GB975603A - Improvements in or relating to organosilicon compounds - Google Patents
Improvements in or relating to organosilicon compoundsInfo
- Publication number
- GB975603A GB975603A GB44117/61A GB4411761A GB975603A GB 975603 A GB975603 A GB 975603A GB 44117/61 A GB44117/61 A GB 44117/61A GB 4411761 A GB4411761 A GB 4411761A GB 975603 A GB975603 A GB 975603A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxime
- halogeno
- siloxane
- units
- compounds
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000003961 organosilicon compounds Chemical class 0.000 title abstract 4
- 239000004215 Carbon black (E152) Substances 0.000 abstract 7
- 229930195733 hydrocarbon Natural products 0.000 abstract 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 5
- 125000005843 halogen group Chemical group 0.000 abstract 5
- 150000002923 oximes Chemical class 0.000 abstract 5
- -1 polysiloxane copolymers Polymers 0.000 abstract 5
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract 4
- 239000011521 glass Substances 0.000 abstract 4
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 abstract 4
- 229910000077 silane Inorganic materials 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000000945 filler Substances 0.000 abstract 3
- 150000002430 hydrocarbons Chemical group 0.000 abstract 3
- 229910052751 metal Inorganic materials 0.000 abstract 3
- 239000002184 metal Substances 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 2
- 239000010425 asbestos Substances 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 239000006229 carbon black Substances 0.000 abstract 2
- 150000007942 carboxylates Chemical class 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- 125000004966 cyanoalkyl group Chemical class 0.000 abstract 2
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 abstract 2
- 229910002804 graphite Inorganic materials 0.000 abstract 2
- 239000010439 graphite Substances 0.000 abstract 2
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 2
- 125000002312 hydrocarbylidene group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- 150000002739 metals Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 239000004033 plastic Substances 0.000 abstract 2
- 229920003023 plastic Polymers 0.000 abstract 2
- 229920001296 polysiloxane Polymers 0.000 abstract 2
- 229910052573 porcelain Inorganic materials 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 229910052895 riebeckite Inorganic materials 0.000 abstract 2
- 150000004756 silanes Chemical class 0.000 abstract 2
- 239000002023 wood Substances 0.000 abstract 2
- JHNRZXQVBKRYKN-VQHVLOKHSA-N (ne)-n-(1-phenylethylidene)hydroxylamine Chemical compound O\N=C(/C)C1=CC=CC=C1 JHNRZXQVBKRYKN-VQHVLOKHSA-N 0.000 abstract 1
- OVFDEGGJFJECAT-RZIOALPKSA-N (ne)-n-[(1r,4r)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanylidene]hydroxylamine Chemical compound C1C[C@@]2(C)\C(=N\O)C[C@@H]1C2(C)C OVFDEGGJFJECAT-RZIOALPKSA-N 0.000 abstract 1
- FTYXDGNSLZMOQY-LUAWRHEFSA-N (nz)-n-(4-phenylbutan-2-ylidene)hydroxylamine Chemical compound O/N=C(/C)CCC1=CC=CC=C1 FTYXDGNSLZMOQY-LUAWRHEFSA-N 0.000 abstract 1
- ZVZUNLVAVHYXNI-FPLPWBNLSA-N (nz)-n-(5-methylhexan-2-ylidene)hydroxylamine Chemical compound CC(C)CC\C(C)=N/O ZVZUNLVAVHYXNI-FPLPWBNLSA-N 0.000 abstract 1
- FWSXGNXGAJUIPS-WAYWQWQTSA-N (nz)-n-pentan-2-ylidenehydroxylamine Chemical compound CCC\C(C)=N/O FWSXGNXGAJUIPS-WAYWQWQTSA-N 0.000 abstract 1
- LVNVQCXLRILPCM-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylphenyl)ethanone Chemical compound CC(C)C1=CC=C(C)C(C(C)=O)=C1 LVNVQCXLRILPCM-UHFFFAOYSA-N 0.000 abstract 1
- QQLIGMASAVJVON-UHFFFAOYSA-N 1-naphthalen-1-ylethanone Chemical compound C1=CC=C2C(C(=O)C)=CC=CC2=C1 QQLIGMASAVJVON-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 239000005909 Kieselgur Substances 0.000 abstract 1
- LXOZGASCVMPZEC-UHFFFAOYSA-N N-(2,2,3,3,4,4-hexafluorocyclobutylidene)hydroxylamine Chemical compound ON=C1C(F)(F)C(F)(F)C1(F)F LXOZGASCVMPZEC-UHFFFAOYSA-N 0.000 abstract 1
- 239000004965 Silica aerogel Substances 0.000 abstract 1
- PXAJQJMDEXJWFB-UHFFFAOYSA-N acetone oxime Chemical compound CC(C)=NO PXAJQJMDEXJWFB-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- QPJDMGCKMHUXFD-UHFFFAOYSA-N cyanogen chloride Chemical compound ClC#N QPJDMGCKMHUXFD-UHFFFAOYSA-N 0.000 abstract 1
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 239000004205 dimethyl polysiloxane Substances 0.000 abstract 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000003517 fume Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000005826 halohydrocarbons Chemical group 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910044991 metal oxide Inorganic materials 0.000 abstract 1
- WHIVNJATOVLWBW-SNAWJCMRSA-N methylethyl ketone oxime Chemical compound CC\C(C)=N\O WHIVNJATOVLWBW-SNAWJCMRSA-N 0.000 abstract 1
- ZJBHFQKJEBGFNL-UHFFFAOYSA-N methylsilanetriol Chemical compound C[Si](O)(O)O ZJBHFQKJEBGFNL-UHFFFAOYSA-N 0.000 abstract 1
- DIOMGHKDVSHOPS-UHFFFAOYSA-N n-(1-phenylprop-2-enylidene)hydroxylamine Chemical compound ON=C(C=C)C1=CC=CC=C1 DIOMGHKDVSHOPS-UHFFFAOYSA-N 0.000 abstract 1
- DHSLOIFKVQGCQU-UHFFFAOYSA-N n-(10h-anthracen-9-ylidene)hydroxylamine Chemical compound C1=CC=C2C(=NO)C3=CC=CC=C3CC2=C1 DHSLOIFKVQGCQU-UHFFFAOYSA-N 0.000 abstract 1
- PULCKIYKBGOTTG-UHFFFAOYSA-N n-(2,4-dimethylpentan-3-ylidene)hydroxylamine Chemical compound CC(C)C(=NO)C(C)C PULCKIYKBGOTTG-UHFFFAOYSA-N 0.000 abstract 1
- ODCQZCNSWWLGCQ-UHFFFAOYSA-N n-(2-chlorocyclohexylidene)hydroxylamine Chemical compound ON=C1CCCCC1Cl ODCQZCNSWWLGCQ-UHFFFAOYSA-N 0.000 abstract 1
- KAXTWDXRCMICEQ-UHFFFAOYSA-N n-[1-(4-chlorophenyl)ethylidene]hydroxylamine Chemical compound ON=C(C)C1=CC=C(Cl)C=C1 KAXTWDXRCMICEQ-UHFFFAOYSA-N 0.000 abstract 1
- DNYZBFWKVMKMRM-UHFFFAOYSA-N n-benzhydrylidenehydroxylamine Chemical compound C=1C=CC=CC=1C(=NO)C1=CC=CC=C1 DNYZBFWKVMKMRM-UHFFFAOYSA-N 0.000 abstract 1
- YGNXYFLJZILPEK-UHFFFAOYSA-N n-cyclopentylidenehydroxylamine Chemical compound ON=C1CCCC1 YGNXYFLJZILPEK-UHFFFAOYSA-N 0.000 abstract 1
- RZFMDNXBQJACKD-UHFFFAOYSA-N n-tricosan-12-ylidenehydroxylamine Chemical compound CCCCCCCCCCCC(=NO)CCCCCCCCCCC RZFMDNXBQJACKD-UHFFFAOYSA-N 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 abstract 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 abstract 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 239000010453 quartz Substances 0.000 abstract 1
- 230000003014 reinforcing effect Effects 0.000 abstract 1
- 239000012763 reinforcing filler Substances 0.000 abstract 1
- 239000012260 resinous material Substances 0.000 abstract 1
- 229940089952 silanetriol Drugs 0.000 abstract 1
- 229910052710 silicon Inorganic materials 0.000 abstract 1
- 239000010703 silicon Substances 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000011787 zinc oxide Substances 0.000 abstract 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0892—Compounds with a Si-O-N linkage
-
- 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
- C08G77/48—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 in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
- C08G77/50—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 in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms by carbon linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Silicon Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Abstract
The invention comprises silanes of the general formula (X=NO)a SiR14-a, and siloxane copolymers containing the group Si(ON=X), wherein X is R2C= or <FORM:0975603/C3/1> wherein R11 is a divalent hydrocarbon or halogeno substituted hydrocarbon radical, R is a hydrocarbon or halogeno substituted hydrocarbon radical and each may be the same or different, R1 is a hydrocarboxn, halogeno substituted hydrocarbon, cyano alkyl group, or hydrogen atom and may be the same or different, and a is 1, 2, 3, or 4. Specified R and R1 groups include alkyl, cycloalkyl, alkenyl, cycloalkenyl, aryl, aralkyl, and alkaryl radicals and these may be substituted by Cl, F, Br or I. Specified R11 groups are: -CH2(CH2)3CH2-, -CH2(CH2)4-CH2-, -C6H4.C6H4-, <FORM:0975603/C3/2> and <FORM:0975603/C3/3> The silanes are prepared by mixing an oxime X=NOH with HalaSiR14-a in the temperature range of 20-100 DEG C. in the presence of acid acceptor. Specified oximes are acetophenone oxime, acetone oxime, benzophenone oxime, 2-butanone oxime, 3-methyl -2- butenone oxime, d-camphor oxime, a -d-carbone oxime, 2-nonaxone oxime, 5-methyl -2- hexanone oxime, 2-pentanone oxime, diisopropylketone oxime, cyclopentanone oxime, cyclohexanone oxime, acrylophenone oxime, 1-acetonaphthone oxime-1-phenyl -2- butanoneoxime, chloro-cyclohexanone oxime, perfluorocyclobutanone oxime, 4-phenyl -2- butanone oxime, 5-isopropyl -2-methyl acetophenone oxime, 12-tricosanone oxime, a -bromo-2, 4, 6-trimethyl-isobutyrophenone oxime, a -bromoacetophenone oxime, anthrone oxime, p-chloro acetophenone oxime and p-a -dibromo acetophenone oxime. The polysiloxane copolymers consist of units <FORM:0975603/C3/4> wherein b is 0, 1, or 2, d is 1, 2, or 3, and b+d<4, with conventional siloxane units. One method of preparation comprises reacting a hydroxy-end-blocked siloxane, having units of the general formula <FORM:0975603/C3/5> wherein c is 0, 1, 2 or 3, with a silane R1bSi(ON=CR2)4-6 wherein b is 0, 1 or 2. An alternative method comprises reaction of a halogeno endblocked siloxane with the oxime. These halogeno end blocked siloxane are prepared by reaction of a halogeno-silane R1bSiZ4-6 where b is as above and Z is halogen, in the presence of a hydrogen halide acceptor, such as pyridine, with a hydroxylated organo silicon compound. Specified hydroxylated organo-silicon compounds are silanediols, silanetriol and hydroxy-end-blocked siloxanes, as above. Halogeno silane and hydroxylated organo-silicon compound must be such that there is at least one R1 radical per silicon in the resulting halogeno-siloxane. The compounds cure in the presence of water vapour to give rubbery or resinous materials. Elevated temperatures or catalysts such as amino compounds or metal carboxylates may be used. They may be modified by presence of fillers, e.g. reinforcing silica fillers with or without organosilyl groups attached to the surface, non-reinforcing fillers such as coarse silicas or metallic oxides, asbestos and glass, graphite and carbon black. Examples describe the preparation of (1) a dimethyl polysiloxane having as end-units (Me2C=NO)2 SiMeO0.5; (3) MeSi(ON=CMe2)3; (5) Si(ON=CMe2)4; (6) (Me2C=NO)3SiO 1/2 ; (7) Me2Si(ON=CMe2)2 (8) Me3SiON=CPh2; (10) MeHSi(ON=CMe2)2; (14) (Me2C=NO)2SiMeO-(SiHMeO)7SiMe-(ON=CM2) 2. Many other examples are given, including vinyl, cyano, chlorine, bromine and fluorine-substituted compounds. Uses; Caulking and coating applications on glass, porcelain, wood, metals, and organic plastics.ALSO:Surfaces such as wood, glass, porcelain, metals and plastics may be coated with a composition comprising a silane of the formula (X=NO)aSiR14-a or a copolymeric siloxane containing units of the formula <FORM:0975603/B1-B2/1> where X is R2C= or <FORM:0975603/B1-B2/2> , wherein R and R11 are respectively monovalent and divalent hydrocarbon or halohydrocarbon radicals, R1 is a hydrocarbon, halohydrocarbon or cyanoalkyl group or a hydrogen atom, a is 1 to 4, b is 0 to 2, d is 1 to 3 and b+d is less than 4 (see Division C3). The compositions may contain other polysiloxanes as well as fillers, e.g. fume and precipitated silicas, silica aerogel, diatomaceous earth, quartz, titania, ferric oxide, zinc oxide, asbestos glass, graphite and carbon black. They may be applied in organic solvents and the compounds cure on exposure to atmospheric moisture; this may be accelerated by amino or carboxylate catalysts.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9163661A | 1961-02-27 | 1961-02-27 | |
| US222167A US3189576A (en) | 1962-09-07 | 1962-09-07 | Organosilicon intermediates containing silicon-bonded oxime radicals |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB975603A true GB975603A (en) | 1964-11-18 |
Family
ID=26784174
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB44117/61A Expired GB975603A (en) | 1961-02-27 | 1961-12-08 | Improvements in or relating to organosilicon compounds |
| GB33886/63A Expired GB1000421A (en) | 1961-02-27 | 1963-08-27 | Silicone intermediates and silicones |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB33886/63A Expired GB1000421A (en) | 1961-02-27 | 1963-08-27 | Silicone intermediates and silicones |
Country Status (1)
| Country | Link |
|---|---|
| GB (2) | GB975603A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4546017A (en) * | 1984-01-14 | 1985-10-08 | Dow Corning Limted | Organopolysiloxane composition curable to an elastomer and use thereof |
| US4766231A (en) * | 1986-12-06 | 1988-08-23 | Dynamit Nobel Ag | Process for the preparation of ketoximosilanes |
| EP3527771A1 (en) | 2014-07-28 | 2019-08-21 | Dow Silicones Corporation | Panelized shadow box |
-
1961
- 1961-12-08 GB GB44117/61A patent/GB975603A/en not_active Expired
-
1963
- 1963-08-27 GB GB33886/63A patent/GB1000421A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4546017A (en) * | 1984-01-14 | 1985-10-08 | Dow Corning Limted | Organopolysiloxane composition curable to an elastomer and use thereof |
| US4766231A (en) * | 1986-12-06 | 1988-08-23 | Dynamit Nobel Ag | Process for the preparation of ketoximosilanes |
| EP3527771A1 (en) | 2014-07-28 | 2019-08-21 | Dow Silicones Corporation | Panelized shadow box |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1000421A (en) | 1965-08-04 |
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| GB975603A (en) | Improvements in or relating to organosilicon compounds |