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US4952640A Expired / Lapsed US ⏱️ 0.0 years remaining

Nonlinear optically active polymers

Assignee: 3M Co
•
Filing: 1989-04-21
•
Granted: 1990-08-28
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Expires: 2009-04-21
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Abstract

Abstract Organic groups covalently bound to a polymer backbone provide second or third order nonlinear susceptibilities to the polymer. In another aspect, a method is disclosed for providing the novel polymers of the invention. Polymers of the invention can be directionally oriented to provide useful optically nonlinear media for use in nonlinear optical devices such as optical switches or light modulation devices.

Inventors

  • 👤 Cecil V. Francis
  • 👤 Steven M. Heilmann
  • 👤 Larry R. Krepski
  • 👤 Jerald K. Rasmussen

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 19:26
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/34; C08F8/30; G; G02; G02F; G02F1/00; G02F1/35; G02F1/355; G02F1/361; G02F1/3615; G02F1/3617

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 138 words
An organic polymer comprising organic groups having second or third order nonlinear susceptibilities, said groups being covalently bound pendant to the polymer backbone, said polymer being linear, having a molecular weight in the range of 2,000 to 5,000,000, and having units of the formula: ##STR8## wherein M is a polymer unit derived from one or more free radically polymerizable, ethylenically unsaturated monomers by polymerization with a reactive monomer; R 1 is hydrogen or methyl; X is the linking group ##STR9## in which R 6 is alkylene; Y is a group remaining after removal of a hydrogen atom from nonlinear optically active molecule HY; and a and b are independently integers, wherein a can be zero and b is at least 1, sufficient to provide the polymer with a weight percent of M units of between 0 and 99.
Claim 2
Dependent Claim 138 words
An organic polymer comprising organic groups having second or third order nonlinear susceptibilities, said groups being covalently bound pendant to the polymer backbone, said polymer being linear, having a molecular weight in the range of 2,000 to 5,000,000, and having units of the formula: ##STR8## wherein M is a polymer unit derived from one or more free radically polymerizable, ethylenically unsaturated monomers by polymerization with a reactive monomer; R 1 is hydrogen or methyl; X is the linking group ##STR9## in which R 6 is alkylene; Y is a group remaining after removal of a hydrogen atom from nonlinear optically active molecule HY; and a and b are independently integers, wherein a can be zero and b is at least 1, sufficient to provide the polymer with a weight percent of M units of between 0 and 99.
Claim 3
Dependent Claim 49 words
The polymer according to claim 1 wherein said ethylenically unsaturated monomer from which M is derived is selected from the group consisting of vinyl aromatic monomers, α,βunsaturated carboxylic acids and their derivatives, vinyl esters of carboxylic acids, vinyl halides, vinyl ethers, olefins, N-vinyl compounds, vinyl ketones and vinyl aldehydes.
Claim 4
Dependent Claim 61 words
The polymer according to claim 1 wherein Y is derived from a compound having an active hydrogen atom and is selected from the group consisting of amines, alcohols, thiols, carboxylic acids, and carboxamides having a molecular second order nonlinear hyperpolarizability, β, of at least 1×10 -29 esu, or a molecular third order nonlinear hyperpolarizability, γ, of at least 1×10 -35 esu.
Claim 5
Dependent Claim 17 words
The polymer according to claim 3 wherein X is derived from isocyanatoalkyl esters of unsaturated carboxylic acids.
Claim 6
Dependent Claim 132 words
An organic polymer comprising organic groups having second or third order nonlinear susceptibilities, said groups being covalently bound pendant to the polymer backbone, said polymer being linear, having a molecular weight in the range of 2,000 to 5,000,000 and having units of the formula: ##STR10## wherein M is a polymer unit derived from one or more free radically polymerizable, ethylenically unsaturated monomers by polymerization with a reactive monomer; R 1 is hydrogen or methyl; X is the linking group ##STR11## Y is a group remaining after removal of a hydrogen atom from nonlinear optically active molecule HY; and a and b are independently integers, wherein a can be zero and b is at least 1, sufficient to provide the polymer with a weight percent of M units of between 0 and 99.
Claim 7
Dependent Claim 132 words
An organic polymer comprising organic groups having second or third order nonlinear susceptibilities, said groups being covalently bound pendant to the polymer backbone, said polymer being linear, having a molecular weight in the range of 2,000 to 5,000,000 and having units of the formula: ##STR10## wherein M is a polymer unit derived from one or more free radically polymerizable, ethylenically unsaturated monomers by polymerization with a reactive monomer; R 1 is hydrogen or methyl; X is the linking group ##STR11## Y is a group remaining after removal of a hydrogen atom from nonlinear optically active molecule HY; and a and b are independently integers, wherein a can be zero and b is at least 1, sufficient to provide the polymer with a weight percent of M units of between 0 and 99.
Claim 8
Dependent Claim 143 words
A nonlinear optically active polymer comprising organic groups having second or third order nonlinear susceptibilities, said groups being covalently bound pendant to the polymer backbone, said polymer having a molecular weight in the range of 2,000 to 5,000,000 and having units of the formula: ##STR12## wherein M is a polymer unit derived from one or more free radically polymerizable, ethylenically unsaturated monomers by polymerization with a reactive monomer; R 1 is hydrogen or methyl; X is a linking group selected from the group consisting of ##STR13## wherein R 6 is alkylene; Y is a group remaining after removal of a hydrogen atom from nonlinear optically active molecule HY; and a and b are independently integers, wherein a can be zero and b is at least 1, sufficient to provide the polymer with a weight percent of M units of between 0 and 99.
Claim 9
Dependent Claim 143 words
A nonlinear optically active polymer comprising organic groups having second or third order nonlinear susceptibilities, said groups being covalently bound pendant to the polymer backbone, said polymer having a molecular weight in the range of 2,000 to 5,000,000 and having units of the formula: ##STR12## wherein M is a polymer unit derived from one or more free radically polymerizable, ethylenically unsaturated monomers by polymerization with a reactive monomer; R 1 is hydrogen or methyl; X is a linking group selected from the group consisting of ##STR13## wherein R 6 is alkylene; Y is a group remaining after removal of a hydrogen atom from nonlinear optically active molecule HY; and a and b are independently integers, wherein a can be zero and b is at least 1, sufficient to provide the polymer with a weight percent of M units of between 0 and 99.
Claim 10
Dependent Claim 19 words
The polymer according to claim 4 wherein X is selected from the group consisting of 2-isocyanatoethylacrylate and 2-isocyanatoethyl methacrylate.
Claim 11
Dependent Claim 49 words
The polymer according to claim 5 wherein said ethylenically unsaturated monomer from which M is derived is selected from the group consisting of vinyl aromatic monomers, α,β-unsaturated carboxylic acids and their derivatives, vinyl esters of carboxylic acids, vinyl halides, vinyl ethers, olefins, N-vinyl compounds, vinyl ketones and vinyl aldehydes.
Claim 12
Dependent Claim 61 words
The polymer according to claim 5 wherein Y is derived from a compound having an active hydrogen atom and is selected from the group consisting of amines, alcohols, thiols, carboxylic acids, and carboxamides having a molecular second order nonlinear hyperpolarizability, β, of at least 1×10 -29 esu, or a molecular third order nonlinear hyperpolarizability, γ, of at least 1×10 -35 esu.
Claim 13
Dependent Claim 15 words
The polymer according to claim 5 wherein X is derived from m or p-isopropenylcumyl isocyanate.
Claim 14
Dependent Claim 49 words
The polymer according to claim 6 wherein said ethylenically unsaturated monomer from which M is derived is selected from the group consisting of vinyl aromatic monomers, α,β-unsaturated carboxylic acids and their derivatives, vinyl esters of carboxylic acids, vinyl halides, vinyl ethers, olefins, N-vinyl compounds, vinyl ketones and vinyl aldehydes.
Claim 15
Dependent Claim 61 words
The polymer according to claim 6 wherein Y is derived from a compound having an active hydrogen atom and is selected from the group consisting of amines, alcohols, thiols, carboxylic acids, and carboxamides having a molecular second order nonlinear hyperpolarizability, β, of at least 1×10 -29 esu, or a molecular third order nonlinear hyperpolarizability, γ, of at least 1×10 -35 esu.
Claim 16
Dependent Claim 14 words
The polymer according to claim 6 wherein X is derived from an isocyanate-functional monomer.
Claim 17
Dependent Claim 28 words
The polymer according to claim 6 wherein X is derived from the group selected from the group consisting of 2-isocyanatoethyl acrylate, 2-isocyanatoethyl methacrylate, m-iso-propenylcumyl isocyanate, and p-isopropenylcumyl isocyanate.

References Cited (Backward Citations)

US4720355A Cited
EP0218938A2 Cited
US4694066A Cited
US4694048A Cited
US4737560A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-08-27 1994-02-26 1994-08-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-08-27 1998-02-26 1998-08-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-08-27 2002-02-26 2002-08-28 $7700.00 Window Closed / Lapsed

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