GB1097678A - Reinforced polymeric compositions and process for the preparation thereof - Google Patents
Reinforced polymeric compositions and process for the preparation thereofInfo
- Publication number
- GB1097678A GB1097678A GB52366/64A GB5236664A GB1097678A GB 1097678 A GB1097678 A GB 1097678A GB 52366/64 A GB52366/64 A GB 52366/64A GB 5236664 A GB5236664 A GB 5236664A GB 1097678 A GB1097678 A GB 1097678A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- silane
- prepolymer
- reinforcing agent
- monomer
- 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
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract 5
- 229910000077 silane Inorganic materials 0.000 abstract 5
- 125000004450 alkenylene group Chemical group 0.000 abstract 4
- 125000000524 functional group Chemical group 0.000 abstract 4
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 4
- 239000000463 material Substances 0.000 abstract 4
- 239000011707 mineral Substances 0.000 abstract 4
- 239000000178 monomer Substances 0.000 abstract 4
- 239000012744 reinforcing agent Substances 0.000 abstract 4
- 125000002947 alkylene group Chemical group 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- MGYGFNQQGAQEON-UHFFFAOYSA-N 4-tolyl isocyanate Chemical compound CC1=CC=C(N=C=O)C=C1 MGYGFNQQGAQEON-UHFFFAOYSA-N 0.000 abstract 1
- 229920002292 Nylon 6 Polymers 0.000 abstract 1
- 229920002302 Nylon 6,6 Polymers 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 229910052918 calcium silicate Inorganic materials 0.000 abstract 1
- 235000012241 calcium silicate 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
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- KZHJGOXRZJKJNY-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Si]=O.O=[Al]O[Al]=O.O=[Al]O[Al]=O.O=[Al]O[Al]=O KZHJGOXRZJKJNY-UHFFFAOYSA-N 0.000 abstract 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000010433 feldspar Substances 0.000 abstract 1
- 239000003365 glass fiber Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- ZFPBXXQXSAGJMA-UHFFFAOYSA-N methyl 11-trimethoxysilylundecanoate Chemical compound COC(=O)CCCCCCCCCC[Si](OC)(OC)OC ZFPBXXQXSAGJMA-UHFFFAOYSA-N 0.000 abstract 1
- 229910052863 mullite Inorganic materials 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000515 polycarbonate Polymers 0.000 abstract 1
- 239000004417 polycarbonate Substances 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- 239000012260 resinous material Substances 0.000 abstract 1
- 150000004756 silanes Chemical class 0.000 abstract 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 abstract 1
- 239000010456 wollastonite Substances 0.000 abstract 1
- 229910052882 wollastonite Inorganic materials 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
- 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
- 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
- C07F7/12—Organo silicon halides
-
- 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
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/42—Introducing metal atoms or metal-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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
-
- 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/16—Preparatory processes
- C08G69/18—Anionic polymerisation
-
- 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
- C08K5/5406—Silicon-containing compounds containing elements other than oxygen or nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paper (AREA)
Abstract
A reinforced polymer comprises an organic polymeric material and a mineral reinforcing agent, the latter being chemically bound to the polymeric material by a silane having the general formula <FORM:1097678/C3/1> in which X is a halogen atom or an alkoxy group, each of Y and Z is a hydrogen atom or a hydrocarbyl group, R is an alkylene group having at least 10 carbon atoms, an alkenylene group or a cycloalkane group, a is 1, 2 or 3, b is 0, 1 or 2, c is 1, 2 or 3 and the sum of a, b and c is 4, e is 1 when R is an alkylene or alkenylene group or 1, 2 or 3 when R is a cycloalkane group. Preferred polymeric materials are polyamides, particularly polycaprolactam or polyhexamethyleneadipamide, and a polymer of an olefinic monomer when the silane contains an alkenylene group. The compositions are prepared by reacting a silane of the above formula either (a) with a functional group present in said mineral reinforcing agent, or (b) with a functional group present in a polymerizing monomer or prepolymer and then reacting a product obtained by a treatment under (a) with a monomer or prepolymer which is a precursor of an organic resinous material, which monomer or prepolymer contains a functional group reactive with said silane or reacting a product obtained by a treatment under (b) with a functional group present in said mineral reinforcing agent. The silanes in which the alkylene group has 10 to 20 carbon atoms or the alkenylene group has 2 to 20 carbon atoms are claimed as novel compounds. In the examples are used, as mineral reinforcing agent: mullite, calcium metasilicate, feldspar and wollastonite; as prepolymer material: alkali-catalysed e -caprolactam and a reaction product of a low molecular weight polycarbonate (prepared from bisphenol A and phosgene) and maleic anhydride; as silane: methyl 11-(trimethoxysilyl) undecanoate, ethyl 12 - (triethoxysilyl) tetradecanoate, n - butylb - (methyldichlorosilyl) acrylate, n - butylb - trichlorosilyl acrylate and ethyl - b - trichlorosilyl acrylate. In several examples a polyfunctional isocyanate promoter is added to the polymerization mixture, e.g. an 80/20 mixture of 2,4- and 2,6-diisocyanato-toluene. Glass fibres are also incorporated in Example 7.
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28437563A | 1963-05-31 | 1963-05-31 | |
| US28432563A | 1963-05-31 | 1963-05-31 | |
| US28432463A | 1963-05-31 | 1963-05-31 | |
| US284344A US3341501A (en) | 1963-05-31 | 1963-05-31 | Polyamides containing silane end groups |
| US305181A US3328339A (en) | 1963-08-28 | 1963-08-28 | Reinforced plastics containing base treated, calcined particulate fillers and organosilane coupling agents |
| US33363163A | 1963-12-26 | 1963-12-26 | |
| US333680A US3369036A (en) | 1963-12-26 | 1963-12-26 | Substituted alkenyl halosilanes |
| US35510864A | 1964-03-26 | 1964-03-26 | |
| US560247A US3419517A (en) | 1963-05-31 | 1966-06-24 | Reinforced polyamides and process of preparation thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1097678A true GB1097678A (en) | 1968-01-03 |
Family
ID=27578781
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22437/64A Expired GB1069752A (en) | 1963-05-31 | 1964-05-29 | Reinforced polymeric compositions and process for the preparation thereof |
| GB52366/64A Expired GB1097678A (en) | 1963-05-31 | 1964-12-23 | Reinforced polymeric compositions and process for the preparation thereof |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22437/64A Expired GB1069752A (en) | 1963-05-31 | 1964-05-29 | Reinforced polymeric compositions and process for the preparation thereof |
Country Status (3)
| Country | Link |
|---|---|
| GB (2) | GB1069752A (en) |
| LU (1) | LU46184A1 (en) |
| NO (1) | NO116778B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4165765A (en) * | 1976-06-17 | 1979-08-28 | Owens-Corning Fiberglas Corporation | Glass fiber reinforced thermosetting resin pipe wall construction |
| EP0345961A2 (en) * | 1988-06-03 | 1989-12-13 | Dow Corning Corporation | Ionomeric silane coupling agents |
| US5247093A (en) * | 1992-12-15 | 1993-09-21 | Reilly Industries, Inc. | Chlorination process |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3775363A (en) * | 1972-04-21 | 1973-11-27 | Celanese Corp | Oxymethylene polymer compositions containing acicular calcium metasilicate |
| US4466912A (en) * | 1982-09-30 | 1984-08-21 | Mobay Chemical Corporation | Conductive thermoplastic compositions |
| US4460733A (en) * | 1982-11-29 | 1984-07-17 | Mobay Chemical Corporation | Polycarbonate compositions having low gloss values |
| US4469842A (en) * | 1983-08-01 | 1984-09-04 | Celanese Corporation | Isocyanate-coupled reinforced oxymethylene polymers using improved catalyst system |
| US4480071A (en) * | 1983-09-19 | 1984-10-30 | Celanese Corporation | Isocyanate-coupled reinforced oxymethylene polymers |
| DE3724869A1 (en) * | 1987-07-28 | 1989-02-09 | Basf Ag | POLYOXYMETHYLENE MOLDING REINFORCED WITH WOOLASTONITE, METHOD FOR THEIR PRODUCTION AND USE |
| CN113912348B (en) * | 2021-10-18 | 2023-01-06 | 佛山市顺德区和乐商品混凝土有限公司 | High-performance recycled concrete and preparation method thereof |
| CN114085515B (en) * | 2021-10-28 | 2023-04-11 | 安能(广州)科学技术有限公司 | Heat-resistant, flame-retardant and wear-resistant tire containing nano inorganic mullite alumina hollow microspheres |
| CN114315887A (en) * | 2021-12-08 | 2022-04-12 | 中国科学院深圳先进技术研究院 | Silane coupling agent with low VOC (volatile organic compounds) emission and preparation method and application thereof |
-
1964
- 1964-05-29 GB GB22437/64A patent/GB1069752A/en not_active Expired
- 1964-05-29 LU LU46184D patent/LU46184A1/xx unknown
- 1964-05-29 NO NO153450A patent/NO116778B/no unknown
- 1964-12-23 GB GB52366/64A patent/GB1097678A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4165765A (en) * | 1976-06-17 | 1979-08-28 | Owens-Corning Fiberglas Corporation | Glass fiber reinforced thermosetting resin pipe wall construction |
| EP0345961A2 (en) * | 1988-06-03 | 1989-12-13 | Dow Corning Corporation | Ionomeric silane coupling agents |
| EP0345961A3 (en) * | 1988-06-03 | 1990-12-19 | Dow Corning Corporation | Ionomeric silane coupling agents |
| US5247093A (en) * | 1992-12-15 | 1993-09-21 | Reilly Industries, Inc. | Chlorination process |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1069752A (en) | 1967-05-24 |
| NO116778B (en) | 1969-05-19 |
| LU46184A1 (en) | 1964-11-30 |
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