US5560864A — Liquid crystalline material

Claim 1

Independent Claim 235 words

A copolymerizable precursor material comprising at least one bifunctional reactive achiral compound of formula VI R.sup.4 --(P).sub.u --MG.sup.1 --(P).sub.u --R.sup.4 VI and at least one mono reactive chiral compound of formula I R.sup.4 --(P).sub.u --X--(MG.sup.1).sub.q --C*--(MG.sup.2).sub.t --R.sup.5I wherein R 4 is CH 2 ═CW--COO--, ##STR54## HWN--, CH 2 ═CH--, CH 2 ═CH--O-- or HS--CH 2 --(CH 2 ) m --COO-- with W being H, Cl or alkyl with 1-5 C atoms and m being 1-7, P is alkylene with 1 to 12 C atoms, optionally, with one or more non-adjacent CH 2 groups replaced by --O--, X is --O--, --S--, --COO--, --OCO-- or a single bond, R 5 is an alkyl radical with 1 to 15 C atoms which is unsubstituted or mono- or polysubstituted by halogen, optionally with one or more CH groups replaced, in each case independently of one another, by --O--, --S--, --CO--, --OCO--, --CO--O-- or --O--CO--O-- in such a manner that oxygen atoms are not linked directly to one another, or alternatively R 5 has one of the meanings given for R 4 --(P) u --X--, MG 1 and MG 2 are each independently a mesogenic group comprising an aromatic ring system or two or more ring systems optionally linked by bridging groups, C* is an optically active group, q an t are each independently 0 or 1 provided that q+t is 1 or 2, and u is 0 or 1.

Claim 2

Dependent Claim 235 words

A copolymerizable precursor material comprising at least one bifunctional reactive achiral compound of formula VI R.sup.4 --(P).sub.u --MG.sup.1 --(P).sub.u --R.sup.4 VI and at least one mono reactive chiral compound of formula I R.sup.4 --(P).sub.u --X--(MG.sup.1).sub.q --C*--(MG.sup.2).sub.t --R.sup.5I wherein R 4 is CH 2 ═CW--COO--, ##STR54## HWN--, CH 2 ═CH--, CH 2 ═CH--O-- or HS--CH 2 --(CH 2 ) m --COO-- with W being H, Cl or alkyl with 1-5 C atoms and m being 1-7, P is alkylene with 1 to 12 C atoms, optionally, with one or more non-adjacent CH 2 groups replaced by --O--, X is --O--, --S--, --COO--, --OCO-- or a single bond, R 5 is an alkyl radical with 1 to 15 C atoms which is unsubstituted or mono- or polysubstituted by halogen, optionally with one or more CH groups replaced, in each case independently of one another, by --O--, --S--, --CO--, --OCO--, --CO--O-- or --O--CO--O-- in such a manner that oxygen atoms are not linked directly to one another, or alternatively R 5 has one of the meanings given for R 4 --(P) u --X--, MG 1 and MG 2 are each independently a mesogenic group comprising an aromatic ring system or two or more ring systems optionally linked by bridging groups, C* is an optically active group, q an t are each independently 0 or 1 provided that q+t is 1 or 2, and u is 0 or 1.

Claim 3

Dependent Claim 44 words

A copolymerizable precursor material according to claim 1, wherein in at least one reactive chiral compound of formula I R.sup.4 --(P).sub.u --X--(MG.sup.1).sub.q --C*--(MG.sup.2).sub.t --R.sup.5I R 4 is an acrylate radical of formula ##STR55## wherein W is H, Cl or alkyl of 1-5 C atoms.

Claim 4

Dependent Claim 29 words

A copolymerizable precursor material according to claim 1, wherein in at least one compound of formula I R 4 is a vinyl ether radical of formula CH 2 ═CH--O--.

Claim 5

Dependent Claim 150 words

A copolymerizable precursor of claim 1, wherein the monoreactive chiral compound is selected from one of the formulae III to V ##STR56## wherein R 4 , X, P, R 5 and u have the meaning given, A 3 and A 4 are each independently optionally fluorinated 1,4-phenylene in which one or two CH groups may be replaced by N or 1,4-cyclohexylene in which one or two non-adjacent CH 2 groups may be replaced by O, Z 2 is --CO--O, --O--CO--, --OCH 2 --, --CH 2 O--, --CH 2 CH 2 --, --C≡C--, --C≡C--C≡C-- or a single bond, and p is 0, 1 or 2, R 0 is CH 3 , C 6 H 5 , F, Cl, CN or CF 3 , Q 1 and Q 2 are each, independently, CO or a single bond, n is 0, 1 or 2, and m is an integer of 1 to 10.

Claim 6

Dependent Claim 43 words

A cholesteric film obtained by the steps comprising a) ordering the copolyermizable precursor material of claim 1 in the monomeric state in the presence of a UV initiator and optionally an additive, and b) in situ UV polymerizing the resulting ordered precursor material.

Claim 7

Dependent Claim 18 words

The copolymerizable precursor of claim 4, wherein R o is CH 3 or C 6 H 5 .

Claim 8

Dependent Claim 84 words

The copolymerizable precursor of claim 1, wherein, in the chiral compound of formula I, C* is a group selected from one of the following formulae: ##STR57## wherein R o is CH 3 , C 6 H 5 , F, Cl, CN or CF 3 , Q 1 and Q 2 are each, independently CO or a single bond, n is 0, 1 or 2, m is an integer from 1 to 10, o is 1, 2 or 3, and * denotes a chiral center.

Claim 9

Dependent Claim 16 words

The copolymerizable precursor of claim 7, wherein C* is a group of formula (2) or (4).

Claim 10

Dependent Claim 49 words

The copolymerizable precursor of claim 1, wherein, in the achiral compound of formula VI and the chiral compound of formula I, MG 1 and MG 2 are, independently, selected from groups of the following formulae: ##STR58## wherein X is CN or F and r is 0, 1 or 2.

Claim 11

Dependent Claim 29 words

The copolymerizable precursor of claim 4, wherein the chiral compound is of the formula (III), wherein n is 1, m is 2 and R o is CH 3 .

Claim 12

Dependent Claim 19 words

The copolymerizable precursor of claim 1, wherein the chiral compound is present in a quantity of 1-50% by weight.

Claim 13

Dependent Claim 19 words

The copolymerizable precursor of claim 1, wherein the chiral compound is present in a quantity of 2-10% by weight.

Claim 14

Dependent Claim 164 words

A monofunctional reactive compound of formula IIIa ##STR59## in which R 4 is CH 2 ═CW--COO--, ##STR60## HWN--, CH 2 ═CH--, CH 2 ═CH--O-- or HS--CH 2 --(CH 2 ) m --COO-- with W being H, Cl or alkyl with 1-5 C atoms and m being 1-7, P is alkylene with 1 to 12 C atoms, optionally, with one or more non-adjacent CH 2 groups replaced by --O--, X is --O--, --S--, --COO--, --OCO-- or a single bond, u is 0 or 1, A 3 is optionally fluorinated 1,4-phenylene in which one or two CH groups may be replaced by N or 1,4-cyclohexylene in which one or two non-adjacent CH 2 groups may be replaced by O, Z 2 is --CO--O--, --O--CO--, --OCH 2 --, --CH 2 O--, --CH 2 CH 2 --, --C≡C--, --C≡C--C≡C--, or a single bond, n is 0 or an integer of 1 to 20, p is 1 or 2, and m is an integer of from 2 to 10.

Claim 15

Dependent Claim 164 words

A monofunctional reactive compound of formula IIIa ##STR59## in which R 4 is CH 2 ═CW--COO--, ##STR60## HWN--, CH 2 ═CH--, CH 2 ═CH--O-- or HS--CH 2 --(CH 2 ) m --COO-- with W being H, Cl or alkyl with 1-5 C atoms and m being 1-7, P is alkylene with 1 to 12 C atoms, optionally, with one or more non-adjacent CH 2 groups replaced by --O--, X is --O--, --S--, --COO--, --OCO-- or a single bond, u is 0 or 1, A 3 is optionally fluorinated 1,4-phenylene in which one or two CH groups may be replaced by N or 1,4-cyclohexylene in which one or two non-adjacent CH 2 groups may be replaced by O, Z 2 is --CO--O--, --O--CO--, --OCH 2 --, --CH 2 O--, --CH 2 CH 2 --, --C≡C--, --C≡C--C≡C--, or a single bond, n is 0 or an integer of 1 to 20, p is 1 or 2, and m is an integer of from 2 to 10.

Claim 16

Dependent Claim 16 words

The monofunctional reactive compound of claim 13, in which n is 1 and m is 2.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1999-10-01	2000-04-01	2000-10-01	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	2003-10-01	2004-04-01	2004-10-01	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2007-10-01	2008-04-01	2008-10-01	$7700.00	Window Closed / Lapsed

Liquid crystalline material

Abstract

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