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US4456718A Expired / Lapsed US ⏱️ 0.0 years remaining

Elastic synthetic-resin compositions with improved adhesion containing a silane

Assignee: Bayer Pharma AG
•
Filing: 1983-02-04
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Granted: 1984-06-26
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Expires: 2003-02-04
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Abstract

Abstract Elastic synthetic-resin compositions useful as adhesive and sealing compounds, for example, for absorbent and nonabsorbent undercoats on surfaces, are based, in particular, on polyurethane and have incorporated therein as adhesion promoters silanes containing polyoxyalkyl groups of the formula ##STR1## wherein X is --SH, --NHR 2 , ##STR2## or --(NH--CH 2 --CH 2 ) b NHR 2 , b is 1 or 2, R is --CH 3 , --CH 2 --CH 3 or --OR 1 , R 1 is --(CH 2 --CH 2 --O) m --R 3 , R 2 is H, an aliphatic, cycloaliphatic or aromatic hydrocarbon group each of 1 to 10 carbon atoms, or such a group which is substituted R 3 is alkyl of 1 to 10 carbon atoms, or substituted alkyl of 1-10 carbon atoms, R 4 is alkyl of 1 to 4 carbon atoms, n is a number from 1 to 8, m is a number from 1 to 30, p is ≧ 1, and q+p is ≦ 2. The synthetic-resin compounds of this invention have improved adhesion to diverse substrates even without the use of adhesion-promoting coatings. This adhesion is sufficient for practical purposes and can be secured within relatively short times.

Inventors

  • 👤 Bernd Brinkmann
  • 👤 Hermann-Josef Lucas

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 03:19
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/80; C08G18/8061; C08G18/8083; C08G18/809; C08G18/28; C08G18/2805; C08G18/288; C08G18/289; C08G18/30; C08G18/38; C08G18/3893; C08G18/40; C08G18/48; C08G18/50; C08G18/5096; C08K; C08K5/00; C08K5/54

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 168 words
An elastic synthetic-resin composition which is the product of the incorporation into a polyurethane of an adhesion promoter which is (a) a silane of the formula ##STR5## wherein X is --SH, --NHR 2 , ##STR6## or --(NH--CH 2 --CH 2 ) b NHR 2 , b is 1 or 2, R is --CH 3 , --CH 2 --CH 3 or --OR 1 , R 1 is --(CH 2 --CH 2 --O) m R 3 , R 2 is H, an aliphatic, cycloaliphatic or aromatic hydrocarbon group each of 1 to 10 carbon atoms, R 3 is alkyl of 1 to 10 carbon atoms, or substituted alkyl of 1-10 carbon atoms, R 4 is alkyl of 1 to 4 carbon atoms, n is a number from 1 to 8, m is a number from 1 to 30, p is ≧1, and q+p is ≦2; or (b) an adduct of such a silane with a monomeric or prepolymeric compound containing NCO groups, said adduct containing at least one NCO group.
Claim 2
Dependent Claim 168 words
An elastic synthetic-resin composition which is the product of the incorporation into a polyurethane of an adhesion promoter which is (a) a silane of the formula ##STR5## wherein X is --SH, --NHR 2 , ##STR6## or --(NH--CH 2 --CH 2 ) b NHR 2 , b is 1 or 2, R is --CH 3 , --CH 2 --CH 3 or --OR 1 , R 1 is --(CH 2 --CH 2 --O) m R 3 , R 2 is H, an aliphatic, cycloaliphatic or aromatic hydrocarbon group each of 1 to 10 carbon atoms, R 3 is alkyl of 1 to 10 carbon atoms, or substituted alkyl of 1-10 carbon atoms, R 4 is alkyl of 1 to 4 carbon atoms, n is a number from 1 to 8, m is a number from 1 to 30, p is ≧1, and q+p is ≦2; or (b) an adduct of such a silane with a monomeric or prepolymeric compound containing NCO groups, said adduct containing at least one NCO group.
Claim 3
Dependent Claim 12 words
A composition of claim 1 wherein the adhesion promoter is said silane.
Claim 4
Dependent Claim 12 words
A composition of claim 1 wherein the adhesion promoter is said adduct.
Claim 5
Dependent Claim 9 words
A composition of claim 1 wherein m is 1-5.
Claim 6
Dependent Claim 23 words
A composition of claim 3 wherein the monomeric or prepolymeric compound containing NCO groups is an aliphatic, cycloaliphatic or aromatic di- or poly-isocyanate.
Claim 7
Dependent Claim 93 words
A composition of claim 1 wherein the monomeric or prepolymeric compound comprises 2,4-toluylenediisocyanate, its technical mixtures with 2,6-toluylenediisocyanate, 2,6-toluylenediisocyanate, 4,4'-diphenylmethane diisocyanate, 1,6-hexamethylenediisocyanate, dimeric fatty acid diisocyanate, 1,5-naphthylenediisocyanate, meta-xylyenediisocyanate-1-methyl-2,4-diisocyanatocyclohexane, isophoronediisocyanate, 2,4,4-trimethyl-1,6-diisocyanatohexane, dimeric 2,4-toluylenediisocyanate, N,N'-di(4-methyl-3-isocyanatophenyl)urea, N,N'-N"-tri(6-isocyanatohexyl)biuret, 4,4',4"-triphenylmethanetriisocyanate, the reaction product of 3 moles of 2,4-toluylenediisocyanate and 1 mole of 1,1,1-trimethylolpropane, trimerization and polymerization products of 2,4-toluylenediisocyanate, cotrimerization and copolymerization products of 2,4-toluylenediisocyanate and 1,6-hexamethylenediisocyanate, mixtures of isomeric diphenylmethanediisocyanates, polyisocyanates containing more than two benzene rings linked through methane groups, or diisocyanates of a diphenylmethane structure whose isocyanate groups have been partially converted to carbodiimide groups.
Claim 8
Dependent Claim 49 words
A composition of claim 3 wherein the molar ratio in the adduct of the silane component to the monomeric or prepolymeric component is 1:k to (k-1):k, wherein k is the number of NCO groups in the latter component and k is as defined in claim 3 but is ≧2.
Claim 9
Dependent Claim 27 words
A composition of claim 1 wherein the amount of said adhesion promoter is 1-10 wt. % based on the total weight of adhesion promoter and polyurethane component.
Claim 10
Dependent Claim 157 words
An adduct of (a) a silane of the formula ##STR7## wherein X is --SH, --NHR 2 , ##STR8## or --(NH--CH 2 --CH 2 ) b NHR 2 , b is 1 or 2, R is --CH 3 , --CH 2 --CH 3 or --OR 1 , R 1 is --(CH 2 --CH 2 --O)--R 3 , R 2 is H, an aliphatic, cycloaliphatic or aromatic hydrocarbon group each of 1 to 10 carbon atoms, or such a group which is substituted R 3 is alkyl of 1 to 10 carbon atoms, or substituted alkyl of 1-10 carbon atoms, R 4 is alkyl of 1 to 4 carbon atoms, n is a number from 1 to 8, m is a number from 1 to 30, p is ≧1, and q+p is ≦2; or (b) a monomeric or prepolymeric compound containing NCO groups in a quantitative ratio such that at least one NCO group is contained in the adduct.
Claim 11
Dependent Claim 157 words
An adduct of (a) a silane of the formula ##STR7## wherein X is --SH, --NHR 2 , ##STR8## or --(NH--CH 2 --CH 2 ) b NHR 2 , b is 1 or 2, R is --CH 3 , --CH 2 --CH 3 or --OR 1 , R 1 is --(CH 2 --CH 2 --O)--R 3 , R 2 is H, an aliphatic, cycloaliphatic or aromatic hydrocarbon group each of 1 to 10 carbon atoms, or such a group which is substituted R 3 is alkyl of 1 to 10 carbon atoms, or substituted alkyl of 1-10 carbon atoms, R 4 is alkyl of 1 to 4 carbon atoms, n is a number from 1 to 8, m is a number from 1 to 30, p is ≧1, and q+p is ≦2; or (b) a monomeric or prepolymeric compound containing NCO groups in a quantitative ratio such that at least one NCO group is contained in the adduct.
Claim 12
Dependent Claim 23 words
A composition of claim 9 wherein the monomeric or prepolymeric compound containing NCO groups is an aliphatic, cycloaliphatic or aromatic di- or polyisocyanate.
Claim 13
Dependent Claim 93 words
A composition of claim 9 wherein the monomeric or prepolymeric compound comprises 2,4-toluylenediisocyanate, its technical mixtures with 2,6-toluylenediisocyanate, 2,6-toluylenediisocyanate, 4,4'-diphenylmethane diisocyanate, 1,6-hexamethylenediisocyanate, dimeric fatty acid diisocyanate, 1,5-naphthylenediisocyanate, meta-xylyenediisocyanate-1-methyl-2,4-diisocyanatocyclohexane, isophoronediisocyanate, 2,4,4-trimethyl-1,6-diisocyanatohexane, dimeric 2,4-toluylenediisocyanate, N,N'-di(4-methyl-3-isocyanatophenyl)urea, N,N'-N"-tri(6-isocyanatohexyl)biuret, 4,4',4"-triphenylmethanetriisocyanate, the reaction product of 3 moles of 2,4-toluylenediisocyanate and 1 mole of 1,1,1-trimethylolpropane, trimerization and polymerization products of 2,4-toluylenediisocyanate, cotrimerization and copolymerization products of 2,4-toluylenediisocyanate and 1,6-hexamethylenediisocyanate, mixtures of isomeric diphenylmethanediisocyanates, polyisocyanates containing more than two benzene rings linked through methane groups, or diisocyanates of a diphenylmethane structure whose isocyanate groups have been partially converted to carbodiimide groups.
Claim 14
Dependent Claim 49 words
A composition of claim 9 wherein the molar ratio in the adduct of the silane component to the monomeric or prepolymeric component is 1:k to (k-1):k, wherein k is the number of NCO groups in the latter component and k is as defined in claim 9 but is ≧2.
Claim 15
Dependent Claim 33 words
In an elastic composition comprising a polyurethane component and an adhesion promoter and conventional additives, the improvement wherein the combination of polyrethane component and the adhesion promoter comprises the compound of claim 1.
Claim 16
Dependent Claim 17 words
A composition of claim 13 which is an adhesive, sealing, encapsulating, casting, wood filling or coating composition.
Claim 17
Dependent Claim 36 words
In a method of adhering two surfaces together by applying an elastic composition therebetween or of sealing a surface by applying an elastic composition thereover, the improvement wherein the elastic composition is that of claim 13.
Claim 18
Dependent Claim 20 words
A method of claim 15 wherein the elastic composition is applied to the surface directly without an intermediate adhesion promoter.

References Cited (Backward Citations)

DE1545080A1 Cited
US3632557A Cited
US3779794A Cited
US4222925A Cited
US4345053A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-06-26 1987-12-26 1988-06-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-06-26 1991-12-26 1992-06-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-06-26 1995-12-26 1996-06-26 $7700.00 Window Closed / Lapsed

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