US 8,349,209 B2Granted

Liquid crystal composition and liquid crystal element

AssigneesJnc Corporation, Jnc Petrochemical Corporation

InventorsYasuhiro Haseba, Hirotsugu Kikuchi

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Abstract

The invention provides a liquid crystal composition having an optically isotropic liquid crystal phase used in an element driven in a state of an optically isotropic liquid crystal phase, which comprises a compound 1 having the clearing point T1 and a compound 2 having the clearing point T2, and which has the clearing point Tx, wherein the liquid crystal composition comprises 10 to 80 wt % of compound 1 and 20 to 90 wt % of compound 2, and wherein the clearing point T1, the clearing point T2 and the clearing point Tx of the liquid crystal composition satisfy the following conditions: T1>T2 T1−Tx≧100° C.

Claims28

Dependent claims

An optically isotropic liquid crystal composition, which exhibits an optically isotropic liquid phase and does not exhibit nematic phase;

which is obtained by further adding chiral dopants to a composition in which the difference between the upper limit and the lower limit of a temperature allowing coexistence of a chiral nematic phase and a non-liquid crystalline isotropic phase is from approximately 3° C. to approximately 150° C.;
which comprises a compound 1 having the clearing point T1 and a compound 2 having the clearing point T2, and which has the clearing point Tx, wherein the liquid crystal composition comprises from approximately 10wt % to approximately 80wt % of compound 1 and from approximately 20wt % to approximately 90wt% of compound 2and wherein the clearing point T1, the clearing point T2 and the clearing point Tx of the liquid crystal composition satisfy the following conditions:
T1>T2
T1−Tx≧100° C.;
wherein the compound 1 is represented by the following general formula (1):
wherein:
Ra is hydrogen or alkyl having 1 to 20 carbon atoms, wherein any —CH2—in the alkyl can be replaced by —O—, —S—, —COO—, —OCO—, —CH═CH—, —CF═CF— or —C≡C—, and any hydrogen in the alkyl group can be replaced by halogen;
Rb is hydrogen, halogen, —CN, —N═C═O, —N═C═S, —CF3, —OCF3or alkyl having 1 to 20carbon atoms, wherein any —CH2— in the alkyl can be replaced by —O—, —S—, —COO—, —OCO—, —CH═CH—, —CF═CF— or —C≡C—, and any hydrogen in the alkyl can be replaced by halogen, and —CH3 in the alkyl can be replaced by —CN;
A1 to A5 are each independently an aromatic or nonaromatic 3-to 8-membered ring or a condensed ring having 9 or more carbon atoms, wherein:
any hydrogen in these rings can be replaced by halogen, alkyl having 1 to 3 carbon atoms or alkyl halide having 1 to 3 carbon atoms;
any —CH2— in the rings can be replaced by —O—, —S—, or —NH—;
any —CH═ in the rings can be replaced by —N═;
and A1 to A5 are not tetrahydropyran rings;
Z1 to Z4 are each independently a single bond or alkylene having 1 to 8 carbon atoms, wherein any —CH2— in the alkylene can be replaced by —O—, —S—, —COO—, —OCO—, —CSO—, —OCS—, —N═N—, —CH═N—, —N═CH—, —N(O)═N—, —N═N(O)—, —CH═CH—, —CF═CF— or —C≡C—, and any hydrogen can be replaced by halogen;
and
n1 to n3 are each independently 0 or 1;
when Rb is hydrogen or fluorine, n2 and n3 are 1;
when Z4 is —COO—, n2 and n3 are 1;
and only when at least one of A4 and A5 is a condensed ring having 9 or more carbon atoms, all of n1 to n3 can be 0,
and wherein the clearing point of the compound 1 is from approximately 150° C. to approximately 400° C.

17 more elements

A liquid crystal composition, which comprises a compound 1having the clearing point T1, a compound 2 having the clearing point T2 and chiral dopants, and whose clearing point is Tx,

wherein:
the liquid crystal composition comprises from approximately 20 wt % to approximately 40 wt % of compound 1, from approximately 20 wt % to approximately 60 wt % of compound 2, and from approximately 5 wt % to approximately 20 wt % of chiral dopants;
the compound 1 is represented by the following general formula (1):
wherein:
Ra and Rb are each independently alkyl having 1 to 10 carbon atoms, wherein any —CH2— in the alkyl can be replaced by —O—;
A1 to A4 are each independently a benzene ring, a dioxane ring or a cyclohexane ring, wherein any hydrogen in these rings can be replaced by fluorine, and A5 is a benzene ring;
Z1 to Z4 are each independently a single bond or —C≡C—;
and
n1 is 1, and n2 and n3 are 0;
the compound 2 consists of a compound represented by the following general formula (2) and a compound represented by the following general formula (3),
wherein in the formula (2):
Rc is alkyl having 1 to 10 carbon atoms, wherein any —CH2— in the alkyl can be replaced by —O—;
Rd is halogen or —CN;
A6 is a benzene ring or a cyclohexane ring, wherein any hydrogen in these rings can be replaced by fluorine, and A7 is a benzene ring;
Z6 is a single bond or —COO—;
and
n6 is 1,
and wherein in the formula (3):
Re is alkyl having 1 to 10 carbon atoms, wherein any —CH2— in the alkyl can be replaced by —O—, —CH═CH— or —C≡C—;
Xa is fluorine or —CN;
Z12 is —COO—;
and
L8 to L11 are each independently hydrogen or fluorine, wherein at least two of them are fluorine, and at least one of L10 and L11 is fluorine,
and wherein the chiral dopants comprise one or more compounds represented by the following formulae (K2- 5) to (K2- 8):
wherein each RK is independently alkyl having 3 to 10 carbon atoms, wherein —CH2— adjacent to the ring in the alkyl can be replaced by —O—, and any —CH2— in the alkyl can be replaced by —CH═CH—;
the clearing point T1, the clearing point T2 and the clearing point Tx of the liquid crystal composition satisfy the following conditions:
T1>T2
T1−Tx≧100° C.;
and
an optically isotropic liquid crystal phase has an optically isotropic phase which does not show diffracted light with two or more colors.

27 more elements

A liquid crystal composition, which comprises a compound 1having the clearing point T1, a compound 2 having the clearing point T2 and chiral dopants, and whose clearing point is Tx,

wherein:
the liquid crystal composition comprises from approximately 20 wt % to approximately 40 wt % of compound 1, from approximately 20 wt % to approximately 60 wt % of compound 2, and from approximately 5 wt % to approximately 25 wt % of chiral dopants;
the compound 1 is represented by the following general formula (1):
wherein:
Ra is alkyl having 1 to 10 carbon atoms, wherein any —CH2— in the alkyl can be replaced by —O—;
Rb is halogen, —CN, —N═C═O, —N═C═S, —CF3, or —OCF3;
A1 to A4 are each independently a benzene ring, a dioxane ring or a cyclohexane ring, wherein any hydrogen in the benzene ring can be replaced by fluorine, and A5 is a benzene ring;
Z1 to Z4 are each independently a single bond or —C≡C—;
and
n1 is 1, and n2 and n3 are 0;
the compound 2 consists of a compound represented by the following general formula (2) and a compound represented by the following general formula (3),
wherein in the formula (2):
Rc is alkyl having 1 to 10 carbon atoms, wherein any —CH2— in the alkyl can be replaced by —O—;
Rd is halogen or —CN;
A6 is a benzene ring or a cyclohexane ring, wherein any hydrogen in these rings can be replaced by fluorine, and A7 is a benzene ring;
Z6 is a single bond or —COO—;
and
n6 is 1,
and wherein in the formula (3):
Re is alkyl having 1 to 10 carbon atoms, wherein any —CH2— in the alkyl can be replaced by —O—, —CH═CH— or —C≡C—;
Xa is fluorine or —CN;
Z12 is —COO—;
and
L8 to L11 are each independently hydrogen or fluorine, wherein at least two of them are fluorine, and at least one of L10 and L11 is fluorine,
and wherein the chiral dopants comprise one or more compounds represented by the following formulae (K2- 5) to (K2- 8):
wherein each RK is independently alkyl having 3 to 10 carbon atoms, wherein —CH2— adjacent to the ring in the alkyl can be replaced by —O—, and any —CH2— in the alkyl can be replaced by —CH═CH—;
the clearing point T1, the clearing point T2 and the clearing point Tx of the liquid crystal composition satisfy the following conditions:
T1>T2
T1−Tx≧100° C.;
and
an optically isotropic liquid crystal phase has an optically isotropic phase which does not show diffracted light with two or more colors.

28 more elements

Dependencies are inferred from the claim text.

Facts

Application: 12/282,872Filed 9 Mar 2007
Priority: JP 2006-6752113 Mar 2006
Published: US 2009/0323010 A131 Dec 2009
Granted: 8 Jan 2013
Term ends: Not estimatedThe source records don’t support an estimate.

Classification23 codes

C09K 19/42
Characterised by the chemical structure of the liquid crystal components , e.g. by a specific unit: mixtures of liquid crystal compounds covered…
C09K 19/02
Liquid crystal materials: characterised by optical, electrical or physical properties of the components, in general
C09K 19/16
Linked by a carbon chain: the chain containing carbon-to-carbon double bonds, e.g. stilbenes
C09K 19/18
Linked by a carbon chain: the chain containing carbon-to-carbon triple bonds, e.g. tolans

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US 2009/0323010 A1Pre-grant publication · published 31 Dec 2009
US 8,349,209 B2This patent

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Abstract

An optically isotropic liquid crystal composition, which exhibits an optically isotropic liquid phase and does not exhibit nematic phase;

which is obtained by further adding chiral dopants to a composition in which the difference between the upper limit and the lower limit of a temperature allowing coexistence of a chiral nematic phase and a non-liquid crystalline isotropic phase is from approximately 3° C. to approximately 150° C.;
which comprises a compound 1 having the clearing point T1 and a compound 2 having the clearing point T2, and which has the clearing point Tx, wherein the liquid crystal composition comprises from approximately 10wt % to approximately 80wt % of compound 1 and from approximately 20wt % to approximately 90wt% of compound 2and wherein the clearing point T1, the clearing point T2 and the clearing point Tx of the liquid crystal composition satisfy the following conditions:
T1>T2
T1−Tx≧100° C.;
wherein the compound 1 is represented by the following general formula (1):
wherein:
Ra is hydrogen or alkyl having 1 to 20 carbon atoms, wherein any —CH2—in the alkyl can be replaced by —O—, —S—, —COO—, —OCO—, —CH═CH—, —CF═CF— or —C≡C—, and any hydrogen in the alkyl group can be replaced by halogen;
Rb is hydrogen, halogen, —CN, —N═C═O, —N═C═S, —CF3, —OCF3or alkyl having 1 to 20carbon atoms, wherein any —CH2— in the alkyl can be replaced by —O—, —S—, —COO—, —OCO—, —CH═CH—, —CF═CF— or —C≡C—, and any hydrogen in the alkyl can be replaced by halogen, and —CH3 in the alkyl can be replaced by —CN;
A1 to A5 are each independently an aromatic or nonaromatic 3-to 8-membered ring or a condensed ring having 9 or more carbon atoms, wherein:
any hydrogen in these rings can be replaced by halogen, alkyl having 1 to 3 carbon atoms or alkyl halide having 1 to 3 carbon atoms;
any —CH2— in the rings can be replaced by —O—, —S—, or —NH—;
any —CH═ in the rings can be replaced by —N═;
and A1 to A5 are not tetrahydropyran rings;
Z1 to Z4 are each independently a single bond or alkylene having 1 to 8 carbon atoms, wherein any —CH2— in the alkylene can be replaced by —O—, —S—, —COO—, —OCO—, —CSO—, —OCS—, —N═N—, —CH═N—, —N═CH—, —N(O)═N—, —N═N(O)—, —CH═CH—, —CF═CF— or —C≡C—, and any hydrogen can be replaced by halogen;
and
n1 to n3 are each independently 0 or 1;
when Rb is hydrogen or fluorine, n2 and n3 are 1;
when Z4 is —COO—, n2 and n3 are 1;
and only when at least one of A4 and A5 is a condensed ring having 9 or more carbon atoms, all of n1 to n3 can be 0,
and wherein the clearing point of the compound 1 is from approximately 150° C. to approximately 400° C.

17 more elements

Facts

Application

12/282,872Filed 9 Mar 2007

Priority

JP 2006-6752113 Mar 2006

Published

US 2009/0323010 A131 Dec 2009

Granted

8 Jan 2013

Term ends

Not estimatedThe source records don’t support an estimate.

Classification23 codes

C09K 19/42
Characterised by the chemical structure of the liquid crystal components , e.g. by a specific unit: mixtures of liquid crystal compounds covered…
C09K 19/02
Liquid crystal materials: characterised by optical, electrical or physical properties of the components, in general
C09K 19/16
Linked by a carbon chain: the chain containing carbon-to-carbon double bonds, e.g. stilbenes
C09K 19/18
Linked by a carbon chain: the chain containing carbon-to-carbon triple bonds, e.g. tolans