KR970703377A - OXIMINOSILANE TERMINATED POLYMERS AND ELASTOMERS FORMED THEREFROM - Google Patents

Abstract

The oxyiminosilane terminated polymer cures at room temperature to form a stable elastomer. The polymer has a hydrolyzable methoxyimino silyl group at each end of each molecule, which is prepared by reacting a hydroxy-terminated liquid polymer with an organic diisocyanate to produce an isocyanate terminated prepolymer. The resulting prepolymer is then reacted with a mercapto alcohol or with an olefinic alkylene alcohol or amine to produce an olefin-terminated polymer which is reacted with dimercaptan to convert the prepolymer into a mercaptan terminated polymer. do. When the mercaptan terminated polymer is reacted with vinyl oxyimino silane or vinylalkoxyoxyimino silane, a silane terminated liquid polymer is obtained. The use of such polymers improves elongation, moisture resistance, tensile strength and tear strength in adhesive, coating and sealant formulations.

Description

OXIMINOSILANE TERMINATED POLYMERS AND ELASTOMERS FORMED THEREFREOM

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Claims (10)

Oxyiminosilane terminated polymers having a molecular weight of at least 1,200 and having the formula Wherein R is an organic polymer having a polyether, polythioether or polyester backbone, R ¹ is a divalent organic radical, R ² is an alkylene group having at least two carbon atoms, X is O or NR ⁶ and R ⁶ is hydrogen or a monovalent lower alkyl group, Y is sulfur or SR ⁷ -S, R ⁷ is alkylene thioether having 4-12 carbon atoms, alkylene having 2-10 carbon atoms or substituted of the formula Cyclohexyl ring group; R ³ is an alkyl radical having 1-7 carbon atoms or an alkoxy radical having 1-6 carbon atoms and R ⁴ and R ⁵ are independently saturated straight or branched alkyl radicals having 1-7 carbon atoms or R ⁴ And R ⁵ form a cyclized group, p is 2-3, m is 0-2, n is 1-3 and the sum of m and n is 3. The polypropylene oxide polyol, polybutylene oxide glycol polyol, polytetramethylene glycol polyol, polyester polyol, polythioether polyol, polyalkylene glycol copolymer polyol and polyalkylene glycol-poly An oxyimino silane terminated polymer, characterized in that it is a hydroxy terminated polymer selected from the group consisting of an Ester copolymer polyol. The oxyiminosilane terminated polymer of claim 1, wherein the polymer is a liquid having a molecular weight of about 1,200-100,000. a) about 5-90% by weight of the composition of the oxyiminosilane terminated polymer of claim 1; b) 0-about 5% by weight of a moisture promoter composition; c) 0- about 50% by weight of a plasticizer composition; And d) 0- about 75% by weight of the composition. a) reacting an isocyanate terminated polymer of the general formula with an olefinic alcohol or amine, wherein the olefin group is separated with at least one carbon atom to produce an olefin terminated polyether polyol; b) reacting the olefin-terminated polymer with a dimercaptan, wherein the mercaptan functional group is separated into an alkylene, alkylene ether, alkylene thioether, alkylene ester or substituted cyclohexyl ring to form a mercaptan-terminated Producing a polymer; And c) a group consisting of the mercaptan terminated polymer and vinyl oxyiminosilane, vinylalkyloxyiminosilane, vinylaryloxyiminosilane, vinylalkylalkoxyoxyiminosilane, vinylalkoxyoxyiminosilane and vinylarylalkoxyoxyiminosilane Reacting with a component selected from; A method for producing an oxyiminosilane terminated polymer comprising a molecular weight of at least 1,200 having the following formula. Wherein R is an organic liquid polymer containing polyether, polythioether or polyester backbone, R ¹ is a divalent organic radical, R ² is an alkylene group having at least two carbon atoms, and X is O or NR ⁶ R ⁶ is hydrogen or a monovalent lower alkyl group, Y is sulfur or SR ⁷ -S, R ⁷ is alkylene thioether having 4-12 carbon atoms, alkylene having 2-10 carbon atoms, or Substituted cyclohexyl ring group; R ³ is an alkyl radical having 1-7 carbon atoms or an alkoxy radical having 1-6 carbon atoms and R ⁴ and R ⁵ are independently saturated straight or branched alkyl radicals having 1-7 carbon atoms or R ⁴ And R ⁵ form a cyclized group, p is 2-3, m is 0-2, n is 1-3 and the sum of m and n is 3. The polypropylene oxide polyol, polybutylene oxide glycol polyol, polytetramethylene glycol polyol, polyester polyol, polythioether polyol, polyalkylene glycol co-polymer polyol and polyalkylene glycol- Polyester copolymer A hydroxy terminated polymer selected from the group consisting of polyols. The method of claim 5, wherein the dimercaptan is 1,2-ethane dithiol, 1,6-hexane dithiol, 1,10-decane dithiol, 2-mercaptoethyl ether, 2-mercaptoethylsulfide, Selected from the group consisting of glycol-dimercapto acetate, glycol dimercapto propionate, p-methane-2,9-dithiol, ethylene bis (3-mercapto propionate) and ethylcyclohexane dithiol How to feature. The method according to claim 5, wherein the general formula of the vinyloxyimino silane or vinylalkoxyimino silane is represented by the following formula. a) reacting an isocyanate terminated polymer of the general formula with a mercapto alcohol, wherein the mercaptan and hydroxy groups are separated by at least two methylene groups to produce a mercaptan terminated polymer; And b) a component selected from the group consisting of a mercaptan terminated polymer and vinyl oxyimino silane, vinylalkyloxyimino silane, vinylaryloxyimino silane, vinylalkylalkoxyoxyimino silane, vinylalkoxyoxyimino silane and vinylarylalkoxyimino silane Reacting; The average molecular weight comprising a oxyiminosilane terminated polymer production method having a minimum molecular weight of 1,200 and the following formula. Wherein R is an organic liquid polymer containing a polyether, polythioether or polyester backbone, R ¹ is a divalent organic radical, R ² is an alkylene group having at least two carbon atoms, and X is O or NR ⁶ , R ⁶ is hydrogen or monovalent lower alkyl group, Y is sulfur or SR ⁷ -S, R ⁷ is alkylene thioether having 4-12 carbon atoms, alkylene having 2-10 carbon atoms or Substituted cyclohexyl ring group; R ³ is an alkyl radical having 1-7 carbon atoms or an alkoxy radical having 1-6 carbon atoms and R ⁴ and R ⁵ are independently saturated straight or branched alkyl radicals having 1-7 carbon atoms or R ⁴ And R ⁵ form a cyclized group, p is 2-3, m is 0-2, n is 1-3 and the sum of m and n is 3. 10. The method of claim 9, wherein R is polypropylene oxide polyol, polybutylene oxide glycol polyol, polytetramethylene glycol polyol, polyester polyol, polythioether polyol, polyalkylene glycol co-polymer polyol and polyalkylene glycol- Polyester copolymer A hydroxy terminated polymer selected from the group consisting of polyols. ※ Note: The disclosure is based on the initial application.