Ferroelectric liquid crystals for nonlinear optics applications

Compositions – Liquid crystal compositions

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25229966, 25229967, 560 64, 560 65, C09K 1952, C09K 1912, C09K 1920, C07C 6976

Patent

active

056584938

ABSTRACT:
This invention provides chiral, non-racemic compounds and liquid crystal compositions comprising such compounds. The compounds of this invention include those having the formula: ##STR1## wherein k=0 or 1 and when k=1, B=COO, OOC, --C.tbd.C--, or --C.tbd.C--C.tbd.C--; X.sub.1, X.sub.2, X.sub.3 and X.sub.4 are either H, an electron donor or an electron acceptor where at least one of the groups X.sub.1, X.sub.2, X.sub.3 or X.sub.4 is an electron acceptor and at least one of these groups is an electron donor or H and when one of X.sub.1 or X.sub.3 is an electron donor or H, the other is an electron acceptor and when one of X.sub.2 or X.sub.4 is an electron donor or H, the other is an electron acceptor; and R.sub.1 and R.sub.2 can be various substituted and unsubstituted alkanes and monoalkenes. Compounds provided include those where one of R.sub.1 or R.sub.2 is a chiral non-racemic tail group, particularly a group selected from --O--C*H(CH.sub.3)R.sub.c, --O--C*H(CH.sub.3)COOR.sub.d, and --O--CH.sub.2 C*HF--C*HF--R.sub.e in which the * indicates an asymmetric carbon enriched in one stereoconfiguration where R.sub.c, R.sub.d, and R.sub.e can be various substituted and unsubstituted alkanes and monoalkenes. The compounds of this invention are useful in the preparation of FLC mixtures and as non-linear optical materials.

REFERENCES:
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patent: 4728458 (1988-03-01), Higuchi et al.
patent: 4808333 (1989-02-01), Huynh-Ba et al.
Walba et al. (1991) ACS Symposium Series for Materials for Nonlinear Optics, Marder et al. (eds.), Apr. 22-27, 1990, pp. 484-496.
Walba et al. (1991) Mol.Cryst. Liq. Cryst. 198:51-60.
Walba et al. (1993) Ferroelectrics 148:435-442.
Kapitza, H. et al. (1990) Abstract of oral presentation at the 13th International Liquid Crystal Conference, Jul. 22-27, 1990, University of British Columbia, Vancouver, BC, Canada.
Kapitza, H. et al. (1990) Adv. Mat. 2(11):539-543.
Walba et al. (1990) Abstract of oral presentation at the 199th National American Chemical Society Meeting, Boston, MA, Apr. 22-27, 1990.

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