US5034277A
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Film comprising at least one unimolecular layer
Assignee: Hoechst AG
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Filing: 1990-08-20
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Granted: 1991-07-23
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Expires: 2010-08-20
Abstract
Abstract A film for use in nonlinear optics comprises at least one Langmuir-Blodgett layer, the layer containing or comprising a dye of the formula ##STR1## in which R 1 denotes a long-chain alkoxy, acyloxy, alkylamino or acylamino group. In particular when the film contains alternating layers of unsaturated amphiphilic compounds, it produces a stable multilayer having good nonlinear optical properties and is suitable, for example, for electrooptical switches, diode laser frequency amplifiers or optical parametric amplifiers. Besides the dye indicated, the unimolecular layer can additionally contain at least one second amphiphilic compound. In this case, the unimolecular layer comprises amphiphilic compounds.
Inventors
- 👤 Andre Laschewsky
- 👤 Helmut Ringsdorf
- 👤 Werner Interthal
- 👤 Donald Lupo
- 👤 Werner Prass
- 👤 Ude Scheunemann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 11:14
CPC Classifications
C; C07; C07C; C07C251/00; C07C251/72; B; B82; B82Y; B82Y20/00; C09; C09B; C09B26/00; C09B26/02; G; G02; G02F; G02F1/00; G02F1/35; G02F1/355; G02F1/361; G02F1/3611; G02F1/3618; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31507; Y10T428/3154; Y10T428/31678; Y10T428/31855; Y10T428/31909; Y10T428/31931; Y10T428/31935
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
83 words
A film comprising at least one unimolecular layer of an amphiphilic compound, wherein the layer contains or comprises a compound of the formula (I) ##STR15## in which R 1 denotes the CH.sub.3 --(CH.sub.2).sub.m --O-- ##STR16## CH(CH.sub.2).sub.n N(CH.sub.2).sub.1 H or CH.sub.3 (CH.sub.2).sub.n (CO)N(CH.sub.2).sub.1 H radical and m denotes a number from 10 to 25, n denotes a number from 8 to 22 and L denotes a number from 0-25, the molecules thereof being oriented in the same direction, parallel to one another and non-centrosymmetrically.
Claim 2
Dependent Claim
83 words
A film comprising at least one unimolecular layer of an amphiphilic compound, wherein the layer contains or comprises a compound of the formula (I) ##STR15## in which R 1 denotes the CH.sub.3 --(CH.sub.2).sub.m --O-- ##STR16## CH(CH.sub.2).sub.n N(CH.sub.2).sub.1 H or CH.sub.3 (CH.sub.2).sub.n (CO)N(CH.sub.2).sub.1 H radical and m denotes a number from 10 to 25, n denotes a number from 8 to 22 and L denotes a number from 0-25, the molecules thereof being oriented in the same direction, parallel to one another and non-centrosymmetrically.
Claim 3
Dependent Claim
54 words
A film as claimed in claim 1, wherein the unimolecular layer additionally contains at least one second amphiphilic compound in a proportion of 10 to 90 mol-%, the sum of all amphiphilic compounds being 100% and R 1 in the formula I denoting CH 3 (CH 2 ) n CO 2 -- where n=8-22.
Claim 4
Dependent Claim
13 words
A film as claimed in claim 2, wherein n is 10 to 14.
Claim 5
Dependent Claim
20 words
A film as claimed in claim 2, wherein the proportion of the second amphiphilic compound is 40 to 75 mol-%.
Claim 6
Dependent Claim
55 words
A film as claimed in claim 2, wherein the second amphiphilic compound contains a hydrophobic part containing at least 8 carbon atoms and at least one of the following polar groups: ether, hydroxyl, carboxylic acid, carboxylate, amine, carboxamide, ammonium salt, sulfate, sulfonic acid, phosphoric acid, phosphonic acid, phosphonate, phosphonamide, phosphoric acid ester or phosphoramide group.
Claim 7
Dependent Claim
176 words
A film as claimed in claim 5, wherein the second amphiphilic compound comprises at least one hydrophobic part containing at least 8 carbon atoms and at least one polar part which is selected from the following groups --OR.sup.5 --COOR.sup.3 ##STR17## --SO.sub.3 H --OSO.sub.3 R.sup.3 --OPO(OR.sup.3)(OR.sup.4) --PO(OR.sup.3)(OR.sup.4) --E --O--E --NR.sup.3 --E, where R 3 to R 7 , B and E have the following meanings: R 3 and R 4 , independently of one another, denote H or C 1 -C 3 -alkyl, R 5 , R 6 and R 7 , independently of one another, denote H, C 1 -C 4 -alkyl, --C 2 H 4 OH or --CH 2 --CHOH--CH 3 , in particular H or CH 3 , denotes a divalent organic radical, so that ##STR18## forms a nitrogen-containing hetero-cyclic ring, in particular a 5- or 6-membered saturated or unsaturated heterocyclic ring having 1 to 3 carbon atoms or N and O atoms or N and S atoms, and ##STR19## where and R 8 and R 9 , independently of one another, represent ##STR20##
Claim 8
Dependent Claim
38 words
A film as claimed in claim 6, wherein the second amphiphilic compound is a fatty acid of the formula II CH.sub.3 (CH.sub.2).sub.m CO.sub.2 H (II), where m denotes a number from 8 to 25, preferably 12 to 22.
Claim 9
Dependent Claim
72 words
A film as claimed in claim 5, wherein the second amphiphilic compound has the formula III ##STR21## in which R 1 denotesk H, Cl, F, CN or (CH 2 ) t H, R 2 denotes H, (CH 2 ) u H or --CH=CH--(CH 2 ) u H, r and s, independently of one another, denote a number from 0-22, and t and u, independently of one another, denote a number from 0-24.
Claim 10
Dependent Claim
24 words
A film as claimed in claim 8, wherein at least one of the values for r, s, t and u is at least 10.
Claim 11
Dependent Claim
29 words
A film as claimed in claim 9, wherein one of the values for t and u is at least 10 and the other value is a maximum of 1.
Claim 12
Dependent Claim
28 words
A film as claimed in claim 9, wherein the value for r is at least 10 and the values for t and u are a maximum of 1.
Claim 13
Dependent Claim
53 words
A film as claimed in claim 11, wherein the second amphiphilic compound has the formula IV ##STR22## where r and s, independently of one another, denote a number from 0-22 and t denotes a number from 0-24, and at least one of the values for r, s and t is at least 8.
Claim 14
Dependent Claim
23 words
A film as claimed in claim 12, wherein at least one of the values for r, s and t is at least 10.
Claim 15
Dependent Claim
28 words
A film as claimed in claim 13, wherein the values for r and s are a maximum of 1 and the value for t is at least 10.
Claim 16
Dependent Claim
26 words
A film as claimed in claim 15, wherein the value for r is at least 10 and the value for t is a maximum of 1.
Claim 17
Dependent Claim
36 words
A film as claimed in claim 5, wherein the length of the alkyl chain in the amphiphilic phenylhydrazone and of the hydrophobic part of the second amphiphilic compound employed differ by a maximum of 1 nm.
Claim 18
Dependent Claim
24 words
A film as claimed in claim 2, wherein the second amphiphilic compound has a water solubility at 20° C. of less than 5 g/l.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-07-22 | 1995-01-21 | 1995-07-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-07-22 | 1999-01-21 | 1999-07-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-07-22 | 2003-01-21 | 2003-07-23 | $7700.00 | Window Closed / Lapsed |