JPS6366258A - Rubbery substance - Google Patents
Rubbery substanceInfo
- Publication number
- JPS6366258A JPS6366258A JP62177385A JP17738587A JPS6366258A JP S6366258 A JPS6366258 A JP S6366258A JP 62177385 A JP62177385 A JP 62177385A JP 17738587 A JP17738587 A JP 17738587A JP S6366258 A JPS6366258 A JP S6366258A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- parts
- composition
- formula
- moisture
- 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
- 239000000126 substance Substances 0.000 title claims description 6
- 239000000203 mixture Substances 0.000 claims description 81
- -1 polysiloxane Polymers 0.000 claims description 25
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 24
- 239000003054 catalyst Substances 0.000 claims description 21
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 16
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical group [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 239000012530 fluid Substances 0.000 claims description 14
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 11
- 239000000945 filler Substances 0.000 claims description 11
- 239000003921 oil Substances 0.000 claims description 11
- 229920001296 polysiloxane Polymers 0.000 claims description 11
- 229910000077 silane Inorganic materials 0.000 claims description 11
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 10
- 229910021626 Tin(II) chloride Inorganic materials 0.000 claims description 10
- 239000002184 metal Substances 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 10
- 125000000962 organic group Chemical group 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 239000000377 silicon dioxide Substances 0.000 claims description 7
- 239000003017 thermal stabilizer Substances 0.000 claims description 7
- 150000007524 organic acids Chemical class 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 4
- 125000005389 trialkylsiloxy group Chemical group 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims 1
- 239000000194 fatty acid Substances 0.000 claims 1
- 229930195729 fatty acid Natural products 0.000 claims 1
- 150000004665 fatty acids Chemical class 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000002318 adhesion promoter Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 239000003431 cross linking reagent Substances 0.000 description 8
- 238000001723 curing Methods 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 230000008961 swelling Effects 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 6
- 150000004756 silanes Chemical class 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 4
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 4
- 125000005375 organosiloxane group Chemical group 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000007789 sealing Methods 0.000 description 4
- 239000012974 tin catalyst Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000004971 Cross linker Substances 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
- 239000002253 acid Substances 0.000 description 2
- 235000013405 beer Nutrition 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 229910021485 fumed silica Inorganic materials 0.000 description 2
- 239000012760 heat stabilizer Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- GEIHDEVWPDTQIM-UHFFFAOYSA-N methyl-tris(phenylmethoxy)silane Chemical compound C=1C=CC=CC=1CO[Si](OCC=1C=CC=CC=1)(C)OCC1=CC=CC=C1 GEIHDEVWPDTQIM-UHFFFAOYSA-N 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000565 sealant Substances 0.000 description 2
- 229920002379 silicone rubber Polymers 0.000 description 2
- 239000004945 silicone rubber Substances 0.000 description 2
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 2
- DVYQCRRVXOXJSA-UHFFFAOYSA-N tris(2-ethylhexoxy)-methylsilane Chemical compound CCCCC(CC)CO[Si](C)(OCC(CC)CCCC)OCC(CC)CCCC DVYQCRRVXOXJSA-UHFFFAOYSA-N 0.000 description 2
- VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 description 1
- 229910052582 BN Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 239000005046 Chlorosilane Substances 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- HMDDXIMCDZRSNE-UHFFFAOYSA-N [C].[Si] Chemical group [C].[Si] HMDDXIMCDZRSNE-UHFFFAOYSA-N 0.000 description 1
- TVJPBVNWVPUZBM-UHFFFAOYSA-N [diacetyloxy(methyl)silyl] acetate Chemical compound CC(=O)O[Si](C)(OC(C)=O)OC(C)=O TVJPBVNWVPUZBM-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- RTSDIJDRLOTGRD-UHFFFAOYSA-L [dibutyl(hexanoyloxy)stannyl] hexanoate Chemical compound CCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCC RTSDIJDRLOTGRD-UHFFFAOYSA-L 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000003479 dental cement Substances 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- SGIBEPSSERDAHS-UHFFFAOYSA-L dibutyltin(2+);hexanedioate Chemical compound CCCC[Sn+2]CCCC.[O-]C(=O)CCCCC([O-])=O SGIBEPSSERDAHS-UHFFFAOYSA-L 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000013013 elastic material Substances 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- OOYGSFOGFJDDHP-KMCOLRRFSA-N kanamycin A sulfate Chemical group OS(O)(=O)=O.O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N OOYGSFOGFJDDHP-KMCOLRRFSA-N 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- REOJLIXKJWXUGB-UHFFFAOYSA-N mofebutazone Chemical group O=C1C(CCCC)C(=O)NN1C1=CC=CC=C1 REOJLIXKJWXUGB-UHFFFAOYSA-N 0.000 description 1
- 238000013008 moisture curing Methods 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000005049 silicon tetrachloride Substances 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- JZBMWXZOUSTRDA-UHFFFAOYSA-J tri(hexanoyloxy)stannyl hexanoate Chemical compound [Sn+4].CCCCCC([O-])=O.CCCCCC([O-])=O.CCCCCC([O-])=O.CCCCCC([O-])=O JZBMWXZOUSTRDA-UHFFFAOYSA-J 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 239000005052 trichlorosilane Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000004018 waxing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
- C08K5/57—Organo-tin compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/04—Ingredients treated with organic substances
- C08K9/06—Ingredients treated with organic substances with silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/045—Polysiloxanes containing less than 25 silicon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/24—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen halogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/70—Siloxanes defined by use of the MDTQ nomenclature
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Sealing Material Composition (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Abstract] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】 本発明は硬化性シリコーンゴム組成物に係わる。[Detailed description of the invention] The present invention relates to curable silicone rubber compositions.
殊に、本発明はジオルガノシロキサン重合体、高官能性
ポリシロキサン、充填剤、架橋剤及び架橋触媒よりなる
自己結合性−包(−成分)室温加硫性(RTV)組成物
に係わる。熱安定化剤も含有しうる。In particular, the present invention relates to self-bonding, enveloped, room temperature vulcanizable (RTV) compositions comprising a diorganosiloxane polymer, a highly functional polysiloxane, a filler, a crosslinking agent, and a crosslinking catalyst. Heat stabilizers may also be included.
N1tzsche及びWickの米国特許第30651
94− r7−12−
は(1)末端水酸基を含んだ線状オルガノシロキサン重
合体、(2)多官能性オルガノシリコーン架橋剤及び(
3)架橋触媒として働く金属塩、チレート、有機金属化
合物、酸又は塩基からなる本質的に無水の混合物より々
る。こうした組成物は湿気にさらされるとゴム質の固体
に加硫又は硬化するので特に有用であり、長時間にわた
って単一の容器内に維持でき、例えばコーキング管内に
封入して直ぐに使えるようにされ、その後、使用者はこ
の物質を塗布し水又は水蒸気に接触させてこれを硬化で
きる。こうした組成物はシーラント、電気絶縁物、被覆
、歯科用セメント、コーキングコンパウンド、伸縮継手
、ガスケット、緩衝材、接着剤並びに多くの他の形態に
有用である。N1tzsche and Wick U.S. Pat. No. 30651
94-r7-12- is (1) a linear organosiloxane polymer containing a terminal hydroxyl group, (2) a polyfunctional organosilicone crosslinking agent, and (
3) Essentially anhydrous mixtures of metal salts, thylates, organometallic compounds, acids or bases that act as crosslinking catalysts. Such compositions are particularly useful because they vulcanize or harden to a rubbery solid when exposed to moisture, and can be maintained in a single container for an extended period of time, such as sealed in a caulking tube and ready for use. The user can then apply the material and cure it by contacting with water or steam. Such compositions are useful in sealants, electrical insulation, coatings, dental cements, caulking compounds, expansion joints, gaskets, cushioning materials, adhesives, and many other forms.
一包系室温加硫性シリコーン組成物に係わる技術背景は
更にBrunθr の米国特許a 3035016号及
び0eyzeriatの米国特許第3133891号に
見られ、ここではアシルオキシ置換シランとヒドロキシ
ル化シロキサンの反応生成物よりなる一包系湿気硬化性
組成物が扱われており、こ峙
の組成物は酸分を遊離しながら硬化しこの硬化は種々の
試剤例えばスズの有機誘導体によって促進される。同じ
く興味深いものとしてはBr0Wh等の米国特許第51
61614号があり、ここにはシラノール末端停止ジオ
ルガノポリシロキサンと架橋剤とを予じめ反応させこれ
に架橋触媒を組み合わせたものが示されているr、co
oper の米国特許第3383355号は中性の微
細に分割された固体触媒例えばフラー土を使ったアルコ
キシ末端線状シロキサン重合体の調製を扱っており、又
Matherly の米国特許第5499859号は炭
化水素オキシ末端封止ジオルガノポリシロキサン及び金
属含有硬化触媒を窒化硼素と共に使用しており、Coo
per 等の米国特許第3542901号は二又は三官
能性末端封止単位を有する線状シロキサンと、一端には
化学的に非官能性で不活性の末端封止単位他端には二又
は三官能性の末端封止単位を有する線状シロキサン七の
混合物を使いこれに触媒及び架橋剤を含めている。更に
関連のあるものはBr0Wh等の米国特許第31225
22号でありここでは縮合性のセロソルボキシル基合金
んだオルガノポリシロキサン中間体を触媒と組み合わせ
ており、Brown 叫の米国特許第3170894号
では縮合性ポリ炭化水素オキシ型の基を有するオルガノ
ポリシロキサン中間体を触媒と組み合わせており、更に
weye=bergの米国特許第6175993号では
アルコキシル化された珪炭素基で末端封止されたオルガ
ノポリシロキサン中間体を触媒と組み合わせている。S
m1thとHamilton の米国特許第5689
454号及び第5779986号、Weyenberg
の米国特許第3294739号及び第5354067号
、並びに01ark等の米国特許第5719655号に
も一包系組成物が開示されている。Further technical background regarding single-pack room temperature vulcanizable silicone compositions can be found in Brunθr, U.S. Pat. No. 3,035,016 and Oeyzeriat, U.S. Pat. Moisture curable compositions are treated as single packaged compositions which cure with the release of acid and which curing is facilitated by various agents such as organic derivatives of tin. Also of interest is U.S. Patent No. 51 for Br0Wh et al.
No. 61614, in which a silanol-terminated diorganopolysiloxane and a crosslinking agent are reacted in advance and a crosslinking catalyst is combined with the r,co
U.S. Pat. No. 3,383,355 to Oper deals with the preparation of alkoxy-terminated linear siloxane polymers using neutral finely divided solid catalysts such as Fuller's earth, and U.S. Pat. Using an end-capped diorganopolysiloxane and a metal-containing curing catalyst with boron nitride, Coo
U.S. Pat. No. 3,542,901 to Per et al. discloses a linear siloxane having a di- or trifunctional end-capping unit and a chemically non-functional, inert end-capping unit at one end and a di- or trifunctional end-capping unit at the other end. A mixture of seven linear siloxanes with terminal end-capping units is used and includes a catalyst and a crosslinking agent. Also related is U.S. Pat. No. 31,225 to Br0Wh et al.
No. 22, in which an organopolysiloxane intermediate alloyed with condensable cellosorboxylic groups is combined with a catalyst, and U.S. Pat. In US Pat. No. 6,175,993 to Weye-Berg, an organopolysiloxane intermediate end-capped with an alkoxylated silicon carbon group is combined with a catalyst. S
mlth and Hamilton U.S. Patent No. 5689
No. 454 and No. 5779986, Weyenberg
U.S. Pat. No. 3,294,739 and No. 5,354,067, and U.S. Pat. No. 5,719,655 to 01ark et al. also disclose single-pack compositions.
米国特許第5382205号も関連があり、これに開示
されたー包系は湿気硬化性であって更にモノ、ジ及びト
リアルキルポリシロキサンを含んでおり、後者の流体が
接着促進剤及び処理助剤として機能している。Also relevant is U.S. Pat. No. 5,382,205, in which the packaging system disclosed is moisture curable and further includes mono-, di- and trialkyl polysiloxanes, the latter fluid being an adhesion promoter and processing aid. It is functioning as.
シーラントにかカリの高温抵抗をもたらす特殊々類の組
成物が知られているが、これ等は臭や腐食が問題を惹起
するような場合に自動車工業でガスケット材として利用
されるには限りがある。Special types of compositions are known that provide high temperature resistance to sealants, but these have limited use as gasket materials in the automotive industry where odor and corrosion pose problems. be.
例えば、シラノール終端ポリジメチルシロキサン、メチ
ルトリアセトキシシラン、フユームドシリカ充填剤及び
ジブチルスズジラウレートを含んだ組成物が現在殆んど
の用途に於いて使われているが、硬化に際して酢酸を出
すので分野によっては完全に満足のいくものではhい。For example, compositions containing silanol-terminated polydimethylsiloxane, methyltriacetoxysilane, fumed silica fillers, and dibutyltin dilaurate are currently used in most applications, but they release acetic acid upon curing, making them completely unsuitable in some applications. I'm not satisfied with anything.
この硬化副生物が上記の不快が臭や腐食の原因となる。This curing by-product causes the unpleasant odor and corrosion mentioned above.
現在使われている組成物は又低温で比較的高度の接着力
を持つ傾向があり、その結果、例えば誼かれて運転され
る前に新しい自動車エンジンを解体する盛装があっても
、油受や弁カバーの如き物を損傷させずに修理するのは
難しい。Currently used compositions also tend to have a relatively high degree of adhesion at low temperatures, making them ideal for use in oil pans, for example, even when dismantling new car engines before they are put into service. It is difficult to repair without damaging things like the valve cover.
ここに、湿気による硬化後に優秀なる油抵抗を示し特に
熱安定化剤によって高温抵抗特性を示す英の少りい非腐
食性の硬化の速い一成分系RTV組成物の提供が可能と
なった。この組成物は又室温での接着性が低く高温で接
着力が改善され、これKよって本発明の組成物から製造
したガスケットを備えた自動車エンジンが始動されたと
き等には良好な封着が達せられる。この組成物は種々の
慣用の用途に有用であって、特に金属表面を持つ部品間
のガスケット層として有用である。It has now become possible to provide a low-corrosive, fast-curing, one-component RTV composition that exhibits excellent oil resistance after moisture curing and, in particular, exhibits high-temperature resistance properties with heat stabilizers. The composition also has low adhesion at room temperature and improved adhesion at elevated temperatures, which provides a good seal, such as when an automobile engine equipped with a gasket made from the composition of the invention is started. It can be achieved. The compositions are useful in a variety of conventional applications, particularly as gasket layers between components having metal surfaces.
本発明によって提供される流体組成物は実質的に無水の
条件下に於いては安定であり、湿気が存在すると硬化し
て熱い炭化水素油に対し抵抗性の自己結合性で熱安定性
の弾性固体上なり、(a)式
(式中、P及びR1はそれぞれ個々にヒドロカルビル、
ハロヒドロカルビル及びシアン低級アルキルから選ばれ
た炭素原子数8寸での有機基であり、nは約10〜15
,000の平均数である)で表わされるシラノール連鎖
停止ポリジオルガノシロキサン100重量部、(b)高
度の三官能性、四官能性又はこれ等の混合物を含み、(
i)モノアルキルシロキシ単位、シロキシ単位又はこれ
等の混合物25〜60モル%、(ii) )リアルキル
シロヤシ単位1〜6モル%及び(lii)ジアルキルシ
ロキシ単位34〜74モル%からなり珪素結合水醒基を
約0.1〜2重量%含有する流体ポリシロキサン2〜2
0重量部、(C)微細に分割されたシリカ充填剤10〜
100重量部、(d)式
%式%)
(式中、評は上記R及びR1から定義されたと同じ意義
を有し、R3はヒドロカルボイル及び)10ヒドロカル
ボイルから選ばれた炭素原子数6〜30の有機基であり
mは0か1の値を有する)で表わされる架橋作用のある
シラン3〜10重量部、及び(e)炭素原子数2〜乙の
有機酸の有機スズ塩又はスズ塩である硬化触媒0.01
〜10重量部より斤る。The fluid compositions provided by the present invention are stable under substantially anhydrous conditions and harden in the presence of moisture to form a self-bonding, heat-stable, elastic material resistant to hot hydrocarbon oils. (a) (wherein P and R1 are each individually hydrocarbyl,
An organic group with 8 carbon atoms selected from halohydrocarbyl and lower alkyl cyanide, where n is about 10 to 15
100 parts by weight of a silanol chain-terminated polydiorganosiloxane having an average number of
i) 25 to 60 mol% of monoalkylsiloxy units, siloxy units, or mixtures thereof, (ii) 1 to 6 mol% of realkylsiloxy units, and (lii) 34 to 74 mol% of dialkylsiloxy units, with silicon bonds. Fluid polysiloxane 2-2 containing about 0.1-2% by weight of water-waxing groups
0 parts by weight, (C) finely divided silica filler 10~
100 parts by weight, (d) formula % formula %) (wherein R has the same meaning as defined from R and R1 above, and R3 is the number of carbon atoms selected from hydrocarboyl and) 10 hydrocarboyl 3 to 10 parts by weight of a crosslinking silane represented by (6 to 30 organic groups, m having a value of 0 or 1), and (e) an organic tin salt of an organic acid having 2 to 3 carbon atoms; Curing catalyst which is tin salt 0.01
~10 parts by weight.
本発明の好ましい面に於いては、組成物には又(f)と
して微細に分割された酸化鉄熱安定化剤1〜10重量部
が含まれる。これ等具体例は140°C及びそれ以上の
作業温度に於いて特に有用である。In a preferred aspect of the invention, the composition also includes (f) from 1 to 10 parts by weight of a finely divided iron oxide thermal stabilizer. These embodiments are particularly useful at operating temperatures of 140°C and above.
本発明の別の好ましい面によれば、ゴム質物質の調製法
が提供され、この方法は実質的に無水の糸付下に於いて
上記定義の如き組成物を調製し、七の後この組成物をゴ
ム質物質に硬化するまで湿気にさらすことからなる。本
発明の別の面によれば、金属表面を有する初数片の各月
の少々くとも一部の表面部分を別の表面と近接させてそ
の間に上記定義の組成物のガスケット層を介挿させた製
造物品が提供され並びにこうしたガスケット介挿製造物
品の製造方法も提供される。この面での好ましい具体例
にあっては組成物に酸化鉄熱安定化剤も含まれる。According to another preferred aspect of the invention, there is provided a method for preparing a rubbery material, which method comprises preparing a composition as defined above under substantially anhydrous threading; It consists of exposing something to moisture until it hardens into a rubbery substance. According to another aspect of the invention, at least a portion of the surface of each of the first few pieces having a metal surface is brought into close proximity to another surface, and a gasket layer of the composition as defined above is interposed therebetween. An article of manufacture is provided, as well as a method of making such a gasketed article of manufacture. In preferred embodiments of this aspect, the composition also includes an iron oxide thermal stabilizer.
本発明の室温加硫性(RTV )組成物を調製するには
、上式のシラノール連鎖停止ポリオルガノシロキサンの
1種又はそれ以上、酸化鉄、シリカ充填剤、架橋シラン
化合物及びシラノール反応性スズ塩を拳に混合する。ベ
ースコンパウンド(架橋剤、存在するなら接着促進剤及
び触媒を除く)は普通高温で配合されて湿気を除去され
充填剤の湿涌を容易にする。シランは湿気と接触すると
加水分解する傾向があるのでシラノール連鎖停止ボリジ
オルガノボリシロキサンへのシランの添加の際中に湿気
を排除するよう注意を働かせる盛装がある。同様に、シ
ラン、シラノール反応性スズ塩触媒、シラノール連鎖停
止ポリジオルガノシロキサン及び高官能性シロキサン流
体の混合物は、硬化した固体の弾性シリコーンゴム状態
へ転化するに先立ち長時間にわたり貯蔵するのが望まし
いなら実質的に無水の条件下に維持するよう注意すべき
である。他方、混合物を即座に硬化させることが望まし
いときには、硬化させるべき形状に混合静置すればよく
特に予じめ注意を払う必要は力い。To prepare the room temperature vulcanizable (RTV) compositions of the present invention, one or more of the silanol chain-terminated polyorganosiloxanes of the above formula, iron oxide, a silica filler, a crosslinked silane compound, and a silanol-reactive tin salt are used. Mix in your fist. The base compound (excluding crosslinkers, adhesion promoters and catalysts if present) is usually compounded at elevated temperatures to remove moisture and facilitate wetting of the filler. Since silanes tend to hydrolyze when in contact with moisture, care is taken to exclude moisture during the addition of silanes to silanol chain-terminated polydiorganoborisiloxanes. Similarly, mixtures of silanes, silanol-reactive tin salt catalysts, silanol chain-terminated polydiorganosiloxanes, and highly functional siloxane fluids may be stored for extended periods of time prior to conversion to a cured, solid, elastomeric silicone rubber state. Care should be taken to maintain substantially anhydrous conditions. On the other hand, when it is desired to cure the mixture immediately, it is sufficient to mix and leave the mixture in the shape to be cured, and there is no need to take particular precautions in advance.
上記特定した比の成分を使う限りは、本発明の組成物を
調製するのに広範囲にわたって成分の選択ができる。こ
れ等は多くの文献例えば米国特許第3779986号、
第3065194号、第2294739号、第3334
067号、第3382205号、及び第3708467
号に記載されている。As long as the ratios of ingredients specified above are used, a wide range of ingredient selection is possible in preparing the compositions of the present invention. These can be found in many documents such as US Pat. No. 3,779,986,
No. 3065194, No. 2294739, No. 3334
No. 067, No. 3382205, and No. 3708467
listed in the number.
シラノール連鎖停止ポリオルガノシロキサン成分(a)
は式
(式中、R及びR1はヒドロカルビル、ハロヒドロカル
ビル及びシアノ低級アルキルから選ばれた炭素原子数2
0まで好ましくは8までの有機基であり、nは一般に約
10〜15,000好ましくは100〜約5,000よ
り好ましくは300〜1,500の数である。Silanol chain-terminated polyorganosiloxane component (a)
is the formula (wherein R and R1 have 2 carbon atoms selected from hydrocarbyl, halohydrocarbyl, and cyano-lower alkyl)
Up to 0 and preferably up to 8 organic groups, where n is generally a number from about 10 to 15,000, preferably from 100 to about 5,000, more preferably from 300 to 1,500.
シラノール連舒停止ポリジオルガノシロキサyは当業界
で周知であって種々のR及び課基を含んだ組成物が含ま
れる。例えば、R基はメチルでよ(Bl基はフェニル及
び/又はベータシアノエチルでよい。更に、本発明に有
用力ポリジオルガノシロキサンの定義の範囲には種々の
タイプのジオルガノシロキサン単位:す々る共重合体、
例えばジメチルシロキサン単位、ジフェニルシロキサン
単位及びメチルフェニルシロキサン単位からなるシラノ
ール連録停止共東合体、あるいは例えばジメチルシロキ
サン単位、メチルフェニルシロキサン単位及びメチルビ
ニルシロキサン単位よりなる共重合体が含まれる。好ま
しくは、シラノール連鎖停止ポリジオルガノシロキサン
のR及びR1基の少々くとも50%はアルキル例えばメ
チル基である。Silanol chain-stopped polydiorganosiloxanes are well known in the art and include compositions containing a variety of R and subgroups. For example, the R group may be methyl (the Bl group may be phenyl and/or betacyanoethyl). Additionally, within the definition of polydiorganosiloxane useful in this invention are various types of diorganosiloxane units: polymer,
For example, silanol-linked and terminated copolymers comprising dimethylsiloxane units, diphenylsiloxane units, and methylphenylsiloxane units, or copolymers comprising, for example, dimethylsiloxane units, methylphenylsiloxane units, and methylvinylsiloxane units are included. Preferably, at least 50% of the R and R1 groups of the silanol chain-terminated polydiorganosiloxane are alkyl groups, such as methyl groups.
上記式に於いて、R及び肝は例えば上記特許に例示され
ている任意の基でよい。In the above formula, R and R may be any of the groups exemplified in the above patents, for example.
本発明の実施に使われるシラノール連鎖停止ポリジオル
ガノシロキサンは、nの値及びR及びRIKよって表わ
される特定の有機基の性質によって低粘度で粘稠性の低
い流体から粘稠なガムまで変動しうる。The silanol chain-terminated polydiorganosiloxanes used in the practice of this invention can range from low viscosity, low viscosity fluids to viscous gums depending on the value of n and the nature of the particular organic groups represented by R and RIK. .
成分(a)の粘度は例えば25℃で50〜10゜000
.000 cpsの範囲にわたって広く変動してよい。The viscosity of component (a) is, for example, 50 to 10,000 at 25°C.
.. It may vary widely over a range of 000 cps.
好ましくは、25℃で1.ODD〜200,000ap
eの範囲であり、最本好ましいのは約2,000〜30
,000 cpsである。Preferably, 1. ODD~200,000ap
e range, most preferably about 2,000 to 30
,000 cps.
高度に官能性のポリシロキサン成分(b)は当(1)+
−ylアルキル忙世クロロシラン、CII)ジアルキル
ジクロロシラン及び(lii )アルキルトリクロロシ
ラン、四塩化珪素又はこれ等の混合物の適当なモル比の
混合物をトルエンと水とに入れこれ等を同時に加水分解
に供する。次いで、この混合物を反応の完結を確実にす
るに十分々時間例えば3時間にわたり例えば約60℃に
加熱する。油相を分離してから炭酸又は重炭酸す) +
Jウムの水溶液で洗浄する等して中和する。不溶物を除
去すべく濾過し、例えば約2 vmHfの真空下で約1
40℃に加熱する等して脱揮発化すると、成分(b)が
残渣として残留する。経済性からするき、ケイ素結合水
酸基含有分を0.6重量%未満に維持して最終組成物の
粘度を最小にし架橋剤の濃度を最小に維持する。The highly functional polysiloxane component (b) is (1)+
A mixture of -yl alkyl chlorosilane, CII) dialkyldichlorosilane and (lii) alkyl trichlorosilane, silicon tetrachloride or a mixture thereof in an appropriate molar ratio is placed in toluene and water and these are simultaneously subjected to hydrolysis. . The mixture is then heated to, eg, about 60° C., for a sufficient time, eg, 3 hours, to ensure completion of the reaction. Separate the oil phase and then carbonate or bicarbonate) +
Neutralize by washing with an aqueous solution of Jum. Filter to remove insoluble matter, e.g.
When devolatilized by heating to 40° C., component (b) remains as a residue. For economic reasons, the silicon-bonded hydroxyl content is maintained below 0.6% by weight to minimize the viscosity of the final composition and to maintain a minimum concentration of crosslinking agent.
炭酸す) IJウム約1%の存在下に於いて生成物を1
10℃に加熱することによってこれを為す。シラノール
縮合から生ずる水は例えばトルエンとの共沸蒸留によっ
て便宜に除去できる。蒸留によってトルエンを除去後、
生成物は使用に先立ち濾過される。Beersの米国特
許第3382205号はこのことを例示している。成分
(b)は一般に成分(a)100部あたり2〜20重量
部を占め組成物100重量部につき約5〜15部を占め
るのが好ましい。1% of the product in the presence of about 1%
This is done by heating to 10°C. The water resulting from the silanol condensation can be conveniently removed, for example, by azeotropic distillation with toluene. After removing toluene by distillation,
The product is filtered prior to use. US Pat. No. 3,382,205 to Beers illustrates this. Component (b) generally comprises from 2 to 20 parts by weight per 100 parts of component (a) and preferably from about 5 to 15 parts by weight per 100 parts by weight of the composition.
好ましくは、成分(b)は25℃で50〜300Qp8
の範囲の粘度を有する。又、好ましくは、成分(1))
にあって、アルキル置換基の少々くとも50%はメチル
でありこの流体にはシラノールが0.2〜0.6重量%
含まれる。特に好ましくは、モノアルキルシロキシ単位
、シロキシ単位又はこうした単位の混成単位が約35〜
45モル%を占め、トリアルキルシロキシ単位が3〜5
モル%を占め、ジアルキルシロキシ単位が45〜67モ
ル%を占め、そしてシラノール含有分は約0.2〜0.
5重量%である。Preferably, component (b) has a temperature of 50 to 300 Qp8 at 25°C.
It has a viscosity in the range of . Also, preferably component (1))
At least 50% of the alkyl substituents are methyl and the fluid contains 0.2-0.6% by weight of silanol.
included. Particularly preferably, the monoalkylsiloxy units, siloxy units or hybrid units of such units are about 35 to
It accounts for 45 mol% and contains 3 to 5 trialkylsiloxy units.
dialkylsiloxy units account for 45-67 mol%, and the silanol content is about 0.2-0.
It is 5% by weight.
シリカ成分(C)は当業界ではシリコーン組成物用の充
填剤として知られている。成分(C)は微細に分割され
た形態をしていて、フユームドシリカとして知られる種
類のものが好ましい。好ましくは、表面積は約200平
方メートル/fであるべきである。好ましい形としては
、LuQaeの米国特許第2958009号、Liah
ten及びWalner の米国特許第500485
9号及びSm1thの米国特許第3635743号に記
載された如きオルガノシリコーン又はシラザン処理シリ
カであろう。シリカ充填剤(c)は成分(a) 100
重量部について一般に10〜100好ましくは15〜約
40重量部の量で使われ、組成物100重量部について
20〜30重量部の量で使うのが好ましい。Silica component (C) is known in the art as a filler for silicone compositions. Component (C) is in finely divided form and is preferably of the type known as fumed silica. Preferably the surface area should be about 200 square meters/f. Preferred forms include LuQae US Pat. No. 2,958,009, Liah
U.S. Pat. No. 500,485 to Ten and Walter
9 and Sm1th, US Pat. No. 3,635,743. Silica filler (c) is component (a) 100
Generally used in amounts of 10 to 100 parts by weight, preferably 15 to about 40 parts by weight, preferably 20 to 30 parts by weight per 100 parts by weight of the composition.
式
%式%)
のシラン架橋剤(d)にあっては、−に対する意義とし
ては個々に上記R及びFlに対して定義したと同じであ
り、Pは硬化反応中に臭気のある腐食性の副生物の形成
を排除する為には6〜3o個の炭素原子数を含むべきで
ある。In the silane crosslinking agent (d) of the formula % formula %), the meaning of - is the same as defined for R and Fl individually above, and P is a corrosive substance with an odor during the curing reaction. The number of carbon atoms should be between 6 and 3o to eliminate the formation of by-products.
C迅5t(oc+o(cH2)4c迅)3Si(Of:
!0(CE[2)40BI)4C几(OH2)60H2
5i(000(OB2人C迅)3073(O−)* 8
1(000(OH2)40迅)3NaC迅C馬51(o
co(c迅)40迅)3CjIlr3Bi(OOOOH
(OzEs)C(jk)011J*Cふal(oc叶○
)3
これ等シラン類は機業界で周知であって例えばBeer
sの米国特許第3382205号に開示された技術によ
って製造できる。C 5t (oc+o(cH2)4c 3Si)3Si(Of:
! 0(CE[2)40BI)4C几(OH2)60H2
5i (000 (OB 2 people C) 3073 (O-) * 8
1 (000 (OH2) 40 speed) 3 NaC speed C horse 51 (o
co(c sp)40 sp)3CjIlr3Bi(OOOOOH
(OzEs)C(jk)011J*Cfal(oc Kano○
)3 These silanes are well known in the machinery industry, and are used, for example, in Beer.
No. 3,382,205.
架橋剤(eL)にあっては好ましくは、mは1の値を有
し、好ましいシランはメチルトリス(2−エチルヘキサ
ノキシ)シラン及びメチルトリス(ベンゾキシ)シラン
である。このシランは成分(a)100重量部あたり一
般に3〜10重量部好ましくは5〜7重量部の量で使わ
れる。For the crosslinking agent (eL), m preferably has a value of 1, and preferred silanes are methyltris(2-ethylhexanoxy)silane and methyltris(benzoxy)silane. The silane is generally used in an amount of 3 to 10 parts by weight, preferably 5 to 7 parts by weight per 100 parts by weight of component (a).
シラノール反応性スズ触媒成分(θ)については一般に
有機酸の有機スズ塩及びスズ塩のいずれ亀使用できるが
、前者の方が好ましい。有機酸の炭素含有分が2〜6だ
と硬化速度と最終特性が最良に組み合わさって発揮され
る。オルガノスズ塩の有機分は例えば炭素原子数2〜6
のアルキル基−り又は二つ例えばモノブチル又はジプチ
ルでよく、有機酸基は2〜6個の炭素原子数を持つこと
ができる。これ等の例にはへキサン酸スズ、ヘキサン酸
ジブチルスズ、二酢酸ジプチルスズ、アジピン酸ジブチ
ルスズ、ジグロビオン酸ジプチルスズ、二酪酸ジプチル
スズ、三酢酸モツプチルスズ、等である。これ等は市販
されていたり当業者によって製造できる。好ましいのは
二酢酸ジブチルスズである。As for the silanol-reactive tin catalyst component (θ), generally any organic tin salt or tin salt of an organic acid can be used, but the former is preferred. A carbon content of 2 to 6 in the organic acid provides the best combination of cure speed and final properties. The organic content of the organotin salt has, for example, 2 to 6 carbon atoms.
or two alkyl groups, for example monobutyl or dipyl, and the organic acid group can have a number of carbon atoms of 2 to 6. Examples of these are tin hexanoate, dibutyltin hexanoate, diptytin diacetate, dibutyltin adipate, diptytin diglobionate, diptytin dibutyrate, motuptyltin triacetate, and the like. These are commercially available or can be manufactured by those skilled in the art. Preferred is dibutyltin diacetate.
触媒は成分(a) 100重量部について一般に0.0
1〜10.0重量部、好ましくは0.02〜5.0重量
部の量で存在する。触媒は全組成物100重量部あたり
約0.05〜約0.15重量部で使うと特に好ましい。The catalyst is generally 0.0 parts by weight of component (a).
It is present in an amount of 1 to 10.0 parts by weight, preferably 0.02 to 5.0 parts by weight. It is particularly preferred that the catalyst be used in an amount of about 0.05 to about 0.15 parts by weight per 100 parts by weight of the total composition.
随意成分としての酸化鉄熱安定化剤成分(f)はプラス
チック組成物中に充填剤として使う為の微細に分割され
た形態で従来より使われ広く入手できる市販品である。The optional iron oxide thermal stabilizer component (f) is a conventionally used and widely available commercial product in finely divided form for use as a filler in plastic compositions.
最高の熱安定性及び貯蔵老化安定性を達成するには酸化
鉄のpHが6.0〜7.5の範囲にあるのが好ましい。It is preferred that the pH of the iron oxide be in the range 6.0 to 7.5 to achieve maximum thermal stability and storage aging stability.
使用量は成分(a)1o。The amount used is 1 o of component (a).
重量部に基づいて1〜10重量部の範囲であり、好まし
くは全組成物100重量部に基づいて3〜6重量部であ
る。It ranges from 1 to 10 parts by weight, preferably from 3 to 6 parts by weight, based on 100 parts by weight of the total composition.
好ましい具体例にあっては、本発明の組成物は又随意成
分として接着促進剤を成分(a) 100部あたり0.
2〜2部含むことができる。これ等は一般に窒素含有化
合物、例えば、式
で表わされる一群の促進剤であり、式中、Gはであり、
マはアルキレンアリーレン、アルキレン、シクロキシエ
ン及びノAロ置換されたこうした2価の基から選ばれた
2価の基 RlOはヒドロカルビル又はハロヒドロカル
ビルから選ばれた炭素原子数8までの基、セしてHll
はBIGに対して定義した種類の基で又シアノ低級アル
キルであ5bは0〜3である。In a preferred embodiment, the compositions of the invention also optionally contain an adhesion promoter at a concentration of 0.000 parts per 100 parts of component (a).
2 to 2 parts may be included. These are generally nitrogen-containing compounds, such as a group of accelerators of the formula, where G is
M is a divalent group selected from alkylenearylene, alkylene, cycloxyene, and such divalent groups substituted with NOA; RlO is a group having up to 8 carbon atoms selected from hydrocarbyl or halohydrocarbyl;
is a radical of the type defined for BIG and is cyano-lower alkyl and 5b is 0-3.
こうした接着促進剤がBerger の米国特許!3
517001号に開示されている。好ましいこうした促
進剤は1,5.5− )リス−トリメトキシシリルプロ
ピルイソシアネート及びビス−1,3−トリメトキシシ
リルプロピルイソシアヌレートであって、このうち前者
が最も好ましい。These adhesion promoters are covered by Berger's US patent! 3
No. 517001. Preferred such promoters are 1,5,5-) lis-trimethoxysilylpropylisocyanate and bis-1,3-trimethoxysilylpropylisocyanurate, of which the former is most preferred.
任意の慣用の接着促進剤が使用できるが、グリシドキシ
プロビルトリメトキシシランとして知られる接着促進剤
について特述される。Although any conventional adhesion promoter can be used, particular mention is made of the adhesion promoter known as glycidoxyprobyltrimethoxysilane.
追加の慣用成分例えば火炎遅延剤、安定化剤、顔料、等
も含めてよい。Additional conventional ingredients such as flame retardants, stabilizers, pigments, etc. may also be included.
本発明の組成物は湿気の不在下で安定である。その結果
、組成物は有害力影響も受けずに長時間にわたり貯蔵で
きる。この貯蔵時間の間には室温加硫性組成物の物性に
は何等目立った変化が起きかい。この点は商業的に特に
有利であって、組成物を所定の稠度及び硬化時間を有す
よう調製しても、貯蔵中稠度や硬化時間はいずれも著し
く変わることはない。貯蔵安定性は本発明の組成物を一
包系に有用となす特性の一つである。The compositions of the invention are stable in the absence of moisture. As a result, the composition can be stored for extended periods of time without being affected by harmful forces. During this storage time, do any noticeable changes occur in the physical properties of the room temperature vulcanizable composition? This is particularly advantageous commercially, as compositions can be prepared to have a given consistency and setting time without significantly altering either the consistency or the setting time during storage. Storage stability is one of the characteristics that makes the compositions of the present invention useful in a packaged system.
触媒とシランをシラノール連鎖停止ポリジオルガノシロ
キザン及び他の成分と無水条件の下に混合して調製され
た組成物は更に変性するとと々しに、単に組成物を望み
の場所に置いてから大気中に存在する湿気にさらして硬
化させることにより多くの封止、コーキング、及び被僚
用途に使用できる。こうして露出させると、多くの月日
にわたって前に貯蔵されていた後ですら、比較的短時間
例えば10分〜約8時間内に本発明組成物上に皮が生じ
、室温例えば18〜25℃で数時間乃至数日以内にゴム
質状態に硬化しよう。Compositions prepared by mixing the catalyst and silane with the silanol chain-terminated polydiorganosiloxane and other ingredients under anhydrous conditions may be further modified by simply placing the composition at the desired location and exposing it to air. It can be used in many sealing, caulking, and sealing applications by exposure to moisture present and curing. Such exposure results in the formation of a crust on the compositions of the invention within a relatively short period of time, e.g. 10 minutes to about 8 hours, even after previous storage for many months, and at room temperature e.g. 18-25°C. It will harden to a rubbery state within a few hours to a few days.
本発明の組成物にはシラノール終端ポリジオルガノシロ
キサン以外の成分として、三又は/及び四官能性シロキ
サン流体、シラン架橋剤及びスズ触媒を含む場合に、こ
うした追加の成分は任意所望の態様で添加できる。しか
し、製造を容易にするには、しばしば最も便宜とされる
ように、シラン、スズ触媒及び存在するなら接着促進剤
以外の成分全ての基礎配合物を形成し、次いでこの(イ
)
基礎配合物から湿気を除去する為に例えば50〜100
℃の如き高温で真空下に置きその後、湿気から保護され
ている容器内に包装する直前にシラン、スズ触媒及び随
意成分たる接着促進剤を加える。When the compositions of the present invention include tri- and/or tetrafunctional siloxane fluids, silane crosslinkers, and tin catalysts as components other than the silanol-terminated polydiorganosiloxane, these additional components can be added in any desired manner. . However, for ease of manufacture, it is often most convenient to form a base formulation of all ingredients other than the silane, tin catalyst, and adhesion promoter, if present, and then to form this base formulation. For example, 50 to 100 to remove moisture from
The silane, tin catalyst and optional adhesion promoter are then added just prior to packaging in a container protected from moisture.
本発明の組成物は種々の基体に対する優秀々接着が重要
とされるようhコーキング及び封止用途に特に適してい
る。例えば、基体として例えば石造物、ガラス、プラス
チック、金属、木等を使っている建物、工場、自動車等
に於いて家庭及び工業用コーキング及びシーリングに有
用である。The compositions of the present invention are particularly suited for caulking and sealing applications where excellent adhesion to a variety of substrates is important. For example, it is useful in domestic and industrial caulking and sealing in buildings, factories, automobiles, etc., where the substrate is, for example, masonry, glass, plastic, metal, wood, etc.
本発明の組成物が敏感な基体例えば金属例えば銅や黄銅
を腐食する傾向は殆んど又は全く々い。この組成物は勝
れた塗布速度を有し、標準条件下に於いて慣用のコーキ
ング具より塗布するのに容易に適する。The compositions of the present invention have little or no tendency to corrode sensitive substrates such as metals such as copper and brass. The composition has an excellent application speed and is easily adapted to be applied with conventional caulking tools under standard conditions.
以下の実施例は例示にすぎず本発明を限定するものと解
すべきでない。用語M、 D、 T及びQは当業界で認
識されている表示で、それぞれ、M =jl官能性オル
ガノシロキサ7単位?3])
&S10ユ
D=二官能性オルガノシロキサン単位
Rz8102/2
T=王官能性オルガノシロキサン単位
R8103/2
Q=四官能性オルガノシロキサン単位
5i04/2
実施例1
以下の成分を含んで々る基礎コンパウンドを調製する(
重量部)
pH6,Q〜7.5の酸化鉄 6以下の成
分を含んで々る触媒混合物を調製する(重量部)、。The following examples are illustrative only and should not be construed as limiting the invention. The terms M, D, T and Q are art-recognized designations, respectively, where M = jl functional organosiloxa 7 units? 3]) &S10UD = difunctional organosiloxane unit Rz8102/2 T = king-functional organosiloxane unit R8103/2 Q = tetrafunctional organosiloxane unit 5i04/2 Example 1 A base containing the following components: Prepare the compound (
Iron oxide at pH 6, Q ~ 7.5 (parts by weight).
メチルトリス−2−エチルヘキサノキシシラン;架楠済
」6二酢酸ジブチルスズ 0.06空気
及び大気の湿気の不在下にて基礎コンパウンド100部
を触媒混合物と一緒に混合し3オンスの金属容器に包入
する。試験シートを次いで調製し77±2下の温度、5
0±5%の相対湿度にて3日間硬化させる。以下の試験
結果が得られる。Methyltris-2-ethylhexanoxysilane; cross-bridged 6 dibutyltin diacetate 0.06 100 parts of the base compound were mixed with the catalyst mixture in the absence of air and atmospheric moisture and packaged in a 3 oz. metal container. Enter. A test sheet was then prepared at a temperature of 77±2 below, 5
Cure for 3 days at 0±5% relative humidity. The following test results are obtained.
ショアA硬さ 42
引張強さpsi 500
伸び % 380
比較例A
以下の成分を含んだ基礎コンパウンドを調製する(重量
部)、。Shore A hardness 42 Tensile strength psi 500 Elongation % 380 Comparative Example A A base compound is prepared containing the following ingredients (parts by weight):
酸化鉄 6以下の成分を含
んでなる触媒混合物を調製する(重量部)。Iron oxide A catalyst mixture is prepared comprising up to 6 components (parts by weight).
メチルトリス(2−エチルヘキソキシ)シラン 6二
酢酸ジブチルスズ(触媒) 0.06空気及び
大気中の湿気の不在下に於いて基礎コンパウンド100
部を触媒混合物と一緒に混ぜる。この無水の物質を硬化
し実施例1のように試験する。以下の試験結果を得る。Methyltris(2-ethylhexoxy)silane Dibutyltin 6 diacetate (catalyst) 0.06 Base compound 100 in the absence of air and atmospheric moisture
parts with the catalyst mixture. This anhydrous material is cured and tested as in Example 1. Obtain the following test results.
ショアA 硬さ 43
引張強さ psi 630
伸び % 370
熱い炭化水素油に対する相対抵抗を測る為、実施例1及
び比較例Aの硬化標本を種々の時間にわたって300下
の5W−50モータ油に懸垂さ文
に1硬さ、引張強さ、伸び及び体積膨潤を測定した。以
下の表に結果を示めす。Shore A Hardness 43 Tensile Strength psi 630 Elongation % 370 The hardened specimens of Example 1 and Comparative Example A were suspended in 300 below 5W-50 motor oil for various times to determine their relative resistance to hot hydrocarbon oil. 1 Hardness, tensile strength, elongation and volume swelling were measured. The results are shown in the table below.
油中浸漬抵抗特性
72時間
実施例1 比較例A
ショアA 硬さ 16 18引張
psi 100 140伸び %
300 320体積膨潤 %
37 42168時間
実施例1 比較例A
ショアA 硬さ 19 18引張
psi 190 190伸び %
520 520体積膨潤 %
57 43336時間
実施例1 比較例A
ショアA 硬さ 17 12引張
psi 200 70伸び %
3!10 240体積膨潤 %
36 4゜504時間
実施例1 比較例A
ショアA 硬さ 17 9引張
1)81 175 40伸び %
300 250体積膨潤 %
36 40実施例1の組成物は比較例の組成物
よりもレバージョンに対する抵抗性が大きい。このこと
は本発明の組成物の高官能性(T含有)成分の勝れてい
る点を例示している。Oil immersion resistance characteristics for 72 hours Example 1 Comparative example A Shore A Hardness 16 18 Tensile
psi 100 140 elongation %
300 320 Volume swelling %
37 42168 hours Example 1 Comparative Example A Shore A Hardness 19 18 Tensile
psi 190 190 elongation %
520 520 Volume swelling %
57 43336 hours Example 1 Comparative Example A Shore A Hardness 17 12 Tensile
psi 200 70 elongation %
3!10 240 Volume swelling %
36 4°504 hours Example 1 Comparative Example A Shore A Hardness 17 9 Tensile
1) 81 175 40 elongation %
300 250 Volume swelling %
36 40 The composition of Example 1 is more resistant to reversion than the composition of Comparative Example. This illustrates the advantages of the high functionality (T-containing) component of the compositions of the present invention.
実施例2
1.3.5−トリス−トリメトキシシリルプロピルイソ
シアヌレートを接着促進剤上して使って実施例1の手順
を繰り返えす。硬化生成物の特性は以下のとおりであっ
た。Example 2 The procedure of Example 1 is repeated using 1.3.5-tris-trimethoxysilylpropyl isocyanurate over the adhesion promoter. The properties of the cured product were as follows.
ショアA 硬さ 46
引張強さ 9日1 620
伸び % 40口
他の変性もできる。例えば、酸化鉄熱安定剤を省略でき
る。メチルトリス(2−エチルヘキソキシ)シランの代
りに、メチルトリス(ベンゾキシ)シランを架橋剤とし
て使える。しかし、実施例1で使ったM、 D、 T流
体の代りにT濃度が実質的にこれより低いM、 D、
T流体が使われると、油抵抗は悪くhる。Shore A Hardness 46 Tensile strength 9 days 1 620 Elongation % 40 Other modifications are also possible. For example, iron oxide thermal stabilizers can be omitted. Instead of methyltris(2-ethylhexoxy)silane, methyltris(benzoxy)silane can be used as a crosslinking agent. However, instead of the M, D, and T fluids used in Example 1, M, D, and T fluids having substantially lower T concentrations were used.
If T-fluid is used, the oil resistance will be poor.
比較例B
以下の組成の基礎コンパウンドを調製したpH6,0−
7,5の酸化鉄 6部湿気の不在下に於い
て実施例1で使ったのと同じ触媒混合物を正確に同じ百
分率組成にて上記の基礎コンパウンド中に入れた。Comparative Example B A basic compound with the following composition was prepared pH 6,0-
6 parts of 7,5 iron oxide The same catalyst mixture as used in Example 1 was introduced into the base compound described above in exactly the same percentage composition in the absence of moisture.
以下の室温試験結果が得られた。The following room temperature test results were obtained.
ショアA 硬さ 35
引張 psi 600
伸び % 420
熱い炭化水素油に対する相対抵抗を測定する為に、硬化
積木を5W−30油中に300下にて懸垂させた。こう
した環境条件下疋72時装置いた後、硬さ、引張強さ、
伸び、及び体積膨潤を測定した。引張強さは低く、試験
は中断した。以下に示したデータは実施例1に使われた
T含有分の高い油の利点を明らかに示している。結果を
以下に示す。Shore A Hardness 35 Tensile psi 600 Elongation % 420 To determine relative resistance to hot hydrocarbon oil, hardened blocks were suspended in 5W-30 oil at 300°C. After 72 hours of equipment under these environmental conditions, the hardness, tensile strength,
Elongation and volumetric swelling were measured. The tensile strength was low and the test was discontinued. The data presented below clearly demonstrate the benefits of the high T content oil used in Example 1. The results are shown below.
5W−30中300℃で72時間
ショアA 硬さ 9
引張強さ pθ1 40
伸び % 240
膨潤 % 66
第1の片の表面上に実施例1の組成物の被膜を分布し、
この第1片の面に第2の片の表面を近接させて片の間に
組成物を備えたヤンドイツチを形成して、2枚の腐食を
受は易い金属加工片の間にガスケットを形成する。この
構造物を強い結合が形成されるまで約75下の湿った雰
囲気にさらして、腐食性物質や臭気ある物質を何等実質
的量で放出すること方く、組成物がゴム質状態に硬化す
る。Shore A Hardness 9 Tensile Strength pθ1 40 Elongation % 240 Swelling % 66 in 5W-30 for 72 hours at 300° C. Distributing a coating of the composition of Example 1 on the surface of the first piece;
a surface of the second piece is brought into close proximity to the surface of the first piece to form a young German bridge with a composition between the pieces to form a gasket between the two corrosion-susceptible metal workpieces; . This structure is exposed to a humid atmosphere of about 75°C until a strong bond is formed and the composition cures to a rubbery state without releasing any substantial amounts of corrosive or odorous substances. .
上記教示したところに鑑み本発明に他の変形、変更がも
とより可能である。従って、本発明の範囲に於いて本発
明の特定の具体例に変化を加えうることか理解される。Other modifications and variations of the present invention are possible in light of the above teachings. It is therefore understood that changes may be made to the specific embodiments of the invention without departing from the scope of the invention.
Claims (1)
ドロカルビル及びシアノ低級アルキルから選ばれた炭素
原子数8までの有機基であり、nは約10〜15,00
0の平均数である)のシラノール連鎖停止ポリジオルガ
ノシロキサン100重量部、(b)高度の三官能性、四
官能性又はこれ等の混合物を含み、(i)モノアルキル
シロキシ単位、シロキシ単位又はこれ等の混合物25〜
60モル%、(ii)トリアルキルシロキシ単位1〜6
モル%及び(iii)ジアルキルシロキシ単位34〜7
4モル%を含んでなりケイ素結合水酸基約0.1〜約2
重量%を含有した流体ポリシロキサン2〜20重量部、
(c)微細に分割されたシリカ充填剤10〜100重量
部、(d)式 R^2_mSi(OR^3)_4_−_m (式中、R^2は上記R及びR^1から定義されたと同
じ意義を有し、R^3はヒドロカルボイル及びハロヒド
ロカルボイルから選ばれた炭素原子数6〜30の有機基
であり、mは0か1の値を有する)で表わされる架橋作
用のあるシラン3〜10重量部、及び(e)炭素原子数
2〜6の有機酸の有機スズ塩かスズ塩からなる硬化触媒
0.01〜10重量部を含んでなる、実質的に無水の条
件下では安定で湿気の存在下で硬化して熱い炭化水素油
に対し抵抗性で自己結合性の熱安定性の高い弾性固体と
なる流体組成物を実質的に無水の条件下で調製し、その
後この組成物をゴム質物質に硬化するまで湿気にさらす
ことからなるゴム質物質の調製方法。 2、組成物中に更に(f)成分として微細に分割された
酸化鉄熱安定化剤1〜10重量部が含まれている特許請
求の範囲第1項記載の方法。 3、(a)式 ▲数式、化学式、表等があります▼ (式中、R及びR^1は個々にヒドロカルビル、ハロヒ
ドロカルビル及びシアノ低級アルキルから選ばれた炭素
原子数8までの有機基であり、nは約10〜15,00
0の平均数である)のシラノール連鎖停止ポリジオルガ
ノシロキサン100重量部、(b)高度の三官能性、四
官能性又はこれ等の混合物を含み、(i)モノアルキル
シロキシ単位、シロキシ単位又はこれ等の混合物25〜
60モル%、(ii)トリアルキルシロキシ単位1〜6
モル%及び(iii)ジアルキルシロキシ単位34〜7
4モル%を含んでなりケイ素結合水酸基約0.1〜約2
重量%を含有した流体ポリシロキサン2〜20重量部、
(c)微細に分割されたシリカ充填剤10〜100重量
部、(d)式 R^2_mSi(OR^3)_4_−_m (式中、R^2は上記R及びR^1から定義されたと同
じ意義を有し、R^3はヒドロカルボイル及びハロヒド
ロカルボイルから選ばれた炭素原子数6〜30の有機基
であり、mは0か1の値を有する)で表わされる架橋作
用のあるシラン3〜10重量部、及び(e)炭素原子数
2〜6の有機酸の有機スズ塩かスズ塩からなる硬化触媒
0.01〜10重量部を含んでなる、熱安定性の高いゴ
ム質の湿気で硬化された組成物よりなるガスケット層が
、各片の表面部分の少なくとも一部と他の表面部分との
近接した間に挿入されている複数枚の金属表面をした片
よりなる製造物品。 4、組成物に微細に分割された酸化鉄熱安定化剤1〜1
0重量部も含まれている特許請求の範囲第3項記載の製
造物品。 5、(i)複数の金属表面をした片を準備し、(ii)
金属表面の少なくとも一つの少なくとも一部に湿気で硬
化するガスケット形成組成物の層を塗布し、(iii)
少なくとも2つの金属表面をした片を近接させてその間
に湿気で硬化するガスケット層の形成を完結させ、(i
v)ガスケット層がゴム質物質に硬化するまで工程(i
ii)の物品を湿気にさらす工程からなる製造物品の製
法にあって、前記湿気で硬化するガスケット組成物が(
a)式▲数式、化学式、表等があります▼ (式中、R及びR^1は個々にヒドロカルビル、ハロヒ
ドロカルビル及びシアノ低級アルキルから選ばれた炭素
原子数8までの有機基であり、nは約10〜15,00
0の平均数である)のシラノール連鎖停止ポリジオルガ
ノシロキサン100重量部、(b)高度の三官能性、四
官能性又はこれ等の混合物を含み、(i)モノアルキル
シロキシ単位、シロキシ単位又はこれ等の混合物25〜
60モル%、(ii)トリアルキルシロキシ単位1〜6
モル%及び(iii)ジアルキルシロキシ単位34〜7
4モル%を含んでなりケイ素結合水酸基約0.1〜約2
重量%を含有した流体ポリシロキサン2〜20重量部、
(c)微細に分割されたシリカ充填剤10〜100重量
部、(d)式 R^2_mSi(OR^3)_4_−_m (式中、R^2は上記R及びR^1から定義されたと同
じ意義を有し、R^3はヒドロカルボイル及びハロヒド
ロカルボイルから選ばれた炭素原子数6〜30の有機基
であり、mは0か1の値を有する)で表わされる架橋作
用のあるシラン3〜10重量部、及び(e)炭素原子数
2〜6の脂肪酸の有機スズ塩かスズ塩からなる硬化触媒
0.01〜10重量部を含んでなる、上記製造物品の製
造方法。 6、組成物に又、微細に分割された酸化鉄熱安定化剤1
〜10重量部が含まれている特許請求の範囲第5項記載
の方法。[Claims] 1. Formula (a) ▲ Numerical formulas, chemical formulas, tables, etc. n is an organic group up to about 10 to 15,00
100 parts by weight of a silanol chain-terminated polydiorganosiloxane (with an average number of 0), (b) highly trifunctional, tetrafunctional, or mixtures thereof; A mixture of 25~
60 mol%, (ii) 1 to 6 trialkylsiloxy units
mol% and (iii) dialkylsiloxy units 34-7
4 mole percent of silicon-bonded hydroxyl groups from about 0.1 to about 2
2 to 20 parts by weight of a fluid polysiloxane containing % by weight;
(c) 10-100 parts by weight of finely divided silica filler, (d) formula R^2_mSi(OR^3)_4_-_m, where R^2 is defined from R and R^1 above. having the same meaning, R^3 is an organic group having 6 to 30 carbon atoms selected from hydrocarboyl and halohydrocarboyl, and m has a value of 0 or 1). Substantially anhydrous conditions comprising 3 to 10 parts by weight of a certain silane and (e) 0.01 to 10 parts by weight of a curing catalyst consisting of an organotin or tin salt of an organic acid having 2 to 6 carbon atoms. A fluid composition is prepared under substantially anhydrous conditions that is stable and cures in the presence of moisture to a self-bonding, thermally stable, elastic solid that is resistant to hot hydrocarbon oils and then A method for preparing a rubbery material comprising exposing the composition to moisture until it hardens into a rubbery material. 2. The method according to claim 1, wherein the composition further contains 1 to 10 parts by weight of a finely divided iron oxide thermal stabilizer as component (f). 3. Formula (a) ▲ Numerical formula, chemical formula, table, etc. ▼ (In the formula, R and R^1 are each an organic group with up to 8 carbon atoms selected from hydrocarbyl, halohydrocarbyl, and cyano lower alkyl. , n is approximately 10-15,00
100 parts by weight of a silanol chain-terminated polydiorganosiloxane (with an average number of 0), (b) highly trifunctional, tetrafunctional, or mixtures thereof; A mixture of 25~
60 mol%, (ii) 1 to 6 trialkylsiloxy units
mol% and (iii) dialkylsiloxy units 34-7
4 mole percent of silicon-bonded hydroxyl groups from about 0.1 to about 2
2 to 20 parts by weight of a fluid polysiloxane containing % by weight;
(c) 10-100 parts by weight of finely divided silica filler, (d) formula R^2_mSi(OR^3)_4_-_m, where R^2 is defined from R and R^1 above. having the same meaning, R^3 is an organic group having 6 to 30 carbon atoms selected from hydrocarboyl and halohydrocarboyl, and m has a value of 0 or 1). A highly thermally stable rubber comprising 3 to 10 parts by weight of a certain silane and (e) 0.01 to 10 parts by weight of a curing catalyst consisting of an organic tin salt or a tin salt of an organic acid having 2 to 6 carbon atoms. Manufacture of a plurality of metal-faced strips in which a gasket layer of a moisture-cured composition of high quality is inserted between at least some of the surface portions of each strip and in close proximity to other surface portions. Goods. 4. Finely divided iron oxide thermal stabilizer 1-1 in the composition
4. The article of manufacture of claim 3, further comprising 0 parts by weight. 5. (i) preparing a piece with a plurality of metal surfaces; (ii)
applying a layer of a moisture-curable gasket-forming composition to at least a portion of at least one of the metal surfaces; (iii)
(i
v) step (i) until the gasket layer hardens into a rubbery material;
ii) A method for manufacturing an article comprising the step of exposing the article to moisture, wherein the moisture-curable gasket composition is (
a) Formulas ▲ Numerical formulas, chemical formulas, tables, etc. Approximately 10-15,00
100 parts by weight of a silanol chain-terminated polydiorganosiloxane (with an average number of 0), (b) highly trifunctional, tetrafunctional, or mixtures thereof; A mixture of 25~
60 mol%, (ii) 1 to 6 trialkylsiloxy units
mol% and (iii) dialkylsiloxy units 34-7
4 mole percent of silicon-bonded hydroxyl groups from about 0.1 to about 2
2 to 20 parts by weight of a fluid polysiloxane containing % by weight;
(c) 10-100 parts by weight of finely divided silica filler, (d) formula R^2_mSi(OR^3)_4_-_m, where R^2 is defined from R and R^1 above. having the same meaning, R^3 is an organic group having 6 to 30 carbon atoms selected from hydrocarboyl and halohydrocarboyl, and m has a value of 0 or 1). A method for producing an article as described above, comprising 3 to 10 parts by weight of a certain silane, and (e) 0.01 to 10 parts by weight of a curing catalyst consisting of an organotin or tin salt of a fatty acid having 2 to 6 carbon atoms. 6. Also included in the composition is a finely divided iron oxide thermal stabilizer 1
6. The method of claim 5, wherein up to 10 parts by weight are included.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US91954478A | 1978-06-27 | 1978-06-27 | |
US919544 | 1978-06-27 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6366258A true JPS6366258A (en) | 1988-03-24 |
JPH0120187B2 JPH0120187B2 (en) | 1989-04-14 |
Family
ID=25442290
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP7924279A Granted JPS5513782A (en) | 1978-06-27 | 1979-06-25 | Silicone composition and application of same |
JP62177385A Granted JPS6366258A (en) | 1978-06-27 | 1987-07-17 | Rubbery substance |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP7924279A Granted JPS5513782A (en) | 1978-06-27 | 1979-06-25 | Silicone composition and application of same |
Country Status (11)
Country | Link |
---|---|
JP (2) | JPS5513782A (en) |
AU (1) | AU532040B2 (en) |
BE (1) | BE877267A (en) |
DE (1) | DE2925443A1 (en) |
DK (1) | DK272279A (en) |
ES (2) | ES481984A1 (en) |
FR (1) | FR2429811A1 (en) |
GB (1) | GB2029845B (en) |
IT (1) | IT1121818B (en) |
SE (1) | SE7905607L (en) |
ZA (1) | ZA792523B (en) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4257932A (en) * | 1978-06-27 | 1981-03-24 | General Electric Company | Curable compositions and process |
JPS5770176A (en) * | 1980-10-21 | 1982-04-30 | Toray Silicone Co Ltd | Oil-resistant gasket packing material |
US4569980A (en) * | 1982-06-15 | 1986-02-11 | Toray Silicone Company, Limited | Releasable film forming compositions |
US4595610A (en) * | 1984-07-02 | 1986-06-17 | Dow Corning Corporation | Curable silicone compositions for the protection of polyurethane foam |
US4554331A (en) * | 1984-07-02 | 1985-11-19 | Dow Corning Corporation | Liquid copolymeric organosiloxanes |
GB2163765B (en) * | 1984-08-27 | 1989-05-17 | Gen Electric | Room temperature vulcanizable organopolysiloxane compositions and method for making |
ES2012555A6 (en) * | 1987-10-06 | 1990-04-01 | Buehler Ag Geb | Roll mill for manufacturing milled corn products. |
US4831070A (en) * | 1987-11-02 | 1989-05-16 | Dow Corning Corporation | Moldable elastomeric pressure sensitive adhesives |
US5674937A (en) * | 1995-04-27 | 1997-10-07 | Dow Corning Corporation | Elastomers from silicone emulsions having self-catalytic crosslinkers |
KR100648563B1 (en) * | 1998-01-27 | 2006-11-24 | 제이에스알 가부시끼가이샤 | Coating Composition and Its Cured Product |
EP1449858A3 (en) * | 2003-02-13 | 2004-10-13 | Hermann Otto GmbH | Condensation curable silicon composition |
FR2946657A1 (en) | 2009-06-12 | 2010-12-17 | Bluestar Silicones France | METHOD FOR SEALING AND ASSEMBLING COMPONENTS OF A MOTOR-PROPELLER GROUP |
FR2946656A1 (en) | 2009-06-12 | 2010-12-17 | Bluestar Silicones France | METHOD FOR SEALING AND ASSEMBLING COMPONENTS OF A MOTOR-PROPELLER GROUP |
FR2946655A1 (en) | 2009-06-15 | 2010-12-17 | Bluestar Silicones France | PROCESS FOR COATING A SILICONE COMPOSITION CONTAINING NO TIN ON A FLEXIBLE SUPPORT |
FR2946654A1 (en) | 2009-06-15 | 2010-12-17 | Bluestar Silicones France | PROCESS FOR COATING A SILICONE COMPOSITION CONTAINING NO TIN ON A FLEXIBLE SUPPORT |
FR3014106B1 (en) | 2013-12-03 | 2017-03-10 | Bluestar Silicones France | CURABLE SILICONE COMPOSITION IN THE PRESENCE OF WATER OR HUMIDITY IN THE AIR |
FR3020067A1 (en) | 2014-04-18 | 2015-10-23 | Bluestar Silicones France | METHOD FOR COATING A SILICONE COMPOSITION ON A FLEXIBLE SUPPORT |
RU2667739C1 (en) | 2015-02-23 | 2018-09-24 | Бюлер Аг | Roller mill, suction unit and method for reequipment thereof |
WO2017116639A1 (en) | 2015-12-28 | 2017-07-06 | Dow Corning Corporation | Aqueous silicone dispersion |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6261070A (en) * | 1985-09-12 | 1987-03-17 | Canon Inc | One-component magnetic developer |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1185814B (en) * | 1959-12-16 | 1965-01-21 | Ici Ltd | For elastomers that are self-setting under heat and pressure or under pressure alone, vulcanizable organopolysiloxane molding compounds |
US3812164A (en) * | 1973-02-16 | 1974-05-21 | Corning Corp | Silicone elastomers with paintable surface |
US3865759A (en) * | 1974-01-10 | 1975-02-11 | Gen Electric | Room temperature vulcanizing silicone compositions |
NL7603240A (en) * | 1975-05-19 | 1976-11-23 | Gen Electric | PROCESS FOR PREPARATION OF HARDABLE MATERIALS. |
-
1979
- 1979-05-23 ZA ZA792523A patent/ZA792523B/en unknown
- 1979-05-25 GB GB7918296A patent/GB2029845B/en not_active Expired
- 1979-06-12 AU AU47991/79A patent/AU532040B2/en not_active Ceased
- 1979-06-18 IT IT23672/79A patent/IT1121818B/en active
- 1979-06-23 DE DE19792925443 patent/DE2925443A1/en not_active Withdrawn
- 1979-06-25 JP JP7924279A patent/JPS5513782A/en active Granted
- 1979-06-26 SE SE7905607A patent/SE7905607L/en not_active Application Discontinuation
- 1979-06-26 BE BE0/195955A patent/BE877267A/en not_active IP Right Cessation
- 1979-06-26 FR FR7916366A patent/FR2429811A1/en active Granted
- 1979-06-27 DK DK272279A patent/DK272279A/en not_active Application Discontinuation
- 1979-06-27 ES ES481984A patent/ES481984A1/en not_active Expired
-
1980
- 1980-03-14 ES ES489594A patent/ES8106008A1/en not_active Expired
-
1987
- 1987-07-17 JP JP62177385A patent/JPS6366258A/en active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6261070A (en) * | 1985-09-12 | 1987-03-17 | Canon Inc | One-component magnetic developer |
Also Published As
Publication number | Publication date |
---|---|
FR2429811B1 (en) | 1985-04-05 |
ES8106008A1 (en) | 1981-07-01 |
DK272279A (en) | 1979-12-28 |
ES489594A0 (en) | 1981-04-16 |
ZA792523B (en) | 1981-04-29 |
IT7923672A0 (en) | 1979-06-18 |
DE2925443A1 (en) | 1980-01-10 |
IT1121818B (en) | 1986-04-23 |
BE877267A (en) | 1979-10-15 |
SE7905607L (en) | 1979-12-28 |
JPH0120187B2 (en) | 1989-04-14 |
GB2029845B (en) | 1983-01-06 |
JPS5513782A (en) | 1980-01-30 |
AU4799179A (en) | 1980-01-03 |
FR2429811A1 (en) | 1980-01-25 |
JPS6261070B2 (en) | 1987-12-19 |
GB2029845A (en) | 1980-03-26 |
AU532040B2 (en) | 1983-09-15 |
ES481984A1 (en) | 1980-07-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4257932A (en) | Curable compositions and process | |
US4461867A (en) | Composition for promoting adhesion of curable silicones to substrates | |
US4525400A (en) | Composition for promoting adhesion of curable silicones to substrates | |
JPS6366258A (en) | Rubbery substance | |
US4973623A (en) | Fast curing oximo-ethoxy functional siloxane sealants | |
CA1282896C (en) | Room-temperature-curing silicone sealants | |
US4395443A (en) | Method of forming silicone films | |
JPH0753741B2 (en) | Room temperature vulcanizable silicone rubber composition | |
JP7522727B2 (en) | Composition for silicone rubber blocks | |
JPS6315306B2 (en) | ||
JPS62295959A (en) | Room temperature curable composition | |
JPH0374703B2 (en) | ||
JPH0347868A (en) | Room temperature curing organopolysiloxane composition | |
JP2740346B2 (en) | Silicone composition | |
JPH04293962A (en) | Room temperature-curable organopolysiloxane composition | |
US5959018A (en) | RTV organopolysiloxane compositions | |
JPH03203960A (en) | Room temperature curable organopolysiloxane composition | |
KR910000146B1 (en) | Room temperature composition | |
JPH04214764A (en) | Cold-curing organopolysiloxane composition | |
JPH02191668A (en) | Composition which cures by exposure to oxygen gas | |
JPS6183255A (en) | Room temperature curable organopolysiloxane composition and manufacture | |
JPS6241264A (en) | Room temperature curing organopolysiloxane composition | |
JPS59184259A (en) | Improvement of adhesivity of amine-containing organopolysiloxane composition to article | |
JPH02206654A (en) | Room temperature curing organopolysiloxane composition | |
JPH07119360B2 (en) | Room temperature curable organopolysiloxane composition |