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EP0203780A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Optically non-linear materials and thin films incorporating such materials

Assignee: The General Electric Company PLC
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Filing: 1986-05-22
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Granted: —
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Expires: 2006-05-22
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Abstract

Abstract A multi-layer Langmuir-Blodgett film having non-linear optical properties is described. Alternate layers of the film are composed of first and second elongate chromophore molecules extending transverse to the plane of the film in a Y-configuration. The molecules are synthesised so that when deposited in a Y-configuration they are non-centrosymmetric and therefore exhibit significant optical nonlinearity.

Inventors

  • 👤 David Robert John Milverton
  • 👤 Ian Robert Girling

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-05 13:15
CPC Classifications
B; B05; B05D; B05D1/00; B05D1/18; B05D1/20; B05D1/202; B82; B82Y; B82Y20/00; B82Y30/00; B82Y40/00; C; C09; C09K; C09K9/00; C09K9/02; G; G02; G02F; G02F1/00; G02F1/35; G02F1/355; G02F1/361; G02F1/3618; Y; Y10; Y10T; Y10T428/00; Y10T428/31504

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 113 words
A body of optically non-linear material comprising a multilayer Langmuir Blodgett film, the body being characterised in that alternate layers (1,2) of said film are composed of first and second elongate chromophore molecules respectively said molecules extending transverse to the plane of the film in a Y configuration, said first elongate chromophore molecules being of general formula: and said second elongate chromophore molecules being of general formula: wherein D and D' are the same or different electron-donor atoms or groups, Ch and Ch' are the same or different elongate chromophore groups, A and A are the same or different electron-acceptor atoms or groups and Hy and Hy' are the same or different groups.
Claim 2
Dependent Claim 113 words
A body of optically non-linear material comprising a multilayer Langmuir Blodgett film, the body being characterised in that alternate layers (1,2) of said film are composed of first and second elongate chromophore molecules respectively said molecules extending transverse to the plane of the film in a Y configuration, said first elongate chromophore molecules being of general formula: and said second elongate chromophore molecules being of general formula: wherein D and D' are the same or different electron-donor atoms or groups, Ch and Ch' are the same or different elongate chromophore groups, A and A are the same or different electron-acceptor atoms or groups and Hy and Hy' are the same or different groups.
Claim 3
Dependent Claim 20 words
A body according to Claim 1 in which Hy and Hy' are optionally substituted C16 and C 24 hydrocarbon chains
Claim 4
Dependent Claim 27 words
A body according to either one of the preceding claims in which the elongate chromophore groups include a conjugated hydrocarbon chain and/or one or more aromatic rings.
Claim 5
Dependent Claim 30 words
A body according to anyone of the preceding claims in which the acceptor A l comprises a positively charged atom incorporated in an aromatic ring of the chromophore group Ch
Claim 6
Dependent Claim 19 words
A body according to any one of the preceding claims in which the donor D' is an amine group.
Claim 7
Dependent Claim 19 words
A body according to any one of the preceding claims in which the acceptor A is a carbonyl group.
Claim 8
Dependent Claim 19 words
A body according to any one of the preceding claims in which the donor D is an amine group.
Claim 9
Dependent Claim 28 words
A body according to Claim 1 in which the first elongate chromophore molecule is a stilbazolium dye and the second elongate chromophore molecule is an inverted stilbazolium dye.
Claim 10
Dependent Claim 57 words
A body according to Claim 8 in which the formula of the first elongated chromophore molecules is: and the formula of the second elongate chromophore molecules is: where R 1 and R 2 are the same or different and are independently H or optionally-substituted lower alkyl, n is 16 to 24 and x is a compatible anion.
Claim 11
Dependent Claim 13 words
A body according to Claim 9 in which said lower alkyl is methyl.
Claim 12
Dependent Claim 19 words
A body according to Claim 9 or Claim 10 in which said compatible anion is a halide or sulphate.
Claim 13
Dependent Claim 47 words
A body of optically non-linear material comprising a multi-layer Langmuir-Blodgett film, alternate layers (1,2) of said film being composed of electron-donor and electron-acceptor molecules respectively, said molecules incorporating hydrophobic groups and being disposed in a Y-configuration so as to form charge transfer complexes between said alternate layers.
Claim 14
Dependent Claim 47 words
A body of optically non-linear material comprising a multi-layer Langmuir-Blodgett film, alternate layers (1,2) of said film being composed of electron-donor and electron-acceptor molecules respectively, said molecules incorporating hydrophobic groups and being disposed in a Y-configuration so as to form charge transfer complexes between said alternate layers.
Claim 15
Dependent Claim 27 words
A body according to Claim 12 in which said molecules form aromatic radical cations and anions respectively in the Langmuir-Blodgett films, and incorporate hydrophilic sustituents or heteroatoms.
Claim 16
Dependent Claim 25 words
A body according to Claim 12 or Claim 13 in which the electron-donor molecules are of the general formula. where n is 12 to 24.
Claim 17
Dependent Claim 13 words
A body according to Claim 14 in which n is 16 to 24.
Claim 18
Dependent Claim 28 words
A body according to any one of the Claims 12 to 13 in which the electron-acceptor molecules are of the general formula: where n is 12 to 24.
Claim 19
Dependent Claim 13 words
A body according to Claim 16 in which n is 16 to 24.
Claim 20
Independent Claim 132 words
A method of making a body of optically non-linear material characterised in that it comprises the steps: a) depositing alternate layers of compounds of the general formulae: in a Langmuir Blodgett film, R 3 and R 4 being independently H or the same or different optically substituted lower alkyl chosen such that the groups are hydrophilic groups, C and C j ' being the same or different optionally substituted conjugated hydrocarbon and/or aromatic groups, D being an electron-donor atom or group, A being an electron-acceptor atom or group, D and/or A being optionally attached to a hydrophilic group, such that said compounds are oriented substantially in the Y-configuration; and b) exposing said film to hydrazine so as to form conjugated links between said layers which can transmit charge from D to A.
Claim 21
Independent Claim 132 words
A method of making a body of optically non-linear material characterised in that it comprises the steps: a) depositing alternate layers of compounds of the general formulae: in a Langmuir Blodgett film, R 3 and R 4 being independently H or the same or different optically substituted lower alkyl chosen such that the groups are hydrophilic groups, C and C j ' being the same or different optionally substituted conjugated hydrocarbon and/or aromatic groups, D being an electron-donor atom or group, A being an electron-acceptor atom or group, D and/or A being optionally attached to a hydrophilic group, such that said compounds are oriented substantially in the Y-configuration; and b) exposing said film to hydrazine so as to form conjugated links between said layers which can transmit charge from D to A.
Claim 22
Dependent Claim 17 words
A method according to Claim 18 in which both D and A are attached to hydrophobic groups.
Claim 23
Dependent Claim 15 words
A method according to Claim 19 in which the hyrdophobic groups include long-chain hydrocarbon groups.
Claim 24
Dependent Claim 42 words
A chromophore molecule characterised in that it is of the form: where R 1 and R 2 are the same or different and are independently H or optionally-substituted lower alkyl, n is 16 to 24 and X 9 is a compatible anion.
Claim 25
Dependent Claim 42 words
A chromophore molecule characterised in that it is of the form: where R 1 and R 2 are the same or different and are independently H or optionally-substituted lower alkyl, n is 16 to 24 and X 9 is a compatible anion.
Claim 26
Dependent Claim 13 words
A molecule according to Claim 21 in which said lower alkyl is methyl.
Claim 27
Dependent Claim 18 words
A molecule according to Claim 21 or Claim 22 in which X 9 is a halide or sulphate.
Claim 28
Independent Claim 55 words
A method of making a molecule characterised in that it comprises: quaternising γ- picoline with dososyl bromide to produce γ- picolinium bromide; condensing the γ- picolinium bromide in a refluxing agent with a suitable N,N dialkyl-p-amino-benzaldehyde in the presence of piperidine to produce an intermediate alcohol; and crystallising the product molecule from said intermediate alcohol.
Claim 29
Independent Claim 55 words
A method of making a molecule characterised in that it comprises: quaternising γ- picoline with dososyl bromide to produce γ- picolinium bromide; condensing the γ- picolinium bromide in a refluxing agent with a suitable N,N dialkyl-p-amino-benzaldehyde in the presence of piperidine to produce an intermediate alcohol; and crystallising the product molecule from said intermediate alcohol.
Claim 30
Independent Claim 21 words
A device characterised in that it incorporates a body or a molecule as claimed in any one of the preceding claims.

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