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US 5,718,845 AGranted
Tricyanovinyl substitution process for NLO polymers
AssigneeEnichem S.p.A.
InventorsKevin J. Drost, Pushkara Rao Varanasi, Kwan-Yue Alex Jen, Michael Anthony Drzewinski
Life of this patent
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Abstract
Nonlinear optical compounds which contain a heteroaromatic ring and may further comprise a tricyanovinyl group attached to the heteroaromatic ring.
Claims14
A non-linear optical compound of the formula:
- D-(Ar-(B-).sub.n).sub.m R.sub.7 -C(CN).dbd.C(CN).sub.2
- wherein each Ar comprises an aromatic substituent independently selected from the group consisting of six-membered aromatic rings, five-membered heteroaromatic rings, fused ring systems containing at least one six-membered aromatic ring and fused ring systems containing at least one five-membered heteroaromatic ring having one heteroatom selected from the group consisting of O, N, S and Se;
- R.sub.7 comprises a heteroaromatic substituent selected from the group consisting of five-membered heteroaromatic rings having one heteroatom selected from the group consisting of O, N, S and Se, fused ring systems containing at least one five-membered heteroaromatic ring having one heteroatom selected from the group consisting of O, S and Se, fused ring systems containing at least one five-membered heteroaromatic ring having two to four N heteroatoms, fused ring systems containing all five-membered heteroaromatic rings having one heteroatom selected from the group consisting of O, N, S and Se, pyrimidine and purine;
- B comprises a conjugated functional group selected from the group consisting of -N.dbd.N-, -CH.dbd.N-, -CH.dbd.N-N.dbd.CH-, -C.tbd.C- and (-CH.dbd.CH-).sub.j, wherein j is from one to three;
- D comprises a first electron donating group, the value of n for each B is one, two or three, and m is from one to nine, inclusive;
- B or D are attached to a member of a heteroaromatic ring alpha to a heteroatom, and when Ar is an aromatic ring, B is attached to a member of said aromatic ring para to D or another B;
- and
- -C(CN).dbd.(CN).sub.2 is attached to a ring member of R.sub.7 alpha to a heteroatom of R.sub.7.
5 more elements
A non-linear optical compound of the formula:
- D-(Ar-(B-).sub.n).sub.m Ar-A
- wherein each Ar comprises an aromatic substituent independently selected from the group consisting of six-membered aromatic rings, five-membered heteroaromatic rings, fused ring systems containing at least one six-membered aromatic ring and fused ring systems containing at least one five-membered heteroaromatic ring;
- with the proviso that at least one Ar is selected from the group consisting of five-membered heteroaromatic rings and fused ring systems containing at least one five-membered heteroaromatic ring;
- said heteroaromatic rings containing at least one heteroatom selected from the group consisting of O, N, S and Se;
- B comprises a conjugated functional group selected from the group consisting of -N.dbd.N-, -CH.dbd.N-, -CH.dbd.N-N.dbd.CH-, -C.tbd.C- and (-CH.dbd.CH-).sub.j, wherein j is from one to three;
- A comprises an electron accepting group, the value of n for each B comprises an integer independently selected from the group consisting of one, two and three, and m is from one to nine, inclusive;
- D comprises an electron donating group selected from the group consisting of:
- ##STR30## wherein E and F are members of a saturated or unsaturated five- to eight-membered cyclic ring or two-ring system having five- to eight-membered rings that are electron donating in nature, and E, F, G and H are heteroatoms independently selected from the group consisting of O, N, S, Se and Te;
- and
- B, D or A are attached to a member of said heteroaromatic ring alpha to said heteroatom, and when Ar comprises an aromatic ring, B is attached to a member of said aromatic ring para D, A or another B.
7 more elements
Dependencies are inferred from the claim text.