Patent US5723066A successfully refreshed from Google Patents.
US5723066A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Electrooptical liquid crystal system
Assignee: Merck Patent GmbH
•
Filing: 1995-06-07
•
Granted: 1998-03-03
•
Expires: 2015-06-07
Abstract
Abstract An electrooptical system is disclosed in which a PDLC film is positioned between 2 electrode layers. The PDLC film contains a liquid crystal mixture forming microdroplets in an optically isotropic, transparent polymer matrix. The liquid crystal mixture comprises one or more compounds of formula I ##STR1## wherein R, A 1 , A 2 , Z 1 , Z 2 , X 1 , X 2 , Q, Y and n are as herein defined, and one or more reactive liquid crystalline compounds. The PDLC film exhibits improved switching times, especially at low temperatures.
Inventors
- 👤 David Coates
- 👤 Owain Llyr Parri
- 👤 Simon Greenfield
- 👤 Martin David Tillin
- 👤 Mark John Goulding
- 👤 Patrick Nolan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 12:23
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/34; C09K19/3441; C09K19/345; C09K19/3458; C09K19/3469; C09K19/08; C09K19/10; C09K19/12; C09K19/14; C09K19/20; C09K19/2007; C09K19/32; C09K19/322; C09K19/3444; C09K19/38; C09K19/52; C09K19/54; C09K19/542; C09K19/544; C09K2019/0444; C09K2019/0448; C09K2019/0477; C09K2019/0481; C09K2323/00; C09K2323/05; C09K2323/057
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
245 words
A reactive liquid crystal compound of formula III R.sup.1 --P--X--A.sup.3 --Z--A.sup.4 --R.sup.2 III wherein R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; P is alkylene with up to 12 C atoms wherein one or more non-adjacent CH 2 groups can be replaced by --O--; X is --O--, --S--, --COO--, --OCO-- or a single bond; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 has one of the meanings given for R 1 --P--X--; A 3 is 1,4-phenylene or naphthalene-2,6-diyl, in each case being unsubstituted or substituted with 1 to 4 halogen atoms; A 4 is ##STR101## wherein in each case 1,4-phenylene can be substituted by CN or halogen, and one of the 1,4-phenylene groups in (a) or (b) can also be replaced by a 1,4-phenylene radical in which one or two CH groups are replaced by N; and Z is --CO--O--, --O--CO--, --CH 2 CH 2 -- or a single bond; wherein at least one of A 3 and A 4 is substituted by at least one halogen atom.
Claim 2
Dependent Claim
245 words
A reactive liquid crystal compound of formula III R.sup.1 --P--X--A.sup.3 --Z--A.sup.4 --R.sup.2 III wherein R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; P is alkylene with up to 12 C atoms wherein one or more non-adjacent CH 2 groups can be replaced by --O--; X is --O--, --S--, --COO--, --OCO-- or a single bond; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 has one of the meanings given for R 1 --P--X--; A 3 is 1,4-phenylene or naphthalene-2,6-diyl, in each case being unsubstituted or substituted with 1 to 4 halogen atoms; A 4 is ##STR101## wherein in each case 1,4-phenylene can be substituted by CN or halogen, and one of the 1,4-phenylene groups in (a) or (b) can also be replaced by a 1,4-phenylene radical in which one or two CH groups are replaced by N; and Z is --CO--O--, --O--CO--, --CH 2 CH 2 -- or a single bond; wherein at least one of A 3 and A 4 is substituted by at least one halogen atom.
Claim 3
Dependent Claim
223 words
A reactive liquid crystal compound of formula III R.sup.1 --P--X--A.sup.3 --Z--A.sup.4 --R.sup.2 III wherein R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; P is alkylene with up to 12 C atoms wherein one or more non-adjacent CH 2 groups can be replaced by --O--; X is --O--, --S--, --COO--, --OCO-- or a single bond; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 has one of the meanings given for R 1 --P--X--; A 3 is 1,4-phenylene or naphthalene-2,6-diyl, in each case being unsubstituted or substituted with 1 to 4 halogen atoms; A 4 is ##STR102## wherein in each case 1,4-phenylene can be substituted by CN or halogen, and one of the 1,4-phenylene groups can also be replaced by a 1,4-phenylene radical in which one or two CH groups are replaced by N; and Z is --CO--O--, --O--CO--, --CH 2 CH 2 -- or a single bond.
Claim 4
Dependent Claim
223 words
A reactive liquid crystal compound of formula III R.sup.1 --P--X--A.sup.3 --Z--A.sup.4 --R.sup.2 III wherein R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; P is alkylene with up to 12 C atoms wherein one or more non-adjacent CH 2 groups can be replaced by --O--; X is --O--, --S--, --COO--, --OCO-- or a single bond; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 has one of the meanings given for R 1 --P--X--; A 3 is 1,4-phenylene or naphthalene-2,6-diyl, in each case being unsubstituted or substituted with 1 to 4 halogen atoms; A 4 is ##STR102## wherein in each case 1,4-phenylene can be substituted by CN or halogen, and one of the 1,4-phenylene groups can also be replaced by a 1,4-phenylene radical in which one or two CH groups are replaced by N; and Z is --CO--O--, --O--CO--, --CH 2 CH 2 -- or a single bond.
Claim 5
Dependent Claim
226 words
A reactive liquid crystal compound of formula III R.sup.1 --P--X--A.sup.3 --Z--A.sup.4 --R.sup.2 III wherein 0 R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; P and P' are, in each case independently, alkylene with up to 12 C atoms wherein one or more non-adjacent CH 2 groups can be replaced by --O--; X and X' are, in each case independently, --O--, --S--, --COO--, --OCO-- or a single bond; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 is R 1 --P'--X'--, wherein at least one of P' and X' is different from P and X, respectively; A 3 is 1,4-phenylene or naphthalene-2,6-diyl, in each case being unsubstituted or substituted with 1 to 4 halogen atoms; A 4 is ##STR103## wherein the 1,4-phenylene can be substituted by CN or halogen, and one or two CH groups of the 1,4-phenylene can be replaced by N; and Z is --CH 2 CH 2 --.
Claim 6
Dependent Claim
226 words
A reactive liquid crystal compound of formula III R.sup.1 --P--X--A.sup.3 --Z--A.sup.4 --R.sup.2 III wherein 0 R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; P and P' are, in each case independently, alkylene with up to 12 C atoms wherein one or more non-adjacent CH 2 groups can be replaced by --O--; X and X' are, in each case independently, --O--, --S--, --COO--, --OCO-- or a single bond; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 is R 1 --P'--X'--, wherein at least one of P' and X' is different from P and X, respectively; A 3 is 1,4-phenylene or naphthalene-2,6-diyl, in each case being unsubstituted or substituted with 1 to 4 halogen atoms; A 4 is ##STR103## wherein the 1,4-phenylene can be substituted by CN or halogen, and one or two CH groups of the 1,4-phenylene can be replaced by N; and Z is --CH 2 CH 2 --.
Claim 7
Dependent Claim
350 words
A compound according to claim 1 wherein said compound is of formulae III1-III20 R 1 --P--X--Phe'--Z--Phe"--R 2 III1 R 1 --P--X--Phe'--Z--Pyd--Phe"--R 2 III2 R 1 --P--X--Phe'--Z--Pyr--Phe"--R 2 III3 R 1 --P--X--Phe'--Z--Phe"--Pyd--R 2 III4 R 1 --P--X--Phe'--Z--Phe"--Pyr--R 2 III5 R 1 --P--X--Phe'--Z--Phe"--CH 2 CH 2 --Phe"--R 2 III6 R 1 --P--X--Phe'--Z--Pyd--CH 2 CH 2 --Phe"--R 2 III7 R 1 --P--X--Phe'--Z--Pyr--CH 2 CH 2 --Phe"--R 2 III8 R 1 --P--X--Phe'--Z--Phe"--CH 2 CH 2 --Pyd--R 2 III9 R 1 --P--X--Phe'--Z--Phe"--CH 2 CH 2 --Pyr--R 2 III10 R 1 --P--X--Nap'--Z--Phe"--Phe"--R 2 III11 R 1 --P--X--Nap'--Z--Pyd--Phe"--R 2 III12 R 1 --P--X--Nap'--Z--Pyr--Phe"--R 2 III13 R 1 --P--X--Nap'--Z--Phe"--Pyd--R 2 III14 R 1 --P--X--Nap'--Z--Phe"--Pyr--R 2 III15 R 1 --P--X--Nap'--Z--Phe"--CH 2 CH 2 --Phe"--R 2 III16 R 1 --P--X--Nap'--Z--Pyd--CH 2 CH 2 --Phe"--R 2 III17 R 1 --P--X--Nap'--Z--Pyr--CH 2 CH 2 --Phe"--R 2 III18 R 1 --P--X--Nap'--Z--Phe"--CH 2 CH 2 --Pyd--R 2 III19 R 1 --P--X--Nap'--Z--Phe"--CH 2 CH 2 --Pyr--R 2 III20 wherein Phe' is a 1,4-phenylene group ##STR104## X 3 -X 6 are, independently from each other, H or halogen; Phe" is a 1,4-phenylene group, which is unsubstituted or mono- or polysubstituted by CN or halogen; Nap' is a naphthalene-2,6-diyl group ##STR105## which is unsubstituted or wherein up to 4 of X 4 -X 12 are independently from each other halogen, while the other denote H; R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 has one of the meanings given for R 1 --P--X--; and Z is --CO--O--, --O--CO--, --CH 2 CH 2 -- or a single bond; wherein at least one of the rings is substituted by at least one halogen atom.
Claim 8
Dependent Claim
286 words
A compound according to claim 2, wherein said compound is of the following formulae: R 1 --P--X--Ph3'--Z--Phe"--CH 2 CH 2 --Phe"--R 2 III6 R 1 --P--X--Phe'--Z--Pyd--CH 2 CH 2 --Phe"--R 2 III7 R 1 --P--X--Phe'--Z--Pyr--CH 2 CH 2 --Phe"--R 2 III8 R 1 --P--X--Phe"--Z--Phe"--CH 2 CH 2 --Pyd--R 2 III9 R 1 --P--X--Phe'--Z--Phe"--CH 2 CH 2 --Pyr--R 2 III10 R 1 --P--X--Nap'--Z--Phe"--CH 2 CH 2 --Phe"--R 2 III16 R 1 --P--X--Nap'--Z--Pyd--CH 2 CH 2 --Phe"--R 2 III17 R 1 --P--X--Nap'--Z--Pyr--CH 2 CH 2 --Phe"--R 2 III18 R 1 --P--X--Nap'--Z--Phe"--CH 2 CH 2 --Pyd--R 2 III19 R 1 --P--X--Nap'--Z--Phe"--CH 2 CH 2 --Pyr--R 2 III20 wherein Phe' is a 1,4-phenylene group ##STR106## X 3 -X 6 are, independently from each other, H or halogen; Phe" is a 1,4-phenylene group, which is unsubstituted or mono- or polysubstituted by CN or halogen; Nap' is a naphthalene-2,6-diyl group ##STR107## which is unsubstituted or wherein up to 4 of X 4 --X 12 are independently from each other halogen, while the other denote H; R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 has one of the meanings given for R 1 --P--X--; and Z is --CO--O--, --O--CO--, --CH 2 CH 2 -- or a single bond.
Claim 9
Dependent Claim
362 words
A compound of formulae III2-III20 R 1 --P--X--Phe'--Z--Pyd--Phe"--R 2 III2 R 1 --P--X--Phe'--Z--Pyr--Phe"--R 2 III3 R 1 --P--X--Phe'--Z--Phe"--Pyd--R 2 III4 R 1 --P--X--Phe'--Z--Phe"--Pyr--R 2 III5 R 1 --P--X--Phe'--Z--Phe"--CH 2 CH 2 --Phe"--R 2 III6 R 1 --P--X--Phe'--Z--Pyd--CH 2 CH 2 --Phe"--R 2 III7 R 1 --P--X--Phe'--Z--Pyr--CH 2 CH 2 --Phe"--R 2 III8 R 1 --P--X--Phe'--Z--Phe"--CH 2 CH 2 --Pyd--R 2 III9 R 1 --P--X--Phe'--Z--Phe"--CH 2 CH 2 --Pyr--R 2 III10 R 1 --P--X--Nap'--Z--Phe"--Phe"--R 2 III11 R 1 --P--X--Nap'--Z--Pyd--Phe"--R 2 III12 R 1 --P--X--Nap'--Z--Pyr--Phe"--R 2 III13 R 1 --P--X--Nap'--Z--Phe"--Pyd--R 2 III14 R 1 --X--Nap'--Z--Phe"--Pyr--R 2 III15 R 1 --X--Nap'--Z--Phe"--CH 2 CH 2 --Phe"--R 2 III16 R 1 --P--X--Nap'--Z--Pyd--CH 2 CH 2 --Phe"--R 2 III17 R 1 --P--X--Nap'--Z--Pyr--CH 2 CH 2 --Phe"--R 2 III18 R 1 --P--X--Nap'--Z--Phe"--CH 2 CH 2 --Pyd--R 2 III19 R 1 --P--X--Nap'--Z-Phe"--CH 2 CH 2 --Pyr--R 2 III20 wherein Phe' is a 1,4-phenylene group ##STR108## X 3 -X 6 are, independently from each other, H or halogen; Phe" is a 1,4-phenylene group, which is unsubstituted or mono- or polysubstituted by CN or halogen; Nap' is a naphthalene-2,6-diyl group ##STR109## which is unsubstituted or wherein up to 4 of X 4 -X 12 are independently from each other halogen, while the other denote H; R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; P is, in each case independently, alkylene with up to 12 C atoms wherein one or more non-adjacent CH 2 groups can be replaced by --O--; X is, in each case independently, --O--, --S--, --COO--, --OCO-- or a single bond; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 has one of the meanings given for R 1 --P--X--; and Z is --CO--O--, --O--CO--, --CH 2 CH 2 -- or a single bond.
Claim 10
Dependent Claim
362 words
A compound of formulae III2-III20 R 1 --P--X--Phe'--Z--Pyd--Phe"--R 2 III2 R 1 --P--X--Phe'--Z--Pyr--Phe"--R 2 III3 R 1 --P--X--Phe'--Z--Phe"--Pyd--R 2 III4 R 1 --P--X--Phe'--Z--Phe"--Pyr--R 2 III5 R 1 --P--X--Phe'--Z--Phe"--CH 2 CH 2 --Phe"--R 2 III6 R 1 --P--X--Phe'--Z--Pyd--CH 2 CH 2 --Phe"--R 2 III7 R 1 --P--X--Phe'--Z--Pyr--CH 2 CH 2 --Phe"--R 2 III8 R 1 --P--X--Phe'--Z--Phe"--CH 2 CH 2 --Pyd--R 2 III9 R 1 --P--X--Phe'--Z--Phe"--CH 2 CH 2 --Pyr--R 2 III10 R 1 --P--X--Nap'--Z--Phe"--Phe"--R 2 III11 R 1 --P--X--Nap'--Z--Pyd--Phe"--R 2 III12 R 1 --P--X--Nap'--Z--Pyr--Phe"--R 2 III13 R 1 --P--X--Nap'--Z--Phe"--Pyd--R 2 III14 R 1 --X--Nap'--Z--Phe"--Pyr--R 2 III15 R 1 --X--Nap'--Z--Phe"--CH 2 CH 2 --Phe"--R 2 III16 R 1 --P--X--Nap'--Z--Pyd--CH 2 CH 2 --Phe"--R 2 III17 R 1 --P--X--Nap'--Z--Pyr--CH 2 CH 2 --Phe"--R 2 III18 R 1 --P--X--Nap'--Z--Phe"--CH 2 CH 2 --Pyd--R 2 III19 R 1 --P--X--Nap'--Z-Phe"--CH 2 CH 2 --Pyr--R 2 III20 wherein Phe' is a 1,4-phenylene group ##STR108## X 3 -X 6 are, independently from each other, H or halogen; Phe" is a 1,4-phenylene group, which is unsubstituted or mono- or polysubstituted by CN or halogen; Nap' is a naphthalene-2,6-diyl group ##STR109## which is unsubstituted or wherein up to 4 of X 4 -X 12 are independently from each other halogen, while the other denote H; R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; P is, in each case independently, alkylene with up to 12 C atoms wherein one or more non-adjacent CH 2 groups can be replaced by --O--; X is, in each case independently, --O--, --S--, --COO--, --OCO-- or a single bond; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 has one of the meanings given for R 1 --P--X--; and Z is --CO--O--, --O--CO--, --CH 2 CH 2 -- or a single bond.
Claim 11
Dependent Claim
89 words
A compound according to claim 6, wherein said compound is of formula ##STR110## wherein Y 1 is, independently from each other, CH 2 ═CW 1 --COO-- or HS--CH 2 --(CH 2 ) m COO--, V 1 is, independently from each other, --O--, --COO--, --OOC--, --S-- or a single bond, W 1 is, independently from each other, H, Cl or CH 3 , n is, independently from each other, 2-12, m is, independently from each other 1-7, and ##STR111## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 12
Dependent Claim
62 words
A compound according to claim 6, wherein said compound is of formula ##STR112## wherein Y 2 is, independently from each other, CH 2 ═CHCOO-- or CH 2 ═C(CH 3 )--COO--; V 2 is, independently from each other, --O-- or a single bond, n is, independently from each other 2-12, and ##STR113## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 13
Dependent Claim
99 words
A compound according to claim 6, wherein said compound is of formula ##STR114## wherein Y 3 is, independently from each other, CH 2 ═CW 3 COO-- or HSCH 2 (CH 2 ) m --COO--, V 3 is, independently from each other, --O--, --COO--, --OOC--, --S-- or a single bond, W 3 is, independently from each other, H, Cl or CH 3 , a is 0 or 1, n is, independently from each other, 2-12, r is 1 or 2, m is, independently from each other, 1-7, and ##STR115## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 14
Dependent Claim
206 words
A reactive liquid crystal compound of formula III R.sup.1 --P--X--A.sup.3 --Z--A.sup.4 --R.sup.2 III wherein R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; P and P' are, in each case independently, alkylene with up to 12 C atoms wherein one or more non-adjacent CH 2 groups can be replaced by --O--; X and X' are, in each case independently, --O--, --S--, --COO--, --OCO-- or a single bond; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 is R 1 --P'--X'--; A 3 is 1,4-phenylene or naphthalene-2,6-diyl, in each case being unsubstituted or substituted with 1 to 4 halogen atoms; A 4 is ##STR116## wherein the 1,4-phenylene can be substituted by CN or halogen, and one or two CH groups are replaced by N; and Z is --CH 2 CH 2 --.
Claim 15
Dependent Claim
206 words
A reactive liquid crystal compound of formula III R.sup.1 --P--X--A.sup.3 --Z--A.sup.4 --R.sup.2 III wherein R 1 is CH 2 ═CW--COO-- or HS--CH 2 --(CH 2 ) m --COO--; W is H, Cl or alkyl with 1-5 C atoms; m is 1-7; P and P' are, in each case independently, alkylene with up to 12 C atoms wherein one or more non-adjacent CH 2 groups can be replaced by --O--; X and X' are, in each case independently, --O--, --S--, --COO--, --OCO-- or a single bond; R 2 is an alkyl radical with up to 15 C atoms which is unsubstituted, mono- or polysubstituted by halogen, wherein one or more CH 2 groups can be 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, --CN, --Cl or --F, or R 2 is R 1 --P'--X'--; A 3 is 1,4-phenylene or naphthalene-2,6-diyl, in each case being unsubstituted or substituted with 1 to 4 halogen atoms; A 4 is ##STR116## wherein the 1,4-phenylene can be substituted by CN or halogen, and one or two CH groups are replaced by N; and Z is --CH 2 CH 2 --.
Claim 16
Dependent Claim
397 words
A compound of the following formulae: ##STR117## wherein Y 3 is, independently from each other, CH 2 ═CW 3 COO-- or HSCH 2 (CH 2 ) m --COO--, V 3 is, independently from each other, --O--, --COO--, --OOC--, --S-- or a single bond, W 3 is, independently from each other, H, Cl or CH 3 , a is 0 or 1, n is, independently from each other, 2-12, r is 1 or 2, m is, independently from each other, 1-7, and ##STR118## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene; ##STR119## wherein Y 4 is, independently from each other, CH 2 ═CW 4 COO-- or HSCH 2 (CH 2 ) m COO--, V 4 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 4 is, independently from each other, H, CH 3 or Cl, m is, independently from each other, 1-7, n is, independently from each other, 1-12, t is 0, 1 or 2, and ##STR120## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene; ##STR121## wherein Y 5 is, independently from each other, CH 2 ═CW 5 COO-- or HSCH 2 (CH 2 ) m COO, V 5 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 5 is, independently from each other, H, CH 3 or Cl, n is, independently from each other, 1-12, m is 1-7, t is 1 or 2, u is 1 or 2, t+u is 2 or 3, and ##STR122## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene; or ##STR123## wherein Y 7 is CH 2 ═CW 7 COO-- or HSCH 2 (CH 2 ) m COO--, Y 8 , independently of Y 7 , is Y 7 or an alkyl group with 1-12 C atoms, which is optionally mono- or polysubstituted by F and/or Cl, and/or wherein one or two non-adjacent CH 2 groups may be replaced by --CH═CH--, --O--, --CO--, --COO--, --OCO-- or --S--, V 7 is, independently from each other, --O--, --COO--, --OOC--, --S-- or a single bond, W 7 is, independently from each other, H, Cl or CH 3 , m is, independently from each other 1-7, b is, independently from each other 0-11, and B is ##STR124## with the proviso that in case both Y 7 and Y 8 are CH 2 ═CW 7 COO--, B is ##STR125##
Claim 17
Dependent Claim
397 words
A compound of the following formulae: ##STR117## wherein Y 3 is, independently from each other, CH 2 ═CW 3 COO-- or HSCH 2 (CH 2 ) m --COO--, V 3 is, independently from each other, --O--, --COO--, --OOC--, --S-- or a single bond, W 3 is, independently from each other, H, Cl or CH 3 , a is 0 or 1, n is, independently from each other, 2-12, r is 1 or 2, m is, independently from each other, 1-7, and ##STR118## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene; ##STR119## wherein Y 4 is, independently from each other, CH 2 ═CW 4 COO-- or HSCH 2 (CH 2 ) m COO--, V 4 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 4 is, independently from each other, H, CH 3 or Cl, m is, independently from each other, 1-7, n is, independently from each other, 1-12, t is 0, 1 or 2, and ##STR120## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene; ##STR121## wherein Y 5 is, independently from each other, CH 2 ═CW 5 COO-- or HSCH 2 (CH 2 ) m COO, V 5 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 5 is, independently from each other, H, CH 3 or Cl, n is, independently from each other, 1-12, m is 1-7, t is 1 or 2, u is 1 or 2, t+u is 2 or 3, and ##STR122## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene; or ##STR123## wherein Y 7 is CH 2 ═CW 7 COO-- or HSCH 2 (CH 2 ) m COO--, Y 8 , independently of Y 7 , is Y 7 or an alkyl group with 1-12 C atoms, which is optionally mono- or polysubstituted by F and/or Cl, and/or wherein one or two non-adjacent CH 2 groups may be replaced by --CH═CH--, --O--, --CO--, --COO--, --OCO-- or --S--, V 7 is, independently from each other, --O--, --COO--, --OOC--, --S-- or a single bond, W 7 is, independently from each other, H, Cl or CH 3 , m is, independently from each other 1-7, b is, independently from each other 0-11, and B is ##STR124## with the proviso that in case both Y 7 and Y 8 are CH 2 ═CW 7 COO--, B is ##STR125##
Claim 18
Dependent Claim
109 words
A compound of the formula ##STR126## wherein Y 5 is, independently from each other, CH 2 ═CW 5 COO-- or HSCH 2 (CH 2 ) m COO, V 5 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 5 is, independently from each other, H, CH 3 or Cl, n is, independently from each other, 1-12, m is 1-7, t and u are, independently from each other 0, 1, or 2 with the proviso that t+u=1, 2 or 3, and ##STR127## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene, wherein at least one of ##STR128## is 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 19
Dependent Claim
109 words
A compound of the formula ##STR126## wherein Y 5 is, independently from each other, CH 2 ═CW 5 COO-- or HSCH 2 (CH 2 ) m COO, V 5 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 5 is, independently from each other, H, CH 3 or Cl, n is, independently from each other, 1-12, m is 1-7, t and u are, independently from each other 0, 1, or 2 with the proviso that t+u=1, 2 or 3, and ##STR127## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene, wherein at least one of ##STR128## is 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 20
Dependent Claim
99 words
A compound of the formula ##STR129## wherein Y 4 is, independently from each other, CH 2 ═CW 4 COO-- or HSCH 2 (CH 2 ) m COO--, V 4 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 4 is, independently from each other, H, CH 3 or Cl, m is, independently from each other, 1-7, n is, independently from each other, 1-12, t is 0, 1 or 2, and ##STR130## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene, wherein at least one of ##STR131## is 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 21
Dependent Claim
99 words
A compound of the formula ##STR129## wherein Y 4 is, independently from each other, CH 2 ═CW 4 COO-- or HSCH 2 (CH 2 ) m COO--, V 4 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 4 is, independently from each other, H, CH 3 or Cl, m is, independently from each other, 1-7, n is, independently from each other, 1-12, t is 0, 1 or 2, and ##STR130## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene, wherein at least one of ##STR131## is 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 22
Dependent Claim
87 words
A compound compound of the formula ##STR132## wherein Y 4 is, independently from each other, CH 2 ═CW 4 COO-- or HSCH 2 (CH 2 ) m COO--, V 4 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 4 is, independently from each other, H, CH 3 or Cl, m is, independently from each other, 1-7, n is, independently from each other, 1-12, t is 1 or 2, and ##STR133## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 23
Dependent Claim
87 words
A compound compound of the formula ##STR132## wherein Y 4 is, independently from each other, CH 2 ═CW 4 COO-- or HSCH 2 (CH 2 ) m COO--, V 4 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 4 is, independently from each other, H, CH 3 or Cl, m is, independently from each other, 1-7, n is, independently from each other, 1-12, t is 1 or 2, and ##STR133## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 24
Dependent Claim
46 words
A compound according to claim 14, wherein said compound is of formula ##STR134## wherein W 4 is, independently from each other, H, CH 3 or Cl, n is, independently from each other, 1-12, and ##STR135## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 25
Dependent Claim
101 words
A compound according to claim 11, whereto said compound is of formula ##STR136## wherein Y 5 is, independently from each other, CH 2 ═CW 5 --COO-- or HSCH 2 (CH 2 ) m COO, V 5 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 5 is, independently from each other, H, CH 3 or Cl, n is, independently from each other, 1-12, m is 0, 1-7, t is 0, 1 or 2, u is 1, or 2, t+u is 2 or 3, and ##STR137## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 26
Dependent Claim
61 words
A compound according to claim 16, wherein said compound is of formula ##STR138## wherein V 5 is, independently from each other, --O--, --COO--, --OCO--, --S-- or a single bond, W 5 is, independently from each other, H, CH 3 or Cl, n is, independently from each other, 1-12, and ##STR139## is, independently from each other, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 2,6-difluoro-1,4-phenylene or 2,3,6-trifluoro-1,4-phenylene.
Claim 27
Dependent Claim
139 words
A compound of the formula ##STR140## wherein Y 7 is CH 2 ═CW 7 COO-- or HSCH 2 (CH 2 ) m COO--, Y 8 , independently of Y 7 , is Y 7 or an alkyl group with 1-12 C atoms, which is optionally mono- or polysubstituted by F and/or Cl, and/or wherein one or two non-adjacent CH 2 groups may be replaced by --CH═CH--, --O--, --CO--, --COO--, --OCO-- or --S--, V 7 is, independently from each other, --O--, --COO--, --OOC--, --S-- or a single bond, W 7 is, independently from each other, H, Cl or CH 3 , m is, independently from each other 1-7, b is, independently from each other 0-11, and B is ##STR141## with the proviso that in case both Y 7 and Y 8 are CH 2 ═CW 7 COO--, B is ##STR142##
Claim 28
Dependent Claim
139 words
A compound of the formula ##STR140## wherein Y 7 is CH 2 ═CW 7 COO-- or HSCH 2 (CH 2 ) m COO--, Y 8 , independently of Y 7 , is Y 7 or an alkyl group with 1-12 C atoms, which is optionally mono- or polysubstituted by F and/or Cl, and/or wherein one or two non-adjacent CH 2 groups may be replaced by --CH═CH--, --O--, --CO--, --COO--, --OCO-- or --S--, V 7 is, independently from each other, --O--, --COO--, --OOC--, --S-- or a single bond, W 7 is, independently from each other, H, Cl or CH 3 , m is, independently from each other 1-7, b is, independently from each other 0-11, and B is ##STR141## with the proviso that in case both Y 7 and Y 8 are CH 2 ═CW 7 COO--, B is ##STR142##
References Cited (Backward Citations)
US4890902A
Cited
EP0313053A2
Cited
US5011624A
Cited
US5240636A
Cited
US4994204A
Cited
US5015057A
Cited
US4971719A
Cited
US5344587A
Cited
WO1991005029A1
Cited
US5210630A
Cited
WO1991009092A1
Cited
US5255104A
Cited
US5354498A
Cited
US5188760A
Cited
US5211876A
Cited
EP0484972A2
Cited
EP0488116A2
Cited
DE4104183A1
Cited
US5356557A
Cited
US5204763A
Cited
EP0506176A1
Cited
US5332520A
Cited
US5323251A
Cited
US5543075A
Cited
US5560864A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2001-03-02 | 2001-09-01 | 2002-03-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2005-03-02 | 2005-09-01 | 2006-03-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2009-03-02 | 2009-09-01 | 2010-03-03 | $7700.00 | Window Closed / Lapsed |