Optically non-linear active waveguiding material comprising a do

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – At least one aryl ring which is part of a fused or bridged...

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524289, 524290, 524291, 524325, 524345, 524349, 524367, 524368, 2525011, 359321, C08K 513, H01C 1300

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active

054342082

ABSTRACT:
The invention relates to an optically non-linear active waveguiding material comprising an optically transparent polymer and a non-linear optical dopant comprising more than one donor-.pi.-acceptor unit.
Dopants comprising more than one donor-.pi.-acceptor unit, especially dopants in which the donor-.pi.-acceptor units are positioned in a cyclic group, have a high hyperpolarizability and a charge-transfer absorption band wavelength which is about the same as that of dopants with only one donor-.pi.-acceptor unit.
Especially suitable dopants for use are calix(4)arenes. These are provided with acceptor groups at the upper rim and with donor groups at the lower rim. In addition to having excellent hyperpolarizability, these compounds were found to be readily soluble in host polymers, such as polymethylene (meth) acrylate and polystyrene. Because of their charge-transfer absorption band at a low wavelength, optically non-linear active waveguiding structures containing such dopants are suitable for use as frequency doublers.
The invention further relates to hitherto undisclosed calix(4)arenes functionalized with nitrostilbene groups, cyanostilbene groups, sulfor stilbene groups, sulfonate stilbene groups, azobenzenes or benzylidene aniline compounds.

REFERENCES:
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patent: 4957960 (1990-09-01), Harris et al.
"syn-1,2-Dialkylated Calix[4]arenes: General Intermediates in the NaH/DMF Tetraalkylation of Calis[4]arenes"; Tetrahedron Letters; vol. 32, No. 23, pp. 2675-2678 (1991), Groenen, Ruel, Casnati, Timmerman, Verboom, Harkema, Pochini, Ungaro and Reinhoudt.
"Calixarenes 12, The Synthesis of Functionalized Calixarenes"; Tetrahedron Letters; vol. 42, No. 6, pp. 1633-1640 (1986). Gutsche and Lin.
"Autoaccelerative Diazo Coupling with Calix[4]arene: Unusual Cooperativity of the Calixarene Hydroxy Groups", J. Chem. Soc. Perkin Trans. I, pp. 195-196, (1989), Shinkai, Araki, Shibata, and Manabe.
"Ipso Nitration of p-tert-Butylcalix[4]arenes", J. Org. Chem., vol. 57, No. 4, pp. 1313-1316, (1992), Verboom, Durie, Egberink, Asfari and Reinhoudt.
"Diazo-Coupling Reactions with Calix[4]arene . . . ", Chemistry Letters, Tokyo, Japan, pp. 931-934 (1989), Shinkai, Araki, Shibata, Tsugawa and Manabe.
"Novel Calixarenes in thin films for efficient second harmonic generation", Applied Physics Letters, vol. 62, Apr. 26, 1993, No. 17, pp. 2015-2017, Heesink, et al.

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