Polymerisable LC medium and polymer film with flat optical dispersion
US-12031079-B2 · Jul 9, 2024 · US
US9688913B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9688913-B2 |
| Application number | US-201314394883-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 5, 2013 |
| Priority date | Mar 5, 2013 |
| Publication date | Jun 27, 2017 |
| Grant date | Jun 27, 2017 |
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A liquid crystal composition includes one or more of compounds represented by general formula (i) below and one or more of compounds represented by general formula (ii) below. In the formulae, R 11a and R 21a each independently represent an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more non-adjacent —CH 2 — in the alkyl group may each independently be substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—; one or more hydrogen atoms in the alkyl group may be substituted with a fluorine atom or a chlorine atom; X 11a , X 12a , X 13a , X 14a , and X 21a each independently represent a hydrogen atom or a fluorine atom; A 21a , A 22a , and A 23a each independently represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group whose hydrogen atom may be substituted with a fluorine atom or a chlorine atom.
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The invention claimed is: 1. A liquid crystal composition comprising: one or more of compounds represented by general formula (i) below; one or more of compounds represented by general formula (ii) below; and one or more of compounds represented by general formula (M′) below; in the formulae (i) and (ii), R 11a and R 21a each independently represent an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more non-adjacent —CH 2 — in the alkyl group may each independently be substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—; one or more hydrogen atoms in the alkyl group may be substituted with a fluorine atom or a chlorine atom; X 11a , X 12a , X 13a , X 14a , and X 21a each independently represent a hydrogen atom or a fluorine atom; A 21a , and A 22a each independently represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group whose hydrogen atom may be substituted with a fluorine atom or a chlorine atom; A 23a in the general formula (ii) represents a 1,4-phenylene group in which two hydrogen atoms that bond to the 1,4-phenylene group is substituted with fluorine atoms, in the formula (M′), R M1 represents an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more non-adjacent —CH 2 — in the alkyl group may each independently be substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—; PM represents 1; C M1 represents a 1,4-cyclohexylene group (one —CH 2 — or two or more non-adjacent —CH 2 -present in the group may be substituted with —O— or —S—); C M2 represents a group selected from the group consisting of: (d) a 1,4-cyclohexylene group (one —CH 2 — or two or more non-adjacent —CH 2 — present in the group may be substituted with —O— or —S—) and (e) a 1,4-phenylene group (one —CH═ or two or more non-adjacent —CH═ present in the group may be substituted with —N═), where the group (d) and the group (e) may each independently be substituted with a cyano group, a fluorine atom, or a chlorine atom; K M1 and K M2 each represent a single bond; X M1 and X M3 each independently represent a hydrogen atom, a chlorine atom, or a fluorine atom; and X M2 represents a trifluoromethoxy group. 2. The liquid crystal composition according to claim 1 , wherein X 11a and X 12a in the general formula (i) each represent a hydrogen atom. 3. The liquid crystal composition according to claim 1 , wherein X 13a in the general formula (i) represents a fluorine atom. 4. The liquid crystal composition according to claim 1 , wherein X 14a in the general formula (i) represents a fluorine atom. 5. The liquid crystal composition according to claim 1 , wherein X 21a in the general formula (ii) represents a hydrogen atom. 6. The liquid crystal composition according to claim 1 , wherein the compounds represented by the general formula (ii) correspond to a compound represented by formula (39.2) below 7. The liquid crystal composition according to claim 1 , comprising a compound represented by general formula (L) below: R L1 —B L1 -L L1 -B L2 (L L2 -B L3 ) OL —R L2 (L) (in the formula, R L1 and R L2 each independently represent an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more non-adjacent —CH 2 — in the alkyl group may each independently be substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—; OL represents 0, 1, 2, or 3; B L1 , B L2 , and B L3 each independently represent a group selected from the group consisting of: (a) a 1,4-cyclohexylene group (one —CH 2 — or two or more non-adjacent —CH 2 — present in the group may be substituted with —O—) and (b) a 1,4-phenylene group (one —CH═ or two or more non-adjacent —CH═ present in the group may be substituted with —N═), where one or more hydrogen atoms in the group (a) and the group (b) may each independently be substituted with a cyano group, a fluorine atom, or a chlorine atom; L L1 and L L2 each independently represent a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2 —, —CF 2 O—, —CH═N—N═CH—, —CH═CH—, —CF═CF—, or —C≡C—; and when OL represents 2 or 3 and thus a plurality of L L2 are present, the plurality of L L2 may be the same or different and when OL represents 2 or 3 and thus a plurality of B L3 are present, the plurality of B L3 may be the same or different. 8. The liquid crystal composition according to claim 1 , further comprising a compound represented by general formula (M) below: (in the formula, R M1 represents an alkyl group having 1 to 8 carbon atoms where one —CH 2 — or two or more non-adjacent —CH 2 — in the alkyl group may each independently be substituted with —CH═CH—, —C≡C—, —O—, —CO—, —COO—, or —OCO—; PM represents 0, 1, 2, 3, or 4; C M1 and C M2 each independently represent a group selected from the group consisting of: (d) a 1,4-cyclohexylene group (one —CH 2 — or two or more non-adjacent —CH 2 — present in the group may be substituted with —O— or —S—) and (e) a 1,4-phenylene group (one —CH═ or two or more non-adjacent —CH═ present in the group may be substituted with —N═), where one or more hydrogen atoms in the group (d) and the group (e) may each independently be substituted with a cyano group, a fluorine atom, or a chlorine atom; K M1 and K M2 each independently represent a single bond, —CH 2 CH 2 —, —(CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, —COO—, —OCO—, or —C≡C—; when PM represents 2, 3, or 4 and thus a plurality of K M1 are present, the plurality of K M1 may be the same or different and when PM represents 2, 3, or 4 and thus a plurality of C M2 are present, the plurality of C M2 may be the same or different; X M1 and X M3 each independently represent a hydrogen atom, a chlorine atom, or a fluorine atom; and X M2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, or a 2,2,2-trifluoroethyl group, the compound represented by the general formula (M) excluding the compounds represented by the general formula (M′), the compounds represented by the general formula (i), and the compounds represented by the general formula (ii). 9. The liquid crystal composition according to claim 1 , further comprising a compound represented by formula (1.3) below. 10. A liquid crystal display device using the liquid crystal composition according to claim 1 . 11. A liquid crystal display device for an IPS mode, an OCB mode, an ECB mode, a VA mode, a VA-IPS mode, or an FFS mode, the liquid crystal display device using the liquid crystal composition according to claim 1 . 12. The liquid crystal composition according to claim 1 , wherein as said one or more of the compounds represented by general formula (i), the liquid crystal composition comprises both compounds represented by formulae (44.1) and (44.2): 13. The liquid crystal composition according to claim 12 , wherein X 21a in the general formula (ii) represents a hydrogen atom. 14. The
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