GB787175A - Curable organo-siloxane polymers with tin or zirconium catalyst - Google Patents

Curable organo-siloxane polymers with tin or zirconium catalyst

Info

Publication number
GB787175A
GB787175A GB6489/54A GB648954A GB787175A GB 787175 A GB787175 A GB 787175A GB 6489/54 A GB6489/54 A GB 6489/54A GB 648954 A GB648954 A GB 648954A GB 787175 A GB787175 A GB 787175A
Authority
GB
United Kingdom
Prior art keywords
zirconyl
water
chelate
stannous hydroxide
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
Application number
GB6489/54A
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.)
Carlisle Chemical Works Inc
Original Assignee
Carlisle Chemical Works Inc
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 Carlisle Chemical Works Inc filed Critical Carlisle Chemical Works Inc
Publication of GB787175A publication Critical patent/GB787175A/en
Expired legal-status Critical Current

Links

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
    • C08K5/0091—Complexes with metal-heteroatom-bonds

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

Chelates of tin used as curing catalysts for organosiloxane polymers (see Group IV (a)) may be made by reacting stannous hydroxide with aliphatic or aromatic acids containing at least one alcoholic hydroxyl group and at least one carboxyl group or the alkali or ammonium salts thereof. Several hydroxy carboxylic acids are specified. Zirconium chelates of the hydroxy carboxylic acids and of diketones are also specified. In examples the preparations of (1) a stannous hydroxide ammonium tartrate chelate; (2) a stannous hydroxide sodium gluconate chelate; (3) a stannous hydroxide sodium citrate chelate; (4) zirconyl acetylacetonate; and (5) ammonium zirconyl glycollate, are described.ALSO:Organosiloxane polymers are cured by heating in the presence of a tin or zirconium chelate or an organic zirconium salt as curing catalyst in amount, for example, of 0.1 to 10 per cent by weight of the siloxane. There are specified: tin chelates made, e.g. by reacting 1 mol. of stannous hydroxide with 1 to 2 mols. of an organic hydroxy acid (or the alkali metal or ammonium salt thereof), such as glycollic, lactic, b -hydroxy propionic, hydroxybutyric, glyceric, gluconic, mannonic, gluonic, glucoronic, tartronic, malic, tartaric, saccharic or citric acid; zirconium acetyl- and benzoyl-acetonates; chelates of zirconyl oxide with hydroxy organic acids or polyhydric alcohols, many examples of which are given; and zirconium salts of the formul O=Zr(OR)2, [O=Zr(OR)]2O and Zr(OOCR1)4 where R is an acyloxy radical and R1 is an alkyl radical of 1 to 18 carbon atoms, examples of these also being given. Siloxane solutions or emulsions containing the catalysts and with or without thermosetting resins are stable for long periods of time, and find use for waterproofing textiles. In examples: (1) a modified dimethylsilicone oil was emulsified with a fatty acid amide polyethylene oxide emulsifier, water, oleic acid and a stannous hydroxide ammonium tartrate chelate; (2) a similar emulsion was made except that the catalyst was a stannous hydroxide sodium gluconate chelate, and a separate portion of the emulsion was mixed with a water-soluble ureaformaldehyde condensate and an acid catalyst therefor; (3) a mono- and di-methyl and mono- and di-methyl hydrogen siloxane copolymer was emulsified with a quaternary ammonium salt, water and a sodium citrate stannous hydroxide chelate; (4), (5) solutions of a resin consisting of equal parts of an octamethylcyclotetrasiloxane and a linear dimethylsiloxane or of another siloxane resin were made containing zirconyl 2-ethylhexoate and other catalysts for comparative tests; (6) an emulsion of a siloxane resin was made with water, a cationic emulsifier and a xylene solution of zirconyl acetylacetonate; (7) a siloxane resin was emulsified with a quaternary ammonium salt, water and ammonium zirconyl glycollate; (8) a methylhydrogen siloxane oil was emulsified with water, a nonionic emulsifier, oleic acid and ammonium zirconyl glycollate and then mixed with a water-soluble melamine-formaldehyde resin and a curing catalyst therefor; (9) the silicone oil of (8) was emulsified with water, zirconyl 2-ethyl hexoate, toluene and a ureaformaldehyde resin.
GB6489/54A 1953-03-05 1954-03-05 Curable organo-siloxane polymers with tin or zirconium catalyst Expired GB787175A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US1101689XA 1953-03-05 1953-03-05
US787175XA 1953-03-05 1953-03-05

Publications (1)

Publication Number Publication Date
GB787175A true GB787175A (en) 1957-12-04

Family

ID=26760857

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6489/54A Expired GB787175A (en) 1953-03-05 1954-03-05 Curable organo-siloxane polymers with tin or zirconium catalyst

Country Status (2)

Country Link
FR (1) FR1101689A (en)
GB (1) GB787175A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2999077A (en) * 1957-04-10 1961-09-05 Wacker Chemie Gmbh Method of preparing organopolysiloxane elastomers
US3047535A (en) * 1958-01-13 1962-07-31 Bradford Dyers Ass Ltd Metal salts of substituted phosphoric acid as curing agents for polysi-loxanes
US3282792A (en) * 1964-01-09 1966-11-01 Bristol Myers Co Stabilized stannous fluoride dentifrice compositions
WO2013036548A3 (en) * 2011-09-07 2013-05-02 Dow Corning Corporation Zirconium containing complex and condensation reaction catalysts, methods for preparing the catalysts, and compositions containing the catalysts
US9073950B2 (en) 2011-12-01 2015-07-07 Dow Corning Corporation Hydrosilylation reaction catalysts and curable compositions and methods for their preparation and use
US9139699B2 (en) 2012-10-04 2015-09-22 Dow Corning Corporation Metal containing condensation reaction catalysts, methods for preparing the catalysts, and compositions containing the catalysts
US9156948B2 (en) 2011-10-04 2015-10-13 Dow Corning Corporation Iron(II) containing complex and condensation reaction catalysts, methods for preparing the catalysts, and compositions containing the catalysts

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3160601A (en) * 1959-07-13 1964-12-08 Dow Corning Amine salts of phosphoric acid and amine salts of carboxylic acid as silanol condensation catalysts
BE602682A (en) * 1964-02-19 1961-10-17 Hoechst Ag Hardeners for organo-polysiloxanes

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2999077A (en) * 1957-04-10 1961-09-05 Wacker Chemie Gmbh Method of preparing organopolysiloxane elastomers
US3047535A (en) * 1958-01-13 1962-07-31 Bradford Dyers Ass Ltd Metal salts of substituted phosphoric acid as curing agents for polysi-loxanes
US3282792A (en) * 1964-01-09 1966-11-01 Bristol Myers Co Stabilized stannous fluoride dentifrice compositions
WO2013036548A3 (en) * 2011-09-07 2013-05-02 Dow Corning Corporation Zirconium containing complex and condensation reaction catalysts, methods for preparing the catalysts, and compositions containing the catalysts
US9228061B2 (en) 2011-09-07 2016-01-05 Dow Corning Corporation Zirconium containing complex and condensation reaction catalysts, methods for preparing the catalysts, and compositions containing the catalysts
US9156948B2 (en) 2011-10-04 2015-10-13 Dow Corning Corporation Iron(II) containing complex and condensation reaction catalysts, methods for preparing the catalysts, and compositions containing the catalysts
US9328205B2 (en) 2011-10-04 2016-05-03 Dow Corning Corporation Iron(III) containing complex and condensation reaction catalysts, methods for preparing the catalysts, and compositions containing the catalysts
US9469799B2 (en) 2011-10-04 2016-10-18 Dow Corning Corporation Metal containing condensation reaction catalysts, methods for preparing the catalysts, and compositions containing the catalysts
US9073950B2 (en) 2011-12-01 2015-07-07 Dow Corning Corporation Hydrosilylation reaction catalysts and curable compositions and methods for their preparation and use
US9139699B2 (en) 2012-10-04 2015-09-22 Dow Corning Corporation Metal containing condensation reaction catalysts, methods for preparing the catalysts, and compositions containing the catalysts

Also Published As

Publication number Publication date
FR1101689A (en) 1955-10-10

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