US5156774A
Expired / Lapsed
US
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Thiophene-related compounds active in nonlinear optics, materials and devices containing them
Assignee: Flamel Technologies SA
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Filing: 1990-02-22
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Granted: 1992-10-20
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Expires: 2010-02-22
Abstract
Abstract The present invention relates to new thiphene-related compounds of the general formula (I): <IMAGE> (I) in which: n is an integer between 1 and 10, advantageously between 1 and 4; A is an electron-acceptor group; and D is an electron-donor group. These compounds exhibit a high hyperpolarizability and an excellent photochemical stability and are employed especially in optical or electrooptical devices for their activity in nonlinear optics.
Inventors
- 👤 Frederic Leising
- 👤 Remi Meyrueix
- 👤 Gerard Mignani
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 07:46
CPC Classifications
C; C07; C07D; C07D333/00; C07D333/02; C07D333/04; C07D333/06; C07D333/08; C07D333/10; G; G02; G02F; G02F1/00; G02F1/35; G02F1/355; G02F1/361; G02F1/3613; G02F1/3614; C07D333/24; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; C07F9/4003; C07F9/4015
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
27 words
A compound having the formula (I): ##STR23## wherein: A is an electron-acceptor group; D is an electron-donor group; and n is an integer from 1 to 10.
Claim 2
Dependent Claim
27 words
A compound having the formula (I): ##STR23## wherein: A is an electron-acceptor group; D is an electron-donor group; and n is an integer from 1 to 10.
Claim 3
Dependent Claim
135 words
The compound of the formula (I) as claimed in claim 1, wherein: D has the formula (II): ##STR24## or is --R 2 D 1 ) m wherein R 2 is an aromatic hydrocarbon radical, m is an integer from 1 to 3, D 1 is a radical selected from the group consisting of amino, alkylamino, dialkylamino, arylamino, hydroxyl, thiol, alkylthio, arylthio, alkoxy, alkoxyphenyl, aryloxy, haloalkyl and oxy radicals; and wherein A is a radical selected from the group consisting of nitro and cyano radicals, or is a compound of the formula (III): ##STR25## wherein A 1 and A 2 are not simultaneously hydrogen and are selected from the group consisting of hydrogen, cyano, nitro, phenyl sulfone and para-nitrophenyl radicals, and --PO 3 (R 5 ) 2 in which R 5 is a lower alkyl radical.
Claim 4
Dependent Claim
18 words
The compound of the formula (I) as claimed in claim 2, wherein R 2 is a phenylene radical.
Claim 5
Dependent Claim
20 words
The compound of the formula (I) as claimed in claim 2, wherein R 5 is an ethyl or propyl radical.
Claim 6
Dependent Claim
28 words
The compound of the formula (I) as claimed in claim 2, wherein A 1 and A 2 are selected from the group consisting of cyano and nitro radicals.
Claim 7
Dependent Claim
16 words
The compound as claimed in claim 5, wherein A 1 /A 2 represent the cyano/cyano radicals.
Claim 8
Dependent Claim
16 words
The compound as claimed in claim 5, wherein A 1 /A 2 represents the cyano/nitro radicals.
Claim 9
Dependent Claim
16 words
The compound as claimed in claim 5, wherein A 1 /A 2 represent the nitro/cyano radicals.
Claim 10
Dependent Claim
24 words
The compound of the formula (I) as claimed in claim 2, wherein D 1 is a radical selected from the group consisting of ##STR26##
Claim 11
Dependent Claim
16 words
The compound as claimed in claim 1, wherein n is an integer from 1 to 4.
Claim 12
Dependent Claim
18 words
The compound of the formula (I) as claimed in claim 1 selected from the group consisting of: ##STR27##
Claim 13
Dependent Claim
21 words
The compound of the formula (I) as claimed in claim 1, wherein D is selected from the group consisting of ##STR28##
Claim 14
Dependent Claim
33 words
A material which is active in nonlinear optics and is capable of generating a harmonic of the second order, comprising at least one compound of the formula (I) as claimed in claim 1.
Claim 15
Dependent Claim
20 words
The material as claimed in claim 13, wherein the compound is incorporated into a matrix formed by a polymer matrix.
Claim 16
Dependent Claim
16 words
The material as claimed in claim 14, wherein the compound is incorporated into a polymeric film.
References Cited (Backward Citations)
EP0268354A2
Cited
US4780543A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-10-20 | 1996-04-20 | 1996-10-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-10-20 | 2000-04-20 | 2000-10-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-10-20 | 2004-04-20 | 2004-10-20 | $7700.00 | Window Closed / Lapsed |