# US 5,702,777 A · Silane couplers containing cyclic structural elements as alignment films

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- Number: US 5,702,777 A
- Document ID: US5702777A
- Status: Granted
- Kind: A
- Application number: 08/650,591
- Filed: 1996-05-20
- Granted: 1997-12-30
- Earliest claimed: 1993-02-26
- Inventors: Norbert Rosch; Peter Wegener
- Web page: https://patentgrep.com/patent/US5702777A

## CPC

- C07F 7/12: Organo silicon halides
- B82Y 30/00: Nanotechnology for materials or surface science, e.g. nanocomposites
- C07F 7/1804: {Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896)}
- G02F 1/133719: {with coupling agent molecules, e.g. silane}
- C09K 2323/023: Organic silicon compound, e.g. organosilicon
- Y10T 428/31663: As siloxane, silicone or silane
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- B82Y: SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- G02F: OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

An alignment film for liquid crystals comprising a quasi-monomolecular layer of compounds of the formula II C.sub.y --S.sub.p --A.sub.n (II) in which C .sub.y is a mediocyclic or macrocyclic carbon ring having 8 or more ring members, it also being possible for this ring to contain fused benzene rings and --O--, --N--, --S--, --Si-- and --B-- as heteroatoms; S.sub.p is an alkyl group having from 1 to 20 carbon atoms, in which one or more non-adjacent --CH.sub.2 --groups may be replaced by --O--, --S--, --CO--, --O--CO--, --NH--CO--, --O--COO--, --NH--CO--NH--, --NH--CO--O--, --SO.sub.2 --, --Si(CH.sub.3).sub.2 --, --CH.dbd.CH-- or --C.tbd.C--; A.sub.n is SiX.sup.1 X.sup.2 X.sup.3, where X.sup.1 is a single bond, and X.sup.2 and X.sup.3, independently of one another, are a single bond or an alkyl or alkoxy group, where the compound of the formula (II) is bonded to an oxidic layer via the single bond(s) of the group A.sub.n. The alignment films according to the invention are highly suitable for the alignment of liquid crystals, in particular ferroelectric liquid crystals. The low thickness of the alignment film prevents dielectric losses in the display. The occurrence of ghost images is substantially suppressed.

## Claims

### Claim 1

An alignment film for liquid crystals, consisting of one or more compounds of the formula II
C.sub.y --S.sub.p --A.sub.n (II)
in which
C.sub.y is a mediocyclic or macrocyclic carbon ring having 8 or more ring atoms;
S.sub.p is an alkyl group having from 1 to 20 carbon atoms, in which one or more non-adjacent --CH.sub.2 --groups may be replaced by --O--, --S--, --CO--, --O--CO--, --NH--CO--, --O--COO--, --NH--CO--NH--, --NH--CO--O--, --SO.sub.2 --, --Si(CH.sub.3).sub.2 --, --CH.dbd.CH-- or --C.tbd.C--;
A.sub.n is SiX.sup.1 X.sup.2 X.sup.3, wherein
X.sup.1 is a single bond, and
X.sup.2 and X.sup.3,
independently of one another, are a single bond or a C.sub.1 -C.sub.10 -alkyl or C.sub.1 -C.sub.10 -alkoxy group,
where the compound(s) of the formula (II) are bonded to an oxidic layer, which is an electrode or an insulating layer, via the single bond(s) of the group A.sub.n.

### Claim 2 (depends on 1)

An alignment film for liquid crystals as claimed in claim 1, wherein the radical
C.sub.y is a carbocyclic ring having 12 to 30ring atoms.

### Claim 3 (depends on 2)

An alignment film for liquid crystals as claimed in claim 2, wherein the carbocyclic ring contains 1-4 fused benzene rings thereon.

### Claim 4 (depends on 1)

An alignment film for liquid crystals as claimed in claim 1, wherein the radical C.sub.y is selected from the group consisting of: ##STR8##

### Claim 5 (depends on 1)

An alignment film for liquid crystals as claimed in claim 1, wherein the liquid crystal is ferroelectric.

### Claim 6 (depends on 1)

An alignment film for liquid crystals as claimed in claim 1, wherein the oxidic layer is on a substrate.

### Claim 7 (depends on 1)

An alignment film for liquid crystals as claimed in claim 1 wherein the oxidic layer is a surface of an oxidic substrate.

### Claim 8 (depends on 1)

An alignment film for liquid crystals as claimed in claim 1, wherein the oxidic layer is a surface of an electrode.

### Claim 9 (depends on 1)

An electro-optical switching and display device comprising an alignment film as claimed in claim 1.

### Claim 10

An alignment film for liquid crystals, which comprises chain-form molecules which are bonded to an oxidic substrate via two reactive, silicon-containing groups and which form a loop together with this substrate, wherein the oxidic substrate is an electrode or an insulating layer.