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US5037575A
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Squarilium compound and liquid crystal composition containing the same
Assignee: Mitsubishi Chemical Corp
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Filing: 1990-10-29
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Granted: 1991-08-06
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Expires: 2010-10-29
Abstract
Abstract A squarilium compound represented by the following formula (I) and a liquid crystal composition containing the same are disclosed: <IMAGE> (I) wherein X and Y each represents <IMAGE> <IMAGE> wherein R1 represents a hydrogen atom, an alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted aralkyl group; R2, R3 and R4 each represents a hydrogen atom, an alkyl group or a substituted or unsubstituted alkoxy group; R5 represents a hydrogen atom, an alkyl group, an aralkyl group or an aryl group; ring A represents a cyclic alkylene; ring B represents a substituted or unsubstituted aromatic ring; and ring C represents a heterocyclic ring containing one or two of a nitrogen atom, an oxygen atom and a sulfur atom; with proviso that X and Y are not the same when either one of them represents <IMAGE> <IMAGE> <IMAGE> and a liquid crystal composition containing the squarilium compound of the formula (I). The squarilium compound (I) are soluble in a wide variety of solvents and resistant to light, and their maximum absorption wavelengths in these solvents are in the ranges of from 700 to 900 nm.
Inventors
- 👤 Konoe Miura
- 👤 Tetsuo Ozawa
- 👤 Junko Iwanami
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 08:36
CPC Classifications
C; C07; C07D; C07D409/00; C07D409/02; C07D409/08; C07C; C07C45/00; C07C45/61; C07C45/67; C07C45/68; C07C45/70; C07C45/71; C07C49/00; C07C49/587; C07C49/657; C07C49/683; C07C49/687; C07C49/697; C07C49/753; C07D209/00; C07D209/56; C07D209/80; C07D209/94; C07D221/00; C07D221/02; C07D221/04; C07D221/06; C07D221/16; C07D307/00; C07D307/77; C07D307/93; C07D333/00; C07D333/50; C07D333/78; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/32; C09K19/52; C09K19/58; C09K19/582; C09K19/584; C09K19/60
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
230 words
A squarilium compound represented by the formula (I): ##STR290## wherein X represents ##STR291## and Y represents ##STR292## wherein R 1 represents a hydrogen atom, a C 1-25 alkyl group, a phenyl group which is or is not substituted by a C 1-25 alkyl group, a C 1-13 alkoxy group, or halogen atom, a naphthyl group, a benzyl group which is or is not substituted by an alkyl group, an alkoxy group or a halogen atom, or a phenethyl group; R 2 , R 3 and R 4 each represents a hydrogen atom, a C 1-5 alkyl group or an alkoxy group having total carbon number of 1 to 20 which is or is not substituted by an alkoxy group; R 5 represents a hydrogen atom or a C 1-13 alkyl group; ring A represents a cyclic alkylene of 5 or 6 members which is not substituted by an alkyl group; ring B represents an aromatic ring or an 1,2-alkenylene ring which are or are not substituted by a halogen atom and are not substituted by an alkyl group or alkoxy group; and ring C represents a heterocyclic ring containing one of a nitrogen atom, an oxygen atom and a sulfur atom and said heterocyclic ring is not substituted by an alkyl group; with the proviso that X and Y are not the same when either one of them represents ##STR293##
Claim 2
Dependent Claim
230 words
A squarilium compound represented by the formula (I): ##STR290## wherein X represents ##STR291## and Y represents ##STR292## wherein R 1 represents a hydrogen atom, a C 1-25 alkyl group, a phenyl group which is or is not substituted by a C 1-25 alkyl group, a C 1-13 alkoxy group, or halogen atom, a naphthyl group, a benzyl group which is or is not substituted by an alkyl group, an alkoxy group or a halogen atom, or a phenethyl group; R 2 , R 3 and R 4 each represents a hydrogen atom, a C 1-5 alkyl group or an alkoxy group having total carbon number of 1 to 20 which is or is not substituted by an alkoxy group; R 5 represents a hydrogen atom or a C 1-13 alkyl group; ring A represents a cyclic alkylene of 5 or 6 members which is not substituted by an alkyl group; ring B represents an aromatic ring or an 1,2-alkenylene ring which are or are not substituted by a halogen atom and are not substituted by an alkyl group or alkoxy group; and ring C represents a heterocyclic ring containing one of a nitrogen atom, an oxygen atom and a sulfur atom and said heterocyclic ring is not substituted by an alkyl group; with the proviso that X and Y are not the same when either one of them represents ##STR293##
Claim 3
Dependent Claim
175 words
A squarilium compound represented by the formula (I): ##STR294## wherein X represents ##STR295## wherein R 1 represents a hydrogen atom, a C 1-25 alkyl group, a phenyl group or a benzyl group; R 2 , r 3 and R 4 each represents a hydrogen atom, an alkyl group or an alkoxy group having 1 to 13 carbon atoms which is or is not substituted by an alkoxy group; r 5 represents a hydrogen atom or a C 1-20 alkyl group; ring A represents a cyclic alkylene of 5 or 6 members and is not substituted by an alkyl group; ring B represents an 1,2-alkenylene ring of 6 members which is not substituted by an alkyl group or an alkoxy group; and ring C represents a heterocyclic ring of 5 or 6 members containing one of a nitrogen atom, an oxygen atom and a sulfur atom and said heterocyclic ring is not substituted by alkyl group; and Y represents ##STR296## wherein R 2 , R 3 and ring C are as defined above in this claim.
Claim 4
Dependent Claim
186 words
A squarilium compound as in claim 2, wherein at least one of X and Y represents a group selected from the group (I) and (II), ##STR297## wherein R 19 represents a hydrogen atom, a methyl group or an isopropyl group; R 22 and R 23 each represents a hydrogen atom, an alkyl group having from 1 to 13 carbon atoms or an alkoxy-substituted or unsubstituted alkoxy group having from 1 to 13 carbon atoms; R 33 and R 34 each represents a hydrogen atom, a methyl group, or a phenyl group; and R 35 represents a hydrogen atom or an alkoxycarbonyl group; with the proviso that R 19 is at the 6- or 7-position, and at least one of R 19 , R 22 and R 23 represents a hydrogen atom, ##STR298## wherein R 19 is as defined above in this claim; R 35 is as defined above; R 36 and R 37 each represents a hydrogen atom, a halogen atom, an alkoxy group, an alkylamino group, an alkoxycarbonyl group or a cyano group; with the proviso that R 19 is at the 7- or 8-position.
Claim 5
Dependent Claim
63 words
A squarilium compound represented by the formula ##STR299## wherein ring C represents a heterocyclic ring containing one of a nitrogen atom, an oxygen atom or a sulfur atom and said heterocyclic ring is not substituted by an alkyl group and R 2 , R 3 and R 4 each represents a hydrogen atom, an alkyl group or an alkoxy-substituted or unsubstituted alkoxy group.
Claim 6
Dependent Claim
63 words
A squarilium compound represented by the formula ##STR299## wherein ring C represents a heterocyclic ring containing one of a nitrogen atom, an oxygen atom or a sulfur atom and said heterocyclic ring is not substituted by an alkyl group and R 2 , R 3 and R 4 each represents a hydrogen atom, an alkyl group or an alkoxy-substituted or unsubstituted alkoxy group.
Claim 7
Dependent Claim
45 words
A squarilium compound as in claim 4, wherein ring C represents a five or six-membered heterocyclic ring containing a sulfur atom, R 2 represents a hydrogen atom and R 3 and R 4 each represents a hydrogen atom, an alkyl group or an alkoxy group.
Claim 8
Dependent Claim
16 words
A squarilium compound as in claim 5, wherein the compound is represented by the formula: ##STR300##
Claim 9
Dependent Claim
16 words
A squarilium compound as in claim 5, wherein the compound is represented by the formula: ##STR301##
Claim 10
Dependent Claim
20 words
A liquid crystal composition comprising a host liquid crystalline material and further comprising a squarilium compound as in claim 1.
Claim 11
Dependent Claim
20 words
A liquid crystal composition comprising a host liquid crystalline material and further comprising a squarilium compound as in claim 2.
Claim 12
Dependent Claim
33 words
A squarilium compound as in claim 2, wherein Y represents ##STR302## wherein ring C represents a heterocyclic ring containing a sulfur atom and R 2 and R 3 are defined in claim 2.
Claim 13
Dependent Claim
43 words
A squarilium compound as in claim 2, wherein X and Y each represents ##STR303## wherein ring C represents a heterocyclic ring containing a sulfur atom and R 2 and R 3 each represents a hydrogen atom, an alkyl group or an alkoxy group.
Claim 14
Dependent Claim
16 words
A squarilium compound as in claim 5, wherein ring C represents a thiophene or dihydrothiophene ring.
Claim 15
Dependent Claim
27 words
A squarilium compound as in claim 5, wherein ring C represents a dihydrothiophene ring; R 2 is a hydrogen atom and R 3 is an alkyl group.
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| 3.5 Years (Year 4) | 1994-08-05 | 1995-02-04 | 1995-08-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-08-05 | 1999-02-04 | 1999-08-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-08-05 | 2003-02-04 | 2003-08-06 | $7700.00 | Window Closed / Lapsed |