GB1132261A - Reinforced polymeric compositions - Google Patents
Reinforced polymeric compositionsInfo
- Publication number
- GB1132261A GB1132261A GB65466A GB65466A GB1132261A GB 1132261 A GB1132261 A GB 1132261A GB 65466 A GB65466 A GB 65466A GB 65466 A GB65466 A GB 65466A GB 1132261 A GB1132261 A GB 1132261A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methacrylate
- alkyl
- butadiene
- treated
- examples
- 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
Classifications
-
- 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
- C08F291/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
- C08F291/02—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00 on to elastomers
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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Graft Or Block Polymers (AREA)
- Polymerisation Methods In General (AREA)
Abstract
1,132,261. Polymerizing alkyl methacrylates. MONSANTO CO. 6 Jan., 1966 [6 Jan., 1965], No. 654/66. Headings C3G and C3P. A reinforced composition comprises an alkyl methacrylate polymer, a maximum of 20% by weight based on the total polymeric composition of a rubbery polymer dispersed through the said methacrylate polymer, a coupling agent and a reinforcing agent, the latter agent being adherently bound to the methacrylate polymer through the former agent. The composition may be formed by interpolymerizing the alkyl methacrylate, optionally with other monomers, with the rubbery polymer which is dissolved in the monomer system, the interpolymerization taking place in the presence of a product formed by reaction of the coupling agent with the reinforcing agent. The alkyl methacrylate e.g. a C 1 to C 4 -alkyl methacrylate is used in combination with another methacrylate, an alkyl acrylate, styrene or a ring substituted styrene, (meth) acrylonitrile or maleic anhydride or with a cross-linking monomer. Specified rubbery polymers are polybutadiene, polyisoprene, styrene-butadiene, acrylonitrile-butadiene, butadiene-vinyl pyridine, butadiene-styrene-vinyl pyridine, polychloroprene, isobutylene-isoprene, ethylene-vinyl acetate, ethylene-propylene and ethylene-propylene-conjugated diene rubbers and natural rubber. Examples of the preferred mineral, metal, metal oxide, metal aluminate and cellulose reinforcing agents are given. In one embodiment alkyl methacrylate-rubber slurries are cast and polymerized on to wooden, concrete or urethane foam surfaces previously treated with a coupling agent. Specified couplers contain an ethylenically unsaturated group and at least one hydrolysable group X attached to a silicon atom e.g. agents of formula wherein Z is a radical copolymerizable with the alkyl methacrylate, or reactive with a polyalkyl methacrylate molecule e.g. a vinyl, allyl or (meth)acryloxy radical, Y is a hydrocarbyl radical, X is a radical capable of reaction with the surface of the reinforcing agent e.g. halogen, alkoxy, cycloalkoxy, aryloxy, alkoxycarbonyl, aryloxycarbonyl, alkyl carboxylate, aryl carboxylate or hydroxyl, n is 1 to 20, a is 1 to 3, b is 0 to 2, c is 1 to 3 and a + b + c is 4. Examples are vinyl triethoxysilane, vinyl methyldichlorosilane, di-(3-methacryloxypropyl) dipropoxy silane and 6-acryloxyhexyl tricyclohexylsilane. Other couplers specified are phosphorus compounds containing X, Y and Z groups and co-ordinated Cr complexes containing Z and X groups. In most of the examples, wollastonite previously treated with 2-methacryloxyethyl trimethoxysilane is combined with (a) polybutadiene and methyl methacrylate, (b) butadiene-acrylonitrile rubber and methyl methacrylate alone or together with lauryl methacrylate and ethyl acrylate or (c) butadiene-styrene rubber and methyl methacrylate alone or together with acrylonitrile, trimethylol propane trimethacrylate or polyethylene glycol dimethacrylate and the resulting slurry is polymerized in a mould and post-cured in some cases. This procedure is modified in Examples 15 and 16, in which the wollastonite is treated with 3-(trimethoxysilyl)propyl methacrylate, in Examples 17 and 18, in which a mixture of wollastonite treated with 11-trimethoxysilylundecyl methacrylate and mullite treated with trimethoxysilylpropyl methacrylate is used, and in Example 34 in which wollastonite treated as in Example 17 is used. The polymerization catalyst employed comprises at least one peroxide or hydroperoxide, used in some cases in combination with a triethyl borane/pyridine complex accelerator. In Examples 24 and 25 wollastonite treated with trimethoxysilyl propyl methacrylate is combined with methyl methacrylate, a saturated acrylate rubber, cumene hydroperoxide and the said complex accelerator and moulded to yield a product in which no interpolymerization of the methacrylate and the rubber occurs.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US42386865A | 1965-01-06 | 1965-01-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1132261A true GB1132261A (en) | 1968-10-30 |
Family
ID=23680499
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB65466A Expired GB1132261A (en) | 1965-01-06 | 1966-01-06 | Reinforced polymeric compositions |
Country Status (10)
Country | Link |
---|---|
AT (1) | AT279160B (en) |
BE (1) | BE674405A (en) |
CH (1) | CH508674A (en) |
DE (1) | DE1620961A1 (en) |
ES (1) | ES321498A1 (en) |
FR (1) | FR1469237A (en) |
GB (1) | GB1132261A (en) |
IL (1) | IL24916A (en) |
LU (1) | LU50214A1 (en) |
NL (1) | NL6600165A (en) |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5385973A (en) * | 1987-12-17 | 1995-01-31 | Vedril S.P.A. | Process for preparing flowable, stable and hardenable suspensions, and thus-obtained compositions |
US5539070A (en) * | 1994-02-22 | 1996-07-23 | Minnesota Mining And Manufacturing Company | Polymerizable compositions made with polymerization initiator systems based on organoborane amine complexes |
US5616796A (en) * | 1995-04-14 | 1997-04-01 | Minnesota Mining And Manufacturing Company | Organoborane polyamine complexes and adhesive composition made therewith |
US5621143A (en) * | 1995-04-14 | 1997-04-15 | Minnesota Mining And Manufacturing Company | Organoborane polyoxyalkylenepolyamine complexes and adhesive compositions made therewith |
US5686544A (en) * | 1995-08-11 | 1997-11-11 | Minnesota Mining And Manufacturing Company | Organoborane polyamine complex initiator systems and polymerizable compositions made therewith |
US5691065A (en) * | 1995-02-22 | 1997-11-25 | Minnesota Mining And Manufacturing Company | Polymerizable compositions made with polymerization initiator systems based on organoborane amine complexes |
US5872197A (en) * | 1995-08-11 | 1999-02-16 | Minnesota Mining & Manufacturing Company | Initiator system and adhesive composition made therewith |
US5883208A (en) * | 1995-11-07 | 1999-03-16 | Minnesota Mining And Manufacutring Company | Initiator system and adhesive composition made therewith |
US5935711A (en) * | 1996-10-23 | 1999-08-10 | 3M Innovative Properties Company | Organoborane amine complex initiator systems and polymerizable compositions made therewith |
US5952409A (en) | 1996-01-31 | 1999-09-14 | 3M Innovative Properties Company | Compositions and methods for imparting stain resistance and stain resistant articles |
US6252023B1 (en) | 1999-03-19 | 2001-06-26 | 3M Innovative Properties Company | Organoborane amine complex inatator systems and polymerizable compositions made therewith |
US6383655B1 (en) | 1998-06-12 | 2002-05-07 | 3M Innovative Properties Company | Low odor polymerizable compositions useful for bonding low surface energy substrates |
US6479602B1 (en) | 2000-03-15 | 2002-11-12 | 3M Innovative Properties | Polymerization initiator systems and bonding compositions comprising vinyl aromatic compounds |
US6812308B2 (en) | 2000-11-21 | 2004-11-02 | 3M Innovative Properties Company | Initiator systems and adhesive compositions made therewith |
EP2366731B1 (en) * | 2010-03-17 | 2022-12-07 | DELTA s.r.l. | A process for preparing a composite material and composite material obtained. |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN116354644A (en) * | 2023-03-31 | 2023-06-30 | 北京工业大学重庆研究院 | Preparation method and application of magnesium silicate-based cementing material performance modifier |
-
1965
- 1965-12-28 BE BE674405D patent/BE674405A/xx unknown
-
1966
- 1966-01-03 ES ES0321498A patent/ES321498A1/en not_active Expired
- 1966-01-04 IL IL2491666A patent/IL24916A/en unknown
- 1966-01-05 AT AT8866A patent/AT279160B/en not_active IP Right Cessation
- 1966-01-05 DE DE19661620961 patent/DE1620961A1/en active Pending
- 1966-01-06 FR FR45076A patent/FR1469237A/en not_active Expired
- 1966-01-06 GB GB65466A patent/GB1132261A/en not_active Expired
- 1966-01-06 LU LU50214A patent/LU50214A1/xx unknown
- 1966-01-06 NL NL6600165A patent/NL6600165A/xx unknown
- 1966-03-22 CH CH10766A patent/CH508674A/en not_active IP Right Cessation
Cited By (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5385973A (en) * | 1987-12-17 | 1995-01-31 | Vedril S.P.A. | Process for preparing flowable, stable and hardenable suspensions, and thus-obtained compositions |
US5539070A (en) * | 1994-02-22 | 1996-07-23 | Minnesota Mining And Manufacturing Company | Polymerizable compositions made with polymerization initiator systems based on organoborane amine complexes |
US6284381B1 (en) | 1994-02-22 | 2001-09-04 | 3M Innovative Properties Company | Polymerizable compositions made with polymerization initiator systems based on organoborane amine complexes |
US6248846B1 (en) | 1994-02-22 | 2001-06-19 | 3M Innovative Properties Company | Polymerizable compositions comprising organoborane amine complexes |
US5691065A (en) * | 1995-02-22 | 1997-11-25 | Minnesota Mining And Manufacturing Company | Polymerizable compositions made with polymerization initiator systems based on organoborane amine complexes |
US5690780A (en) * | 1995-02-22 | 1997-11-25 | Minnesota Mining And Manufacturing Company | Polymerizable compositions made with polymerization initiator systems based on organoborane amine complexes |
US5795657A (en) * | 1995-04-14 | 1998-08-18 | Minnesota Mining And Manufaturing Company | Organoborane polyamine complexes and adhesive compositions made therewith |
US5621143A (en) * | 1995-04-14 | 1997-04-15 | Minnesota Mining And Manufacturing Company | Organoborane polyoxyalkylenepolyamine complexes and adhesive compositions made therewith |
US5684102A (en) * | 1995-04-14 | 1997-11-04 | Minnesota Mining And Manufacturing Company | Organoborane polyamine complexes and adhesive compositions made therewith |
US5718977A (en) * | 1995-04-14 | 1998-02-17 | Minnesota Mining And Manufacturing Company | Organoborane polyoxyalkylenepolyamine complexes and adhesive compositions made therewith |
US5681910A (en) * | 1995-04-14 | 1997-10-28 | Minnesota Mining And Manufacturing Company | Organoborane polyoxyalkylenepolyamine complexes and adhsesive compositions made therewith |
US5616796A (en) * | 1995-04-14 | 1997-04-01 | Minnesota Mining And Manufacturing Company | Organoborane polyamine complexes and adhesive composition made therewith |
US5686544A (en) * | 1995-08-11 | 1997-11-11 | Minnesota Mining And Manufacturing Company | Organoborane polyamine complex initiator systems and polymerizable compositions made therewith |
US5872197A (en) * | 1995-08-11 | 1999-02-16 | Minnesota Mining & Manufacturing Company | Initiator system and adhesive composition made therewith |
US5990036A (en) * | 1995-08-11 | 1999-11-23 | 3M Innovative Properties Company | Initiator system and adhesive composition made therewith |
US5994484A (en) * | 1995-08-11 | 1999-11-30 | 3M Innovative Properties Company | Organoborane polyamine complex initiator systems and polymerizable compositions made therewith |
US6008308A (en) * | 1995-08-11 | 1999-12-28 | 3M Innovative Properties Company | Organoborane polyamine complex initiator systems and polymerizable compositions made therewith |
US6093778A (en) * | 1995-08-11 | 2000-07-25 | 3M Innovative Properties Company | Organoborane polyamine complex initiator systems and polymerizable compositions made therewith |
US5883208A (en) * | 1995-11-07 | 1999-03-16 | Minnesota Mining And Manufacutring Company | Initiator system and adhesive composition made therewith |
US6027813A (en) * | 1995-11-07 | 2000-02-22 | 3M Innovative Properties Company | Initiator system and adhesive composition made therewith |
US5952409A (en) | 1996-01-31 | 1999-09-14 | 3M Innovative Properties Company | Compositions and methods for imparting stain resistance and stain resistant articles |
US5935711A (en) * | 1996-10-23 | 1999-08-10 | 3M Innovative Properties Company | Organoborane amine complex initiator systems and polymerizable compositions made therewith |
US6383655B1 (en) | 1998-06-12 | 2002-05-07 | 3M Innovative Properties Company | Low odor polymerizable compositions useful for bonding low surface energy substrates |
US7189303B2 (en) | 1998-06-12 | 2007-03-13 | 3M Innovative Properties Company | Initiator systems and adhesive compositions made therewith |
US6252023B1 (en) | 1999-03-19 | 2001-06-26 | 3M Innovative Properties Company | Organoborane amine complex inatator systems and polymerizable compositions made therewith |
US6384165B1 (en) | 1999-03-19 | 2002-05-07 | 3M Innovative Properties Co. | Organoborane amine complex initiator systems and polymerizable compositions made therewith |
US6479602B1 (en) | 2000-03-15 | 2002-11-12 | 3M Innovative Properties | Polymerization initiator systems and bonding compositions comprising vinyl aromatic compounds |
US6812308B2 (en) | 2000-11-21 | 2004-11-02 | 3M Innovative Properties Company | Initiator systems and adhesive compositions made therewith |
EP2366731B1 (en) * | 2010-03-17 | 2022-12-07 | DELTA s.r.l. | A process for preparing a composite material and composite material obtained. |
Also Published As
Publication number | Publication date |
---|---|
BE674405A (en) | 1966-06-28 |
DE1620961A1 (en) | 1970-05-14 |
ES321498A1 (en) | 1967-01-01 |
AT279160B (en) | 1970-02-25 |
LU50214A1 (en) | 1966-07-06 |
CH508674A (en) | 1971-06-15 |
IL24916A (en) | 1969-11-12 |
FR1469237A (en) | 1967-02-10 |
NL6600165A (en) | 1966-07-07 |
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