Fused heteroaromatic monomers for preparing low bandgap polymers

Details Fused heteroaromatic monomers for preparing low bandgap polymers Fused heteroaromatic monomers for preparing low bandgap polymers

1993-08-25

1994-05-24

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D49504

Patent

active

053150147

ABSTRACT:
The present invention involves monomeric compounds having the structure: ##STR1## Substituents W and Z are independently --CN, --NO.sub.2, --aryl, --aryl--V, --COX, SO.sub.2 R, --H, or --alkyl. Substituent X is --OR, or --NR,R where R and R.sup.1 are independently --alkyl or --H. Substituent V is --halide, --NO.sub.2, --CN, --SO.sub.2 R, or --COX. At least one of W and Z is --NO.sub.2, --SO.sub.2 R, --CN, --COX or --aryl--V. In one preferred embodiment substituents W and Z are both --CN. In another preferred embodiment, substituent X is --NO.sub.2 or --CN and substituent Z is --C.sub.6 H.sub.4 NO.sub.2. These monomers are polymerized to form low bandgap polymers.

REFERENCES:
patent: 3987060 (1976-10-01), Hashimoto
Amer et al., (1989), Phosphorous Sulfur and Silicon, 42:63-71.
Bakhshi et al., (1988), Solid State Comm., 65:1203-1206.
Bolognesi et al., (1988), J.C.S. Chem. Comm., 246-247.
Bredas, J. L., (1985), J. Chem. Phys., 82:3808-3811.
Bredas, J. L., (1987), Synthetic Metals, 17:115-121.
Bredas et al., (1986), J. Chem. Phys., 85:4673-4678.
Bredas et al., (1982), Phys. Rev., B26:5843-5854.
Bredas et al., (1984), Synthetic Metals, 9:265-275.
Charles, G., (1963), Bull. Soc. Chim. Fr., 1573-1576.
Chung et al., (1984), Phys. Rev. B, 30:702-710.
Colaneri et al., (1986), Synthetic Metals, 14:45-52.
Ferraris et al., (1990), New Polym. Mater., 2:41-65.
Ferraris et al., (1989), J.C.S. Chem. Comm., 1318-1320.
Ferraris et al., (1991), Polym. Mater. Sci. Engn., 64:332-333.
Charles, G., (1960), Bull. Soc. Chim. Fr., 421.
Grant et al., (1979), Solid State Commun., 29(3):225-229.
Hanack et al., (1991), Polym. Mater. Sci. Engn., 64:330-331.
Havinga et al., (1989), Chem. Mater., 1:650-659.
Ikenoue et al., (1991), Synthetic Metals, 40:1-12.
Ikenoue, Y., (1990), Synthetic Metals, 35:263-270.
Jenekhe, S. A., (1986), Nature, 322:345-347.
Jones et al., (1990), J. Phys. Chem., 94:5761-5766.
Jordens et al., (1970), J. Chem. Soc., (C):273-277.
Jow et al., (1986), Synthetic Metals, 14:53-60.
Kaufman et al., (1983), Solid State Comm., 47(8):585-589.
Kertesz et al., (1989), Synthetic Metals, 28:C545-552.
Kertesz et al., (1987), J. Chem. Phys., 91:2690-2692.
Kobayashi et al., (1985), J. Chem. Phys., 82(12):5717-5723.
Koster et al., (1974), J.C.S. Perkin II, 803-806.
Koster et al., (1976), J. Chem. Soc., Perkin II, 323-328.
Koster et al., (1979), J. Chem. Soc., Perkin II, 393-397.
Kowalik et al., (1991), Poly. Mater. Engn. Sci., 64:214-215.
Lambert et al., (1991), J. Chem. Soc. Chem. Commun., 752-754.
Lee et al., (1990), Chem. Mater., 2:526-530.
Lee et al., (1988), J. Chem. Phys., 88:2609-2617.
Lowe et al., (1984), J. Am. Chem. Soc., 106:5837-5841.
Mintmire et al., (1987), Synthetic Metals, 16:235-243.
Otto et al., (1990), Synth. Met., 36:327-335.
Patil et al., (1987), Synth. Met., 20:151-158.
Patil et al., (1988), Macromolecules, 21:540-542.
Roncali et al., (1987), J. Phys. Chem., 91:6706-6714.
Taliani et al., (1989), Synthetic Metals, 28:C507-C514.
Tanaka et al., (1988), Synthetic Metals, 24:371-377.
Tanaka et al., (1989), Synthetic Metals, 30:57-65.
Tanaka et al., (1985), Phys. Rev. B, 32(6):4279-4281.
Tanaka et al., (1987), Synthetic Metals, 20:333-345.
Toussaint et al., (1989), J. Chem. Phys., 91(3):1783-1788.
Toussaint et al., (1989), Synthetic Metals, 28:C205-C210.
Wudl et al., (1984), J. Org. Chem., 49:3382-3384.
Wudl et al., (1988), Nonlinear Optical and Electroactive Polymers, Prasad, P. N. and Ulrich, D., eds.; Plenum Press: New York, pp. 393-400.
Yamamoto et al., (1981), Chem. Lett., 1079-1082.
Zhou et al., (1989), J. Amer. Chem. Soc., 111:7371-7379.
Koster et al., (1976), "Proton Nuclear Magnetic Resonance Studies of Protonated Cyclopentadithiophenones and Cyclopentadith=Iophens," Chemical Abstracts, 84:497, Abstract No. 104633j, published in USA.
Lambert et al., (1991), "Narrow Band Gap Polymers: Poly(cyclopenta[2,1-=b;3,4-b']dithiophen-4-one)," Chemical Abstracts,vol. 115, Abstract No. 50431e, published in USA.
Kossmehl, Gerhard, (1979), "Semiconductive Conjugated Polymers," Ber. Bunsenges. Phys. Chem., 83:417-426, published in Europe.

Affiliated with

Also associated with

Rating

Fused heteroaromatic monomers for preparing low bandgap polymers does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Fused heteroaromatic monomers for preparing low bandgap polymers, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Fused heteroaromatic monomers for preparing low bandgap polymers will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1973851