０．５〜５重量％である。The blending amount of this component is 0-10% by weight, preferably 0.5-5% by weight, based on 50-90% by weight of component (A).
本発明に使用される（へ）成分は上記（イ）成分〜（ホ
）成分を溶解もしくは分散させ、本発明組成物を各種ゴ
ム材料表面に均一に塗布し易くするための成分である。Component (f) used in the present invention is a component for dissolving or dispersing the above-mentioned components (a) to (e) to facilitate uniform application of the composition of the present invention to the surfaces of various rubber materials.
このような有機溶媒としては、トルエン、キシレン、ベ
ンゼン等の芳香族炭化水素、ｎ−ヘキサン、ｎ−ヘプタ
ン、ゴム揮、工業用ガソリン等の脂肪族炭化水素、四塩
化炭素、ＬＬＩ）リクロルエタン。Examples of such organic solvents include aromatic hydrocarbons such as toluene, xylene, and benzene, aliphatic hydrocarbons such as n-hexane, n-heptane, rubber compound, and industrial gasoline, carbon tetrachloride, and (LLI) lychloroethane.
パークロロエチレン等の塩素化炭化水素、メチルエチル
ケトン、メチルイソブチルケトン等のケトン系有機溶媒
が挙げられる。Examples include chlorinated hydrocarbons such as perchlorethylene, and ketone organic solvents such as methyl ethyl ketone and methyl isobutyl ketone.
本成分の配合量は上記（イ）成分〜（ホ）成分を溶解も
しくは分散させ、各種ゴム材料表面に均一に塗布し易（
するための成分であるので任意量とされるが、通常は溶
媒濃度として４０〜９０重■％の範凹で使用され、好ま
しくは６０〜８０重量％である。The blending amount of this component is determined by dissolving or dispersing the above components (a) to (e) so that it can be applied uniformly to the surface of various rubber materials (
Since it is a component for the purpose of cleaning, it can be used in any amount, but it is usually used at a solvent concentration of 40 to 90% by weight, preferably 60 to 80% by weight.
また、本発明組成物には、必要に応して」１記（イ）成
分〜（へ）成分に加えて、染刺、顔料等の着色剤を添加
することは、本発明の目的を損わない限り差し支えない
。In addition, adding coloring agents such as dyes and pigments to the composition of the present invention in addition to the components (a) to (f) in 1 above, if necessary, may defeat the purpose of the present invention. There is no problem as long as it does not occur.
以上のような本発明組成物は、これを各種ゴム材料に適
用することにより、これらのゴム桐材表面に耐久性のあ
る、剥離性および潤滑性を付与できる。特に本発明組成
物は接着性に優れるので、従来適切な表面コーティング
剤のなかったシリコーンゴムやフッ素ゴムにも適用可能
である。尚、本発明組成物をゴム材料に適用する方法と
してはこれをスプレー、刷毛塗り、ディッピング、流し
塗り等の塗布手段で各種ゴム材料の表面に塗布し、その
まま放置するか必要に応じて加熱して、乾燥と同時に硬
化せしめることによって、きわめて容易に各種ゴム材料
に適用し得る。By applying the composition of the present invention as described above to various rubber materials, it is possible to impart durable peelability and lubricity to the surfaces of these rubber paulownia materials. In particular, since the composition of the present invention has excellent adhesive properties, it can also be applied to silicone rubber and fluororubber, for which no suitable surface coating agent has hitherto been available. The composition of the present invention can be applied to rubber materials by applying it to the surface of various rubber materials by spraying, brushing, dipping, flow coating, etc., and leaving it as is or heating it if necessary. By drying and curing at the same time, it can be applied to various rubber materials very easily.
［実施例コ
次に本発明を実施例にて説明する。りご施例中、「％」
とあるのは「重量％」を示し、粘度は２５°Ｃにおける
値を示す。[Example] Next, the present invention will be explained with reference to an example. During the Rigo example, "%"
"% by weight" is indicated, and the viscosity is the value at 25°C.
また、実施例における離型性は剥離抵抗値として数値化
し、潤滑性は動摩擦係数として数値化した。これらの測
定値は次の方法に従った。Furthermore, the mold releasability in the examples was quantified as a peeling resistance value, and the lubricity was quantified as a dynamic friction coefficient. These measured values were obtained according to the following method.
○剥離抵抗
皮膜形成性オルガノポリシロキサン組成物の所定量を各
種ゴム基材表面に塗布し、所定温度の無風循環式オーブ
ン中で、所定時間加熱して硬化皮膜を形成させた後、そ
の硬化皮膜表面に２ｋｇのローラを用いてポリエステル
製のテープ［日東電工（株）装量品名ポリエステルテー
プ３１Ｂ４ｃｍ幅のものコを圧着し、そのままｉ ｎ’
！ｊ間放置して測定用試料を作成する。○A predetermined amount of the organopolysiloxane composition capable of forming a peel-resistant film is applied to the surface of various rubber substrates, and heated for a predetermined time in a windless circulation oven at a predetermined temperature to form a cured film. Using a 2 kg roller, press a polyester tape [Nitto Denko Co., Ltd. Product Name: Polyester Tape 31B] with a width of 4 cm onto the surface, and then press it as it is.
! Leave it for a period of time and prepare a sample for measurement.
次に、このテープを引張試験機を用いて１８０度の剥離
角度で剥離速度３０ｃｍ／分の条件下で引張り、剥離に
要する力（ｇ）を測定した。Next, this tape was pulled using a tensile testing machine at a peeling angle of 180 degrees and a peeling rate of 30 cm/min, and the force (g) required for peeling was measured.
○動摩擦係数
剥離抵抗と同じ方法で各種ゴム基材表面に皮膜形成性オ
ルガノポリシロキサン組成物の硬化皮膜を形成させ、そ
の表面に接触体としてのアルミニウム板（５ｃｍ Ｘ
５ ａｍ ）を載せ、さらにそ５
の上に荷重を載せ、接触体の重量と荷重の重量の合計が
２５０ｇとなるように調整した後、この接触体を水平方
向に滑り速度１０ｍ／ｍｉｎの速度で引張り、引張りに
要する力を摩擦係数に換算した。○A cured film of a film-forming organopolysiloxane composition is formed on the surface of various rubber substrates using the same method as for peel resistance due to dynamic friction coefficient, and an aluminum plate (5 cm x
5 am), and then a load was placed on top of that 5. After adjusting the total weight of the contact body and the weight of the load to be 250 g, the contact body was slid horizontally at a speed of 10 m/min. The force required for pulling was converted into a coefficient of friction.
実施例１
フェニルトリメトキシシラン［■Ｓｔ （ＯＣＩＩ３）
３ ］にこれの２倍モルの水とトルエンを加え加水分解
して○５ｉＯａ７２単位からなり、メトキシ基とシラノ
ール基を有するポリシロキサンレジンの６０％トルエン
溶液を得た。次にこの溶液２３部に、両末端シラノール
基を有する粘度７０センチストークスのジメチルポリシ
ロキサン２０重量部およびメチルトリメトキシシラン１
０部を加え、トルエン５０重量部で希釈した後、触媒量
の塩酸の存在下で縮重合し、生成する水、メタノールを
トルエンと共に反応系外に留出させた。これに、固形分
調整のためトルエンを加え、不揮発分７０％、粘度７０
０センチストークスのメトキシ基とシラノール基を有し
、フェニル１６−
ポリシロキサンブロックとジメチルポリシロキサンブロ
ックからなるポリシロキサン溶液を得た。これをレジン
Ａと呼ぶ。Example 1 Phenyltrimethoxysilane [■St (OCII3)
3] was added with twice the molar amount of water and toluene and hydrolyzed to obtain a 60% toluene solution of a polysiloxane resin consisting of 72 units of ○5iOa and having a methoxy group and a silanol group. Next, 20 parts by weight of dimethylpolysiloxane having a viscosity of 70 centistokes and having silanol groups at both ends and 1 part by weight of methyltrimethoxysilane were added to 23 parts of this solution.
After diluting with 50 parts by weight of toluene, polycondensation was carried out in the presence of a catalytic amount of hydrochloric acid, and the resulting water and methanol were distilled out of the reaction system together with toluene. To this, toluene was added to adjust the solid content, and the nonvolatile content was 70% and the viscosity was 70%.
A polysiloxane solution having 0 centistoke of methoxy groups and silanol groups and consisting of phenyl 16-polysiloxane blocks and dimethylpolysiloxane blocks was obtained. This is called resin A.
次いで、レジンＡ３０重量部、メチルトリメトキシシラ
ン１０重量部、粘度１４０００センチストークスの両末
端シラノール基含有ジメチルポリシロキサン ０．５重
電部、ジブチル錫ジアセテー）０．２重量部およびトル
エン ５９゜３重量部を加えて混合し、皮膜形成性オル
ガノポリシロキサン組成物を得た。Next, 30 parts by weight of resin A, 10 parts by weight of methyltrimethoxysilane, 0.5 parts by weight of dimethylpolysiloxane containing silanol groups at both ends with a viscosity of 14,000 centistokes, 0.2 parts by weight of dibutyltin diacetate) and 59°3 parts by weight of toluene. and mixed to obtain a film-forming organopolysiloxane composition.
この皮膜形成性オルガノポリシロキサン組成物を枠付き
のパネルに流し込み、室温で１日間放置した後、更に１
５０°Ｃで３０分間加熱し厚さ２ｍｍのシート状硬化物
を得た。この硬化物の引張伸びをＪＩＳ−に６３０１に
規定する測定方法に準じて測定したところ、３０％であ
った。This film-forming organopolysiloxane composition was poured into a framed panel, left to stand at room temperature for one day, and then
The mixture was heated at 50°C for 30 minutes to obtain a cured sheet with a thickness of 2 mm. The tensile elongation of this cured product was measured according to the measuring method specified in JIS-6301, and was found to be 30%.
また、この組成物をシリコーンゴムおよびフッ素ゴムの
プレート（７ｃｉＸ １５ｃｉＸ ０．２ｃｍ）にスプ
レーで塗布し、室温で３０分間放置した後、更に１００
’Ｃで３０分間加熱し硬化皮膜を形成させた。硬化皮
膜は指で擦っても基材からはがれず優れた接着性を示し
た。またこれらのプレートを手で折り曲げたが、その表
面は白化せず、つやのある表面状態を保っていた。更に
これら表面の剥離抵抗値と動摩擦係数を測定したところ
第１表に示す結果が得られた。比較のため上記において
、シリコーンゴムおよびフッ素ゴム自体の剥離抵抗値と
動摩擦係数の測定結果を第１表に併記した。In addition, this composition was applied to a silicone rubber and fluoro rubber plate (7 ci x 15 ci x 0.2 cm) by spray, and after being left at room temperature for 30 minutes,
A cured film was formed by heating for 30 minutes at 'C. The cured film did not peel off from the substrate even when rubbed with fingers, and showed excellent adhesion. When these plates were bent by hand, the surfaces did not turn white and remained glossy. Furthermore, when the peel resistance value and the coefficient of dynamic friction of these surfaces were measured, the results shown in Table 1 were obtained. For comparison, the measurement results of the peel resistance values and dynamic friction coefficients of the silicone rubber and fluororubber themselves are also listed in Table 1.
第１表
実施例２
実施例１で得られたレジンＡ３０重量部、メチル−トリ
ス（メチルエチルケトオキシム）ンラン１０重量部、粘
度８０センチストークスの両末端シラノール基含有ジメ
チルポリンロキサン０．５重量部、ジブチル錫ジラウレ
ート０．３重量部からなる混合物に、ｎ−へブタン／メ
チルエチルケトン＝４／１ （重量比）の混合溶剤を加
え１００重量部とし皮膜形成性オルガノポリシロキサン
組成物を得た。この組成物について実施例１と同様にし
て引張伸びの測定を行ない、３５％の値を得た。この組
成物をウレタンゴムおよびエチレンプロピレンゴム（Ｅ
Ｐゴム）の表面に流し塗りし、硬化皮膜を形成させ、そ
の剥離抵抗値と動摩擦係数を実施例ｔと同様にして評価
し、第２表に示す結果を得た。Table 1 Example 2 30 parts by weight of the resin A obtained in Example 1, 10 parts by weight of methyl-tris(methylethylketoxime)an, 0.5 parts by weight of dimethylpolyrinloxane containing silanol groups at both ends with a viscosity of 80 centistokes, A mixed solvent of n-hebutane/methyl ethyl ketone = 4/1 (weight ratio) was added to a mixture consisting of 0.3 parts by weight of dibutyltin dilaurate to make 100 parts by weight to obtain a film-forming organopolysiloxane composition. The tensile elongation of this composition was measured in the same manner as in Example 1, and a value of 35% was obtained. This composition is mixed into urethane rubber and ethylene propylene rubber (E
P rubber) to form a cured film, and its peel resistance and dynamic friction coefficient were evaluated in the same manner as in Example t, and the results shown in Table 2 were obtained.
比較のため上記においてウレタンゴムおよびＥＰゴム自
体の剥離抵抗性と動摩擦係数の測定結果を第２表に併記
した。For comparison, the measurement results of the peel resistance and dynamic friction coefficient of the urethane rubber and EP rubber themselves are also listed in Table 2.
１９−
第２表
実施例３
実施例２で得られた皮膜形成性オルカノポリンロキサン
組成物１００重量部に、ベントナイト ０．５重量部を
添加し皮膜形成性オルガノポリシロキサン組成物を得た
。この組成物について実施例１と同様にして離型性、潤
滑性の評価を行ない第３表に示す結果を得た。19- Table 2 Example 3 0.5 parts by weight of bentonite was added to 100 parts by weight of the film-forming organopolysiloxane composition obtained in Example 2 to obtain a film-forming organopolysiloxane composition. . The mold releasability and lubricity of this composition were evaluated in the same manner as in Example 1, and the results shown in Table 3 were obtained.
第３表
０
比較例１
企属板に塗布し、１５０°Ｃで３０分間加熱することに
より、鉛筆硬度２Ｈの硬さになる溶剤型オルガノポリシ
ロキサンレジンを、実施例１と同しシリコーンゴムおよ
びフッ素ゴムプレートに流し塗りし、室温で３０分間放
置し更に１５０’Ｃで３０分間加熱し、硬化皮膜を形成
させた。このプレートを手で折り曲げると、屈曲部にミ
クロクラックが発生し、元に戻したときに折り曲げ部が
白化していた。その他の表面物性も実施例１と同様に評
価し、第４表に示す結果を得た。またこのレジン皮膜単
体は非常に硬く、かつもろいため伸びの測定は行えなか
った。Table 3 0 Comparative Example 1 A solvent-based organopolysiloxane resin that attains a pencil hardness of 2H by applying it to a board and heating it at 150°C for 30 minutes was prepared using the same silicone rubber and silicone rubber as in Example 1. The mixture was flow-coated onto a fluororubber plate, left at room temperature for 30 minutes, and then heated at 150'C for 30 minutes to form a cured film. When this plate was bent by hand, microcracks occurred at the bent portion, and when the plate was returned to its original position, the bent portion turned white. Other surface properties were evaluated in the same manner as in Example 1, and the results shown in Table 4 were obtained. Furthermore, this resin film alone was extremely hard and brittle, so it was not possible to measure its elongation.
第４表
２１
［発明の効果コ
本発明の皮膜形成性組成物は、 （イ）成分〜（へ）成
分からなるので、これを各種ゴムＡ７１１’Ｅｌに適用
すれば自己架橋してゴム弾性のある硬化皮膜を形成する
と同時に各種ゴム月料によく接着し、その表面に優れた
離型性、潤滑性をイτ］与することができるという特徴
を有する。Table 4 21 [Effects of the Invention] The film-forming composition of the present invention consists of components (a) to (f), so when applied to various rubbers A711'El, it self-crosslinks and improves rubber elasticity. It has the characteristics of forming a certain cured film, adhering well to various rubber materials, and imparting excellent mold releasability and lubricity to the surface.
Claims (1)
（式中、Ｒは１価炭化水素基、Ｘは平均１．０〜１．３
である。）からなるレジン状オルガノポリシロキサン１
０〜８０重量％、Ｒ＾１ＳｉＲ＾２＿ｙＯ＿（＿３＿−
＿ｙ＿）＿／＿２単位（式中、Ｙは平均１．８〜２．０
であり、Ｒ＾１は１価炭化水素基であり、Ｒ＾２はケイ
素原子結合加水分解性の官能基）からなる末端封鎖シロ
キサン単位２〜３０重量％およびＲ＾３＿２ＳｉＯ単位
（式中、Ｒ＾３は１価炭化水素基であり、その内、８０
モル％以上はメチル基である。）からなる直鎖状オルガ
ノポリシロキサン１０〜８０重量％からなる、ブロック
共重合オルガノポリシロキサン５０〜９０重量％、 （ロ）一般式、Ｒ＾４＿ａＳｉ（▲数式、化学式、表等
があります▼）＿４＿−＿ａ（式中、Ｒ＾４、Ｒ＾５、
Ｒ＾６は１価炭化水素基であり、ａは０または１である
。）もしくは一般式、Ｒ＾４＿ａＳｉ（ＯＲ＾５）＿４
＿−＿ａ（式中、Ｒ＾４、Ｒ＾５およびａは前記と同じ
である。）で示されるオルガノシランまたはこれらの部
分加水分解物 ２〜５０重量％、 （ハ）分子末端に水酸基もしくはアルコキシ基を有する
ジオルガノポリシロキサン ０．１〜１０重量％、 （ニ）無機質もしくは有機質微粉末 ０〜１０重量％、 （ホ）縮合反応用触媒０．１〜１０重量％、および （ヘ）有機溶媒任意量 からなることを特徴とする、各種ゴム材料の表面に離型
性および潤滑性を付与するための皮膜形成性オルガノポ
リシロキサン組成物。[Claims] (a) R_xSiO_(_4_-_x_)_/_2 units (in the formula, R is a monovalent hydrocarbon group, and X is an average of 1.0 to 1.3
It is. ) Resin-like organopolysiloxane 1 consisting of
0 to 80% by weight, R^1SiR^2_yO_(_3_-
_y_)_/_2 units (in the formula, Y is 1.8 to 2.0 on average
, R^1 is a monovalent hydrocarbon group, R^2 is a silicon-bonded hydrolyzable functional group) and R^3_2SiO units (in the formula, R ^3 is a monovalent hydrocarbon group, of which 80
More than mol% are methyl groups. 50-90% by weight of a block copolymerized organopolysiloxane consisting of 10-80% by weight of a linear organopolysiloxane consisting of _4_-_a (in the formula, R^4, R^5,
R^6 is a monovalent hydrocarbon group, and a is 0 or 1. ) or general formula, R^4_aSi(OR^5)_4
2 to 50% by weight of an organosilane represented by ____a (wherein R^4, R^5 and a are the same as above), or a partial hydrolyzate thereof, (c) a hydroxyl group or 0.1 to 10% by weight of diorganopolysiloxane having an alkoxy group, (d) 0 to 10% by weight of inorganic or organic fine powder, (e) 0.1 to 10% by weight of a condensation reaction catalyst, and (f) organic A film-forming organopolysiloxane composition for imparting mold releasability and lubricity to the surfaces of various rubber materials, the composition comprising an arbitrary amount of a solvent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19884089A JP2781994B2 (en) | 1989-07-31 | 1989-07-31 | Film-forming organopolysiloxane composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19884089A JP2781994B2 (en) | 1989-07-31 | 1989-07-31 | Film-forming organopolysiloxane composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0362855A true JPH0362855A (en) | 1991-03-18 |
| JP2781994B2 JP2781994B2 (en) | 1998-07-30 |
Family
ID=16397794
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP19884089A Expired - Lifetime JP2781994B2 (en) | 1989-07-31 | 1989-07-31 | Film-forming organopolysiloxane composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2781994B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0467406A2 (en) * | 1990-07-19 | 1992-01-22 | Dow Corning Toray Silicone Company, Limited | Film-forming organopolysiloxane composition |
| JP2007528910A (en) * | 2003-06-30 | 2007-10-18 | ローディア インコーポレイティド | Silicone release coating containing fine particles with improved anti-sticking and release properties |
| JP2015516478A (en) * | 2012-03-21 | 2015-06-11 | ダウ コーニング コーポレーションＤｏｗ Ｃｏｒｎｉｎｇ Ｃｏｒｐｏｒａｔｉｏｎ | Resin-linear organosiloxane block copolymer and composition containing organopolysiloxane |
-
1989
- 1989-07-31 JP JP19884089A patent/JP2781994B2/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0467406A2 (en) * | 1990-07-19 | 1992-01-22 | Dow Corning Toray Silicone Company, Limited | Film-forming organopolysiloxane composition |
| EP0467406A3 (en) * | 1990-07-19 | 1992-09-23 | Dow Corning Toray Silicone Company, Limited | Film-forming organopolysiloxane composition |
| JP2007528910A (en) * | 2003-06-30 | 2007-10-18 | ローディア インコーポレイティド | Silicone release coating containing fine particles with improved anti-sticking and release properties |
| JP2015516478A (en) * | 2012-03-21 | 2015-06-11 | ダウ コーニング コーポレーションＤｏｗ Ｃｏｒｎｉｎｇ Ｃｏｒｐｏｒａｔｉｏｎ | Resin-linear organosiloxane block copolymer and composition containing organopolysiloxane |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2781994B2 (en) | 1998-07-30 |
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