Single-component polysiloxane compounds

• US 5,530,082 A
• Filed: 08/31/1994
• Issued: 06/25/1996
• Est. Priority Date: 08/31/1993
• Status: Expired due to Fees

• Current Assignee: GE Bayer Silicones GmbH & Co. KG (Momentive Performance Materials Holdings LLC)
• Original Assignee: Bayer AG
• Inventors: Sockel, Karl-Heinz, Friebe, Robert, Weber, Wilhelm
• Primary Examiner(s): Marquis, Melvyn I.
• Application Number:
  US08/298,733
• Time in Patent Office: 664 Days
• Field of Search: 524/730, 528/17, 528/38
• US Class Current: 528/17
• CPC Class Codes: C08G 77/045 containing less than 25 silicon atoms
• CPC Class Codes: C08G 77/16 to hydroxyl groups
• CPC Class Codes: C08G 77/18 to alkoxy or aryloxy groups
• CPC Class Codes: C08G 77/20 containing silicon bound to unsaturated aliphatic groups C08G77/045 takes precedence
• CPC Class Codes: C08G 77/24 halogen-containing groups
• CPC Class Codes: C08K 5/5406 containing elements other than oxygen or nitrogen
• CPC Class Codes: C08L 2666/44 Silicon-containing compounds
• CPC Class Codes: C08L 83/04 Polysiloxanes

Abstract

Compounds of the general formula

(R.sup.3 O).sub.3-n R.sup.4.sub.m Si--(CH.sub.2).sub.z --X

wherein

R³, R⁴ represent identical or different linear or branched C₁ -C₂₀ alkyl groups or alkoxyalkyl groups,

X represents a halogen atom,

an aminoaryl group, wherein the aromatic group can optionally carry, on one or more carbon atoms at any position, C₁ -C₂₀ alkyl groups or alkoxyalkyl groups, halogen atoms or other functional groups.

or a hydroxyl group or a C₁ -C₂₀ alkoxyalkyl group, which is substituted at one or more carbon atoms at any position by one or more hydroxyl groups,

n=0, 1 or 2 and

z=an integer between 1 and 20 are

suitable as adhesion promoters in 1K-RTV compounds which have titanium compounds as condensation catalysts.

Claims

1. A polyorganosiloxane composition, which cures at ambient temperature under the effect of water or moisture to give an elastomer, and which can be stored with the exclusion of water, prepared by mixing

a) a polyorganosiloxane with reactive terminal groups and having a viscosity of 1.0 to 1000 Pa.s at 25°

C.,

b) optionally polyorganosiloxanes with non-reactive terminal groups,

c) a silane cross-linking agent of the formula R'"'"'_4-n Si(OR²)_n, wherein R¹ and R² each independently is a mono-valent hydrocarbon group with 2-8 carbon atoms and n is 2, 3 or 4, or a partial hydrolyzate of such silane,

d) an organic titanium compound as a condensation catalyst,

e) optionally a filler,

f) an adhesion promoter of the formula

space="preserve" listing-type="equation">(R.sup.3 O).sub.3 --.sub.m R.sup.4.sub.m Si--(CH.sub.2).sub.z --X

wherein

R³ and R⁴ each independently is a C₁ -C₂₀ alkyl or alkoxyalkyl group,

X is a halogen atom,

an arylamino group,

or a hydroxyl group, or a C₁ -C₂₀ alkoxy alkyl group which is substituted at one or more carbon atoms at any position by one or more hydroxyl groups,

m is 0, 1 or 2, and

z is from 1 to 20, and

g) optionally other additives and auxiliary agents.

2. A composition according to claim 1, wherein the adhesion promoter f) is selected from the group consisting of 3-chloropropyltriethoxysilane and 3-chloropropyl-trimethoxysilane.

3. A composition according to claim 1, wherein the adhesion promoter f) is selected from the group consisting of 3-(N-phenylamino)-propyltrimethoxysilane and 3-(N-(4-methylphenyl)-amino)-propyltriethoxysilane.

4. A composition according to claim 1, wherein the promoter f) comprises 3-hydroxypropyltrimethoxysilane.

5. A composition according to claim 1, wherein the adhesion promoter is present in from about 0.01 to 10 wt. % with respect to the amount of polyorganosiloxane (a).

6. A composition according to claim 1, wherein the silane cross-linking agent c) is selected from the group consisting of methyltrimethoxysilane, vinyltriethoxysilane, methyltriethoxysilane and tetraethoxysilane.

7. A composition according to claim 1, wherein the silane cross-linking agent c) comprises a partial hydrolyzate of methyltrimethoxysilane, vinyltriethoxysilane, methyltriethoxysilane or tetraethoxysilane, and the number of silicon atoms in the polyorganosiloxane a) and b) is from 2 to 12.

8. A composition according to claim 1, wherein the polyorganosiloxane a) contains hydroxydimethyl, methyldimethoxy, vinyldiethoxy, triethoxysiloxy or 3-chloropropyl-dimethoxysiloxy terminal groups.

9. A composition according to claim 4, wherein the polyorganosiloxane a) contains hydroxydimethyl, methyldimethoxy, vinyldiethoxy, triethoxysiloxy or 3-chloropropyl-dimethoxysiloxy terminal groups, the adhesion promoter is present in from about 0.01 to 10 wt. % with respect to the amount of polyorganosiloxane (a), and the alkoxysilane cross-linking agent c) comprises a partial hydrolyzate of methyltrimethoxysilane, vinyltriethoxysilane, methyltriethoxysilane or tetraethoxysilane, methyltriethoxysilane or tetraethoxysilane and the number of silicon atoms in the polyorganosiloxane a) and b) is from 2 to 12.

10. In a single-component silicone composition comprising a silicone, an organic titanium compound and an adhesion promoter, the improvement wherein such adhesion promoter comprises a compound of the formula

11. In a single-component silicone composition comprising a silicone, an organic titanium compound and an adhesion promoter, the improvement wherein such adhesion promoter comprises a compound of the formula

View Dependent Claims (12)

12. A composition according to claims 11, wherein X is phenylamino.