GB608956A - Improvements in organo-silicon compositions and methods of making them - Google Patents
Improvements in organo-silicon compositions and methods of making themInfo
- Publication number
- GB608956A GB608956A GB18312/45A GB1831245A GB608956A GB 608956 A GB608956 A GB 608956A GB 18312/45 A GB18312/45 A GB 18312/45A GB 1831245 A GB1831245 A GB 1831245A GB 608956 A GB608956 A GB 608956A
- Authority
- GB
- United Kingdom
- Prior art keywords
- peroxide
- benzoyl
- product
- benzoyl peroxide
- siloxane
- 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
- 239000000203 mixture Substances 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- 229910052710 silicon Inorganic materials 0.000 title abstract 2
- 239000010703 silicon Substances 0.000 title 1
- 239000004342 Benzoyl peroxide Substances 0.000 abstract 7
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 7
- -1 aromatic aryl peroxide Chemical class 0.000 abstract 7
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 7
- 239000000945 filler Substances 0.000 abstract 6
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 4
- 229920001296 polysiloxane Polymers 0.000 abstract 4
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract 3
- 239000007788 liquid Substances 0.000 abstract 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 abstract 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 239000010425 asbestos Substances 0.000 abstract 2
- 229910000019 calcium carbonate Inorganic materials 0.000 abstract 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 abstract 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 239000011152 fibreglass Substances 0.000 abstract 2
- 239000011521 glass Substances 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 238000009413 insulation Methods 0.000 abstract 2
- 238000000465 moulding Methods 0.000 abstract 2
- 150000002978 peroxides Chemical class 0.000 abstract 2
- 230000000704 physical effect Effects 0.000 abstract 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 2
- 229910052895 riebeckite Inorganic materials 0.000 abstract 2
- BVQVLAIMHVDZEL-UHFFFAOYSA-N 1-phenyl-1,2-propanedione Chemical group CC(=O)C(=O)C1=CC=CC=C1 BVQVLAIMHVDZEL-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000005909 Kieselgur Substances 0.000 abstract 1
- 239000004965 Silica aerogel Substances 0.000 abstract 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000005083 Zinc sulfide Substances 0.000 abstract 1
- PDAVOLCVHOKLEO-UHFFFAOYSA-N acetyl benzenecarboperoxoate Chemical compound CC(=O)OOC(=O)C1=CC=CC=C1 PDAVOLCVHOKLEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- JRPBQTZRNDNNOP-UHFFFAOYSA-N barium titanate Chemical compound [Ba+2].[Ba+2].[O-][Ti]([O-])([O-])[O-] JRPBQTZRNDNNOP-UHFFFAOYSA-N 0.000 abstract 1
- 229910002113 barium titanate Inorganic materials 0.000 abstract 1
- 239000000440 bentonite Substances 0.000 abstract 1
- 229910000278 bentonite Inorganic materials 0.000 abstract 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 238000007664 blowing Methods 0.000 abstract 1
- 239000000378 calcium silicate Substances 0.000 abstract 1
- 229910052918 calcium silicate Inorganic materials 0.000 abstract 1
- 239000001175 calcium sulphate Substances 0.000 abstract 1
- 235000011132 calcium sulphate Nutrition 0.000 abstract 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 230000001413 cellular effect Effects 0.000 abstract 1
- 125000004965 chloroalkyl group Chemical group 0.000 abstract 1
- 239000004927 clay Substances 0.000 abstract 1
- 230000001427 coherent effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012024 dehydrating agents Substances 0.000 abstract 1
- 239000012933 diacyl peroxide Substances 0.000 abstract 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000010292 electrical insulation Methods 0.000 abstract 1
- 239000004744 fabric Substances 0.000 abstract 1
- 244000144992 flock Species 0.000 abstract 1
- 239000012530 fluid Substances 0.000 abstract 1
- 239000010439 graphite Substances 0.000 abstract 1
- 229910002804 graphite Inorganic materials 0.000 abstract 1
- PQPVPZTVJLXQAS-UHFFFAOYSA-N hydroxy-methyl-phenylsilicon Chemical compound C[Si](O)C1=CC=CC=C1 PQPVPZTVJLXQAS-UHFFFAOYSA-N 0.000 abstract 1
- 238000003475 lamination Methods 0.000 abstract 1
- 229910000464 lead oxide Inorganic materials 0.000 abstract 1
- 239000000395 magnesium oxide Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000010445 mica Substances 0.000 abstract 1
- 229910052618 mica group Inorganic materials 0.000 abstract 1
- 238000003801 milling Methods 0.000 abstract 1
- 125000005375 organosiloxane group Chemical group 0.000 abstract 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000003973 paint Substances 0.000 abstract 1
- 238000004382 potting Methods 0.000 abstract 1
- 239000010454 slate Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000011787 zinc oxide Substances 0.000 abstract 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C08K5/14—Peroxides
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)
Abstract
An organo-polysiloxane containing 1.75-2.25 of alkyl, chloroalkyl, aryl or chloroaryl radicals per silicon atom and containing at least 40 mol. per cent of units of the formula RR1SiO where R+R1 are alkyl groups is heated with a diacyl peroxide containing at least one aromatic acyl radical at a temperature of at least 100 DEG C. until a coherent rubbery solid is obtained. The process may comprise three steps-first a low molecular weight organosiloxane is further polymerized, e.g. by use of a dehydrating agent, by treatment with strong acid or alkali, by blowing air through the siloxane at elevated temperature or by treatment with an aromatic aryl peroxide at raised temperature. The product of this step is a very viscous liquid or gel. In the second step, this product is mixed with 2-6 per cent of an aromatic acyl peroxide and, if desired, a filler to yield a workable and mouldable composition which in the third step is heated in a mould, preferably in absence of oxygen, e.g. in an atmosphere of carbon dioxide. The filler may be added in the first step if desired. Suitable fillers are asbestos, clay, hydrated calcium silicate, zinc sulphide, silica aerogel, barium titanate, bentonite, lithopone, magnesia, graphite, ground slate, ground mica, diatomaceous earth, lead oxide, blue lead. Tables are given showing the physical properties of products with different fillers; glass, alumina, titania, calcium carbonate, iron oxide, or zinc oxide. Suitable peroxides are benzoyl, benzoyl acetyl, dinaphthoyl, and benzoyl lauroyl. Benzoyl peroxide is used in a form precipitated on calcium sulphate. In example 1 liquid dimethyl silicone is heated with benzoyl peroxide the resulting gel milled with asbestos and benzoyl peroxide poured into a mould and heated in an oven at 150 DEG C. By adjusting the amounts of benzoyl peroxide used in the different stages so that a liquid or tacky product is rapidly reacted in a mould which permits of expansion but from which air is excluded a cellular moulded product can be obtained. In example 2, diethyl silicone and benzoyl acetyl peroxide were used with fibre glass flock as the filler. In example 3 dimethyl silicone fluid and benzoyl peroxide were mixed in a Baker-Perkins mixer to a soft oily rubbery gel to which calcium carbonate and more benzoyl peroxide were added and mixing continued. The product was malaxated on a two-roll rubber mill to yield a "crepe" material from which flat sheets or cable insulation was moulded. Figures are given for moulding conditions and physical properties for various fillers and amounts of peroxide. In Example 4 a gasket is prepared from laminations of fibre glass cloth and siloxane compositions. The products are suitable for washers, gaskets, flexible tubes, cable insulation, potting compounds for high-temperature condensers, flexible bags for high-temperature mouldings, or paints, or applied to glass tape for sticky electrical insulation. Samples have been furnished under Sect. 2 (5) of (1) a product prepared by further condensing together by heating with potassium hydroxide dimethylsiloxane and phenyl methyl siloxane, milling the gelled copolymers with titania and benzoyl peroxide and heating the compounded mixture, and (2) a similar product obtained from a copolymer of dimethyl siloxane and tolylmethyl siloxane. Specifications 592,018 and 608,955 are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US608956XA | 1944-10-03 | 1944-10-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB608956A true GB608956A (en) | 1948-09-23 |
Family
ID=22032411
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB18312/45A Expired GB608956A (en) | 1944-10-03 | 1945-07-17 | Improvements in organo-silicon compositions and methods of making them |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB608956A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2867606A (en) * | 1954-05-11 | 1959-01-06 | Gen Electric | Polymerizable organopolysiloxane solutions and the process of preparing gels from these solutions |
CN111253145A (en) * | 2020-03-20 | 2020-06-09 | 上海大音希声新型材料有限公司 | Fiber-reinforced sound absorption composite material and preparation method thereof |
CN113510891A (en) * | 2021-04-23 | 2021-10-19 | 中国科学院兰州化学物理研究所 | Two-stage hole polyimide material, preparation method thereof, two-stage hole polyimide retainer and application thereof |
-
1945
- 1945-07-17 GB GB18312/45A patent/GB608956A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2867606A (en) * | 1954-05-11 | 1959-01-06 | Gen Electric | Polymerizable organopolysiloxane solutions and the process of preparing gels from these solutions |
CN111253145A (en) * | 2020-03-20 | 2020-06-09 | 上海大音希声新型材料有限公司 | Fiber-reinforced sound absorption composite material and preparation method thereof |
CN113510891A (en) * | 2021-04-23 | 2021-10-19 | 中国科学院兰州化学物理研究所 | Two-stage hole polyimide material, preparation method thereof, two-stage hole polyimide retainer and application thereof |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2460795A (en) | Method for making rubbery polymeric organo-siloxane compositions | |
US2888419A (en) | Polyethylene composition containing organopolysiloxane resin | |
US3151099A (en) | Water curable organopolysiloxanes containing silicic esters and zirconic or titanic esters | |
US4143088A (en) | Rapidly curable, storage-stable organosilicon compositions | |
US3032528A (en) | Silicone elastomers | |
US4988758A (en) | Fluorosilicone rubber composition | |
US5286766A (en) | Room temperature vulcanizable organopolysiloxane composition and method for producing the same | |
GB905364A (en) | Silicone compositions | |
KR980009390A (en) | Cured elastomers exhibiting extended shelf life and curable organosiloxane compositions and extended mold life prepared therefrom | |
GB682540A (en) | Improvements in or relating to silicone elastomers | |
US2448556A (en) | Synthetic elastic and elastomeric products | |
US3109826A (en) | Room temperature curable organo- | |
US4020044A (en) | Method of increasing the molecular weight of hydroxyl endblocked polydiorganosiloxanes | |
US4755554A (en) | Silicone rubber composition | |
EP0432761A2 (en) | Method to reduce compression set in silanol-containing silicone elastomer bases | |
US3677996A (en) | Room temperature vulcanizable silicone rubber containing polyglycol derivative | |
CA1055636A (en) | Vinyl polydiorganosiloxane-mercaptoorganosiloxaneorganic peroxide composition curable to elastomer and method therefor | |
US2568672A (en) | Methyl siloxane rubber | |
US3922246A (en) | Organopolysiloxane compositions which cure at ambient temperature | |
GB608956A (en) | Improvements in organo-silicon compositions and methods of making them | |
US2484595A (en) | Synthetic elastic and elastomeric products | |
US3444229A (en) | Disilahexanediol | |
US3110689A (en) | Organosiloxane compositions curable to elastomers at room temperature | |
US3096303A (en) | Novel organopolysiloxane compositions | |
GB942064A (en) | Curable liquid siloxane compositions |