Silane-modified formamides

Patent metadata

Field	Value
Publication number	US-10040808-B2
Application number	US-201515112326-A
Country	US
Kind code	B2
Filing date	Jan 26, 2015
Priority date	Jan 31, 2014
Publication date	Aug 7, 2018
Grant date	Aug 7, 2018

Abstract

The invention relates to novel silane-modified formamide-polymers and/or pre-polymers for bonding and/or sealing diverse substrate materials, such as, for example metal, wood, glass and/or plastic. The invention also relates to a reactive single-component adhesive system comprising the claimed silane-modified formamide polymers.

First claim

The invention claimed is:

1. A compound of formula (I):

wherein in formula (I):
Y represents a m-valent molecular radical which is a structural unit reduced by m NCO radicals of a monoisocyanate (m=1), of a polyisocyanate (m>1) or of an isocyanate-group-containing prepolymer (m=from 1 to 20);
R 1 represents an at least divalent, optionally substituted, linear or branched, aliphatic, alicyclic, araliphatic and/or aromatic structural unit having from 1 to 12 carbon atoms, wherein one or more non-adjacent methylene groups can each be replaced by O or S;
R 2 and R 3 each independently of the other represents an optionally substituted, linear or branched, aliphatic group having from 1 to 12 carbon atoms;
n represents an integer from 0 to 2; and
m represents a number from 1 to 20.

2. The compound according to claim 1 , wherein R 2 and R 3 each independently of the other represents methyl or ethyl.

3. The compound according to claim 1 , wherein Y represents a molecular radical which is a structural unit reduced by m NCO radicals of a monoisocyanate (m=1), of a polyisocyanate (m>1) or of an isocyanate-group-containing prepolymer (m=from 1 to 20), R 1 represents propyl, R 2 and R 3 each independently of the other represents methyl or ethyl, and n represents an integer from 0 to 2.

4. A process for the preparation of the compound of formula (I), comprising reacting a compound of formula (Ia) with a structural unit of the formula Y—(NCO) m :

wherein Y, R 1 , R 2 , R 3 , n and m are as defined in claim 1 .

5. A method comprising utilizing the compound according to claim 1 for the production of adhesives and sealing materials, lacquers, coatings, sizes, inks and/or printing inks.

6. A reactive one-component adhesive system comprising at least one compound according to claim 1 .

7. A method comprising utilizing the reactive one-component adhesive system according to claim 6 for the adhesive bonding and/or sealing of metal, wood, wood-based materials, glass, leather, textiles, plastics materials, mineral materials, cork, fibres, concrete, paper, cardboard or films.

8. A kit comprising the reactive one-component adhesive system according to claim 6 , for the adhesive bonding and/or sealing of metal, wood, wood-based materials, glass, leather, textiles, plastics materials, mineral materials, cork, fibres, concrete, paper, cardboard or films.

9. Composite bonded by the reactive one-component adhesive system according to claim 6 .

10. A reactive one-component coating system comprising at least one compound according to claim 1 .

11. A method comprising utilizing the reactive one-component coating system according to claim 10 for the coating of metal, wood, wood-based materials, glass, leather, textiles, plastics materials, mineral materials, cork, fibres, concrete, paper, cardboard or films.

12. A kit comprising the reactive one-component coating system according to claim 10 , for the coating of metal, wood, wood-based materials, glass, leather, textiles, plastics materials, mineral materials, cork, fibres, concrete, paper, cardboard or films.

13. A composite bonded by the reactive one-component coating system according to claim 10 .

14. A compound of formula (I):

wherein in formula (I):
Y is a radical derived from a monoisocyanate, from a polyisocyanate, or from a prepolymer carrying isocyanate groups;
R 1 represents an at least divalent, optionally substituted, linear or branched, aliphatic, alicyclic, araliphatic and/or aromatic structural unit having from 1 to 12 carbon atoms, wherein one or more non-adjacent methylene groups can each be replaced by O or S;
R 2 and R 3 each independently of the other represents an optionally substituted, linear or branched, aliphatic group having from 1 to 12 carbon atoms;
n represents an integer from 0 to 2; and
m represents a number from 1 to 20.

15. The compound according to claim 14 , wherein Y is derived from a monoisocyanate selected from the group consisting of hexyl isocyanate, 6-chlorohexyl isocyanate, n-octyl isocyanate, cyclohexyl isocyanate, 2-ethylhexyl isocyanate, 2,3,4-methylcyclohexyl isocyanate, 3,3,5-trimethylcyclohexyl isocyanate, 2-norbornyl-methyl isocyanate, decyl isocyanate, dodecyl isocyanate, tetradecyl isocyanate, hexadecyl isocyanate, octadecyl isocyanate, 3-butoxypropyl isocyanate, 3-(2-ethylhexyloxy)-propyl isocyanate, phenyl isocyanate, tolyl isocyanates, chlorophenyl isocyanates (2,3,4-isomers), dichlorophenyl isocyanates, 4-nitrophenyl isocyanate, 3-trifluoromethylphenyl isocyanate, benzyl isocyanate, dimethylphenyl isocyanates (commercial mixture and individual isomers), 4-dodecylphenyl isocyanate, 4-cyclohexyl-phenyl isocyanate, 1-naphthyl isocyanate, isocyanato-amides of 1 mol of diisocyanates and 1 mol of monocarboxylic acids, preferably of toluene diisocyanates, diphenylmethane diisocyanates and hexamethylene diisocyanate with aliphatic monocarboxylic acids, (6-isocyanato-hexyl)-stearic acid amide, (3-isocyanatotolyl)-stearic acid amide, (6-isocyanatohexyl)-benzamide, and mixtures thereof; or
Y is derived from an aromatic, araliphatic, aliphatic or cycloaliphatic polyisocyanate having an NCO functionality of ≥2; or
Y is derived from a polyurethane prepolymer.

Assignees

• Covestro Deutschland Ag

Inventors

• Eggert Christoph

Classifications

• C08G18/12

  using two or more compounds having active hydrogen in the first polymerisation step · CPC title

• C08G18/7621

  being toluene diisocyanate including isomer mixtures · CPC title

• C08G18/289

  containing silicon · CPC title

• C08G18/73

  acyclic · CPC title

• C07F7/1804 Primary

  Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896) · CPC title