# US 5,352,797 A · Silane-type coupling agent, process for its preparation, and its use for the production of a conducting coating on glass

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- Number: US 5,352,797 A
- Document ID: US5352797A
- Status: Granted
- Kind: A
- Application number: 08/030,239
- Filed: 1993-03-30
- Granted: 1994-10-04
- Earliest claimed: 1990-10-03
- Assignees: Office National d'Etudes et de Recherches Aerospatiales
- Inventors: Bertrand Bloch; Andre Attias; Jacques Ancelle; Claude Andrieux; Pierre Audebert
- Web page: https://patentgrep.com/patent/US5352797A

## CPC

- C03C 17/30: with silicon-containing compounds
- C03C 25/40: Organo-silicon compounds
- C07F 7/1804: {Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896)}
- C09D 5/24: Electrically-conducting paints {(conductive materials H01B1/00)}
- C03C: CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- 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)

## Abstract

The coupling agent is comprised of a pyrrolidyl group capable of being incorporated in the chain of an electroconducting polymer, and a silane group --Si(OR.sup.1).sub.3 which may be chemically bound to a glass substrate in order to form an adherent coating of said polymer. It is obtained by an addition reaction implementing an epoxide function and a primary or secondary amine function.

## Claims

### Claim 1

A compound of formula
Py--R.sup.2 (--CHOH--CH.sub.2).sub.a --).sub.x NR.sub.p.sup.4 [--(CH.sub.2 --CHOH).sub.1--a --R.sup.3 --Si(--OR.sup.1)3].sub.y
wherein
Py is the pyrrolidyl radical ##STR5## which is optionally substituted in at least one of the positions 3 and 4, R.sup.1 is selected from the group consisting of CH.sub.3 and C.sub.2 H.sub.5,
R.sup.2 is selected from the group consisting of CH.sub.2 and (CH.sub.2).sub.3,
R.sup.3 is selected from the group consisting of (CH.sub.2).sub.3 and CH.sub.2 --O--(CH.sub.2).sub.3,
R.sup.4 is selected from the group consisting of CH.sub.3 and H,
a is 0 or 1,
x is 1 or 2, with the proviso x is 1 is a is 0,
y is 1 or 2, with the proviso that y is 1 is a is 1, and
p is equal to 2-x-y.

### Claim 2 (depends on 1)

A compound according to claim 1, wherein a is 1.

### Claim 3 (depends on 2)

A compound according to claim 2, wherein x is 2.

### Claim 4 (depends on 1)

A compound according to claim 1, wherein a is 0.

### Claim 5 (depends on 4)

A compound according to claim 4, wherein y is 1.

### Claim 6 (depends on 2)

A compound according to claim 2, wherein y is 2.

### Claim 7 (depends on 3)

A compound according to claim 3, wherein R.sup.1 is C.sub.2 H.sub.5, R.sup.2 is CH.sub.2 and R.sup.3 is (CH.sub.2).sub.3.

### Claim 8 (depends on 5)

A compound according to claim 5, wherein R.sup.1 is CH.sub.3, R.sup.2 is (CH.sub.2).sub.3, and R.sup.3 is CH.sub.2 --O--(CH.sub.2).sub.3.

### Claim 9 (depends on 6)

A compound according to claim 6, wherein R.sup.1 is CH.sub.3, R.sup.2 is (CH.sub.2).sub.3, and R.sup.3 is CH.sub.2 --O--(CH.sub.2).sub.3.