# US 5,703,192 A · Polyorganometallosiloxane-2- or -4-pyridine coatings

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- Number: US 5,703,192 A
- Document ID: US5703192A
- Status: Granted
- Kind: A
- Application number: 08/563,977
- Filed: 1995-11-29
- Granted: 1997-12-30
- Earliest claimed: 1995-11-29
- Assignees: Associated Universities, Inc.
- Inventors: Toshifumi Sugama
- Web page: https://patentgrep.com/patent/US5703192A

## CPC

- C08G 77/60: in which all the silicon atoms are connected by linkages other than oxygen atoms
- C08G 77/58: Metal-containing linkages
- C09D 183/14: in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms (C09D183/10 takes precedence)
- Y10T 428/31663: As siloxane, silicone or silane
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

A new family of polyorganometallosiloxane-2- or -4-pyridine compounds are provided for corrosion resistant coatings on light metals such as aluminum, magnesium, zinc, steel and their allows. The novel compounds contain backbones modified by metal alkoxides, metallocenes and metallophthalocyanates where the metal is Zr, Ti, Mo, V, Hf, Nb, Si, B and combinations thereof. Methods of making the new compounds are also provided.

## Claims

### Claim 1

A compound comprising an organometallic polymer having a repeating monomer of the formula ##STR7## wherein M is a metal derived from an organometallic moiety, said organometallic moiety selected from the group consisting of a metal alkoxide, a metallocene and a metallophtalocyanine, R is CH.sub.3, C.sub.2 H.sub.5 or C.sub.3 H.sub.7, x is 0, 1 or 2 and n is equal to or greater than 100.

### Claim 2 (depends on 1)

The compound of claim 1, wherein said metal is selected from the group consisting of Zr, Ti, Mo, V, Hf, Nb, Si, B, Al, Ge and mixtures thereof.

### Claim 3 (depends on 1)

A corrosion resistant coating which comprises the compound of claim 1.

### Claim 4 (depends on 3)

The corrosion resistant coating of claim 3, wherein said metallic surface is selected from the group consisting of aluminum, zinc, magnesium, steel and alloys thereof.

### Claim 5 (depends on 1)

A method of rendering a metallic surface of a substrate resistant to corrosion which comprises:
depositing upon a metallic surface of a substrate a coating including the compound of claim 1.

### Claim 6 (depends on 5)

The method of claim 5, wherein said coating is from about 0.5 .mu.m to about 1.0 .mu.m.

### Claim 7 (depends on 5)

The method of claim 5, wherein said deposition is accomplished by dipping, spraying or spin-coating.

### Claim 8 (depends on 1)

The compound of claim 1, wherein said metal alkoxide is M(OR).sub.q, wherein q is 2, 3, 4 and R is CH.sub.3, C.sub.2 H.sub.5 or C.sub.3 H.sub.7.

### Claim 9 (depends on 1)

The compound of claim 1, wherein said metallocene has the formula (C.sub.5 H.sub.5).sub.2 M.

### Claim 10 (depends on 1)

The compound of claim 1, wherein said metallophtalocyanine has the formula ##STR8##

### Claim 11

A method of making an organometallic polymer having a repeating monomer unit of the formula ##STR9## wherein M is a metal derived from an organometallic moiety, in which said moiety is selected from the group consisting of a metal alkoxide, a metallocene and a metallophthalocyanine, R is CH.sub.3, C.sub.2 H.sub.5 or C.sub.3 H.sub.7, x is 0, 1 or 2 and n is equal to or greater than 100 which comprises:
reacting a sol solution of .beta.-trimethoxysilylethyl-2-pyridine or .beta.-trimethoxysilylethyl-4-pyridine and a water-soluble organic solvent solution of a compound selected from the group consisting of
(i) a metal alkoxide having the formula M(OR).sub.q, wherein R is selected from the group consisting of CH.sub.3, C.sub.2 H.sub.5 and C.sub.3 H.sub.7 and q is 2, 3 or 4;
(ii) metallocene dihalide; and
(iii) phtalocyaninedihalidemetals
under hydrolysis-condensation conditions at temperatures from about 25.degree. C. to about 150.degree. C.

### Claim 12 (depends on 11)

The method of claim 11, wherein said metal is selected from the group consisting of Zr, Ti, Mo, V, Hf, Nb, Si, B, Al, Ge and mixtures thereof.

### Claim 13 (depends on 11)

The method of claim 11, wherein said metallocene dihalide is selected from the group consisting of metallocene dichloride, metallocene, dibromide and metallocene diodide.

### Claim 14 (depends on 11)

The method of claim 11, wherein said phthalocyanatodihalometals are selected from the group consisting of phthalocyanatodichlorometals, phthalocyanatodibromometals, phthdocyanetodiodometals.

### Claim 15 (depends on 11)

The method of claim 11, wherein said .beta.-trimethoxysilylethyl-2-pyridine or said .beta.-trimethoxysilylethyl-4-pyridine and said metal alkoxide or said matallocenedihalide or said phtalocyanatodihalometals are in a ratio of 90:10.

### Claim 16 (depends on 11)

The method of claim 11, further comprising adding to said aqueous mixture an azo-based water-soluble catalyst selected from the group consisting of 2, 2'-azobis (2-amidinopropane) dihydrochloride, 2'-azobis (N,N'-dimethyleneisobutylamidine) dihydrochloride and mixtures thereof when the hydrolysis condensation occurs at temperatures about 150.degree. C.

### Claim 17 (depends on 11)

A corrosion resistant coating prepared by the method of claim 11.