GB956363A - The use of organic-silicon compounds in resin-filler compositions - Google Patents

The use of organic-silicon compounds in resin-filler compositions

Info

Publication number
GB956363A
GB956363A GB24047/60A GB2404760A GB956363A GB 956363 A GB956363 A GB 956363A GB 24047/60 A GB24047/60 A GB 24047/60A GB 2404760 A GB2404760 A GB 2404760A GB 956363 A GB956363 A GB 956363A
Authority
GB
United Kingdom
Prior art keywords
silicon
gamma
alkyl
resin
carbon atoms
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
Application number
GB24047/60A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Union Carbide Corp
Original Assignee
Union Carbide Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Union Carbide Corp filed Critical Union Carbide Corp
Publication of GB956363A publication Critical patent/GB956363A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C03GLASS; MINERAL OR SLAG WOOL
    • C03CCHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
    • C03C25/00Surface treatment of fibres or filaments made from glass, minerals or slags
    • C03C25/10Coating
    • C03C25/24Coatings containing organic materials
    • C03C25/40Organo-silicon compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B32LAYERED PRODUCTS
    • B32BLAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00Layered products comprising a layer of synthetic resin
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/54Silicon-containing compounds
    • C08K5/544Silicon-containing compounds containing nitrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K9/00Use of pretreated ingredients
    • C08K9/04Ingredients treated with organic substances
    • C08K9/06Ingredients treated with organic substances with silicon-containing compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Geochemistry & Mineralogy (AREA)
  • Materials Engineering (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paints Or Removers (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)

Abstract

Composite articles are prepared by curing a mixture of a thermosetting resin, an inorganic oxygen-containing filler material and an amino-alkyl-silicon compound containing the group: <FORM:0956363/C3/1> where R is a divalent saturated hydrocarbon group containing up to 10 carbon atoms, A is hydrogen, alkyl or aryl, and a is at least 3, the non-primary nitrogen atom being separated from the silicon by at least 3 carbon atoms, and at least one free valency of the silicon being connected to an alkoxy group or to a silicon atom through an oxygen atom. The organoisilicon compound may first be mixed with either of the other two ingredients before adding the third, and such combinations are claimed. The silicon compounds may be either silanes or polysiloxanes. In the silanes, the remaining groups attached to silicon are specifically R1y(OR11)3-y, where y is 0, 1 or 2, R1 is alkyl or aryl and R11 is alkyl. The polysiloxanes have the formula: <FORM:0956363/C3/2> or may be copolymers including conventional units. The organosilicon compounds are described in Specification 882,051. The thermosetting resin is preferably an aldehyde condensation resin, an epoxy resin or a polyurethane. Aldehyde condensates include phenol-, cresol-, urea- and mealmine-aldehyde resins. The epoxy resins include diglycidyl ethers of polyhydric phenols and blends thereof with polyphenols. The inorganic filler material may be fibres, mats, rovings and particulate materials made from oxides, silicates, aluminates and carbonates, e.g., glass, asbestos, mica, quartz, calcium carbonate, iron oxide, kieselguhr and diatomaceous earth. For treating such a filler, the silicon compound is dissolved in a solvent which may be water and/or an alcohol or ether alcohol, or an aromatic hydrocarbon. Such solutions may also be used for mixing with the thermosetting resin. Preferably, a small amount of an organic acid, e.g. acetic, is added to the solutions. The invention is illustrated only with glass cloth for making laminates (see Division B5). The specific silicon compounds are N-gamma-aminopropyl-delta-aminobutyl-triethoxy silane, N-beta-aminoethyl-gamma - aminoisobutyl - methyldiethoxy silane, N - beta - aminoethyl - gamma - aminopropyltriethoxy silane and a copolymer of N-beta-aminoethyl - gamma - aminoisobutylmethyl siloxane and dimethyl siloxane. The aminoalkyl-substituted aminoalkyl silicon compounds may be prepared by reacting aliphatic diamines with a chloroalkyl alkoxy silane or chloroalkyl polysiloxane or by hydrogenating cyanoalkyl-amino-alkyl silicon compounds.ALSO:An inorganic oxygen-containing filler material, which may be in the form of fibres, mats, cloth, rovings and particulate or pulverulent material, is coated with an organosilicon compound containing the group <FORM:0956363/B1-B2/1> where R is a divalent saturated hydrocarbon group containing up to 10 carbon atoms, A is hydrogen, alkyl or aryl, and a is at least 3, the non-primary nitrogen atom being separated from the silicon by at least 3 carbon atoms, and at least one free valency of the silicon being connected to an alkoxy group or to a silicon atom through an oxygen atom; these compounds may be silanes or polysiloxanes. Subsequently a thermosetting resin such as a phenol-aldehyde or amine-aldehyde resin or an epoxy or urethane resin is applied and the composite bodies are cured. The preferred filler material is glass cloth from which laminates are prepared. Other fillers specified are oxides, silicates, aluminates and carbonates, e.g. other forms of glass, asbestos, mica, quartz, calcium carbonate, iron oxide, kieselguhr and diatomaceous earths. The coating is preferably effected in a solution of organosilicon compound to which a small amount of an organic acid, e.g. acetic acid, has been added. The specific organo-silicon compounds are typified by N-gamma-aminopropyl-delta-aminobutyl-triethoxy silane and a copolymer of N-beta-aminoethyl-gamma-aminoisobutylmethylsiloxane and dimethylsiloxane. Alternatively a mixture of the siloxane and the other resin may be applied. Specification 882,051 is referred to.ALSO:Fibrous inorganic oxygen-containing filler materials, e.g glass and asbestos, are coated with a silane or polysiloxane containing the group <FORM:0956363/D1-D2/1> where R is a divalent saturated hydrocarbon group containing up to 10 carbon atoms, A is hydrogen, alkyl or aryl, and a is at least 3, the non-primary nitrogen atom being separated from the silicon by at least 3 carbon atoms; in the silanes, at least one free valency of the silicon is connected to an alkoxy group. Subsequently, or simultaneously, a thermosetting resin is applied and the composite bodies are curved. The coating is preferably effected in a solution of the organosilicon compound to which a small amount of an organic acid, e.g. acetic, has been added. The specific organosilicon compounds are typified by N-gamma-aminopropyl-delta-aminobutyl-triethoxy silane and a copolymer of N-beta-aminoethyl-gamma-aminoisobutyl methyl siloxane. Specification 882,051 is referred to.
GB24047/60A 1959-07-16 1960-07-11 The use of organic-silicon compounds in resin-filler compositions Expired GB956363A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US82743859A 1959-07-16 1959-07-16

Publications (1)

Publication Number Publication Date
GB956363A true GB956363A (en) 1964-04-29

Family

ID=25249220

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24047/60A Expired GB956363A (en) 1959-07-16 1960-07-11 The use of organic-silicon compounds in resin-filler compositions

Country Status (1)

Country Link
GB (1) GB956363A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3510452A (en) * 1967-12-26 1970-05-05 Henkel & Cie Gmbh Antistatic materials
EP0136257A1 (en) * 1983-07-26 1985-04-03 Ciba-Geigy Ag Spherical amorphous quartz and its use in fillers and resin compositions
EP0162421A2 (en) * 1984-05-21 1985-11-27 Ppg Industries, Inc. Chemically treated glass fibers and strands and dispersed products thereof

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3510452A (en) * 1967-12-26 1970-05-05 Henkel & Cie Gmbh Antistatic materials
EP0136257A1 (en) * 1983-07-26 1985-04-03 Ciba-Geigy Ag Spherical amorphous quartz and its use in fillers and resin compositions
US4923520A (en) * 1983-07-26 1990-05-08 Ciba-Geigy Corporation Spherical fused silica and its use in fillers and resin compositions
EP0162421A2 (en) * 1984-05-21 1985-11-27 Ppg Industries, Inc. Chemically treated glass fibers and strands and dispersed products thereof
EP0162421A3 (en) * 1984-05-21 1986-11-26 Ppg Industries, Inc. Chemically treated glass fibers and strands and dispersed products thereof

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