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US4792208A Expired / Lapsed US ⏱️ 0.0 years remaining

Optical article exhibiting a high level of second order polarization susceptibility

Assignee: Eastman Kodak Co
•
Filing: 1987-09-28
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Granted: 1988-12-20
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Expires: 2007-09-28
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Abstract

Abstract An optical article is disclosed containing, for the transmission of electromagnetic radiation, a medium exhibiting a second order polarization susceptibility greater than 10 -9 electrostatic units comprised of polar aligned noncentrosymmetric molecular dipoles. The molecular dipoles have an electron donor moiety linked through a conjugated π bonding system to an electron acceptor sulfonyl moiety.

Inventors

  • 👤 Abraham Ulman
  • 👤 David J. Williams
  • 👤 Thomas L. Penner
  • 👤 Douglas R. Robello
  • 👤 Jay S. Schildkraut
  • 👤 Michael Scozzafava
  • 👤 Craig S. Willand

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 12:52
CPC Classifications
G; G02; G02B; G02B1/00; G02B1/08; B; B82; B82Y; B82Y20/00; G02F; G02F1/00; G02F1/01; G02F1/061; G02F1/065; G02F1/35; G02F1/355; G02F1/361; G02F1/3613; G02F1/3615; G02F1/3617; G02F1/3618; Y; Y10; Y10S; Y10S430/00; Y10S430/001; Y10S430/10; Y10S430/1053; Y10S430/1055; Y10S430/114; Y10S430/122

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 78 words
An optical article containing, for the transmission of electromagnetic radiation, a medium exhibiting a second order polarization susceptibility greater than 10 -9 electrostatic units comprised of polar aligned noncentrosymmetric molecular dipoles having an electron donor moiety linked through a conjugated π bonding system to an electron acceptor moiety to permit oscillation of the molecular dipole between a lower polarity ground state and a higher polarity excited state, characterized in that the electron acceptor moiety is a sulfonyl moiety.
Claim 2
Dependent Claim 78 words
An optical article containing, for the transmission of electromagnetic radiation, a medium exhibiting a second order polarization susceptibility greater than 10 -9 electrostatic units comprised of polar aligned noncentrosymmetric molecular dipoles having an electron donor moiety linked through a conjugated π bonding system to an electron acceptor moiety to permit oscillation of the molecular dipole between a lower polarity ground state and a higher polarity excited state, characterized in that the electron acceptor moiety is a sulfonyl moiety.
Claim 3
Dependent Claim 22 words
An optical article according to claim 1 further characterized in that means are provided for directing electromagnetic radiation to said transmission medium.
Claim 4
Dependent Claim 24 words
An optical article according to claim 1 further characterized in that biasing means are provided for placing an electric field across said transmission medium.
Claim 5
Dependent Claim 26 words
An optical article according to claim 3 further characterized in that said biasing means includes at least one transparent electrode in contact with said transmission medium.
Claim 6
Dependent Claim 24 words
An optical article according to claim 1 further characterized in that said transmission medium lies in contact with a linear waveguide for electromagnetic radiation.
Claim 7
Dependent Claim 20 words
An optical article according to claim 1 further characterized in that said transmission medium is comprised of a Langmuir-Blodgett film.
Claim 8
Dependent Claim 22 words
An optical article according to claim 1 further characterized in that said transmission medium is comprised of a Z-type Langmuir-Blodgett film assembly.
Claim 9
Dependent Claim 18 words
An optical article according to claim 1 further characterized in that said sulfonyl moiety includes a hydrophilic substituent.
Claim 10
Dependent Claim 18 words
An optical article according to claim 1 further characterized in that said sulfonyl moiety includes a hydrophobic substituent.
Claim 11
Dependent Claim 22 words
An optical article according to claim 1 further characterized in that said transmission medium is comprised of a Y-type Langmuir-Blodgett film assembly.
Claim 12
Dependent Claim 40 words
An optical article according to claim 1 further characterized in that said molecular dipole exhibits the structure Y--E--A where A is a hydrophilic sulfonyl moiety; E is a conjugated π bonding system; and Y is a hydrophobic electron donor moiety.
Claim 13
Dependent Claim 40 words
An optical article according to claim 1 further characterized in that said molecular dipole exhibits the structure K--E--M where K is a hydrophobic sulfonyl moiety; E is a conjugated π bonding system; and M is a hydrophilic electron donor moiety.
Claim 14
Dependent Claim 27 words
An optical article according to claim 1 further characterized in that said transmission medium is comprised of a substrate and a self-assembled film containing said molecular dipole.
Claim 15
Dependent Claim 24 words
An optical article according to claim 1 further characterized in that said molecular dipole is held in polar alignment in a surrounding polymeric medium.
Claim 16
Dependent Claim 21 words
An optical article according to claim 14 further characterized in that said molecular dipole is covalently bonded to said polymeric medium.
Claim 17
Dependent Claim 28 words
An optical article according to claim 15 further characterized in that molecular dipole is covalently bonded to said polymeric medium through the sulfur atom of the sulfonyl moiety.
Claim 18
Dependent Claim 51 words
An optical article according to claim 1 further characterized in that said molecular dipole is comprised of the following moieties: ##STR34## where D is an electron donor moiety, E is a conjugated π bonding system, which provides a pathway for charge transfer resonance, and R is an optionally substituted hydrocarbon moiety.
Claim 19
Dependent Claim 49 words
An optical article according to claim 1 further characterized in that the molecular dipole is comprised of the following moieties: ##STR35## where E is a conjugated π bonding system; R is an optionally substituted hydrocarbon moiety; and R 2 and R 3 are hydrogen or optionally substituted hydrocarbon moieties.
Claim 20
Dependent Claim 44 words
An optical article according to claim 1 further characterized in that the molecular dipole is comprised of the following moieties: ##STR36## where E is a conjugated π bonding system; R and R 4 are optionally substituted hydrocarbon moieties; and X is oxygen or sulfur.
Claim 21
Dependent Claim 62 words
An optical article according to claim 1 further characterized in that molecular dipoles are comprised of the following moieties: ##STR37## where D is an electron donor moiety; G is independently in each occurrence methine or aza, with the proviso that no more than two aza groups can be next adjacent; n is 4 to 20; and R is an optionally substituted hydrocarbon.
Claim 22
Dependent Claim 16 words
An optical article according to claim 20 further characterized in that n is 8 to 14.
Claim 23
Dependent Claim 24 words
An optical article according to claim 20 further characterized in that the linking moiety formed by G includes at least two planar aromatic rings.
Claim 24
Dependent Claim 35 words
An optical article according to claim 22 further characterized in that the sulfonyl electron acceptor moiety of the molecular dipole is linked to the electron donor moiety through at least two coplanar carbocyclic aromatic rings.
Claim 25
Dependent Claim 18 words
An optical article according to claim 23 further characterized in that the linking moiety is a 4,4'-stilbenoid moiety.
Claim 26
Dependent Claim 18 words
An optical article according to claim 24 further characterized in that the linking moiety is a 4,4'-stilbene moiety.
Claim 27
Dependent Claim 18 words
An optical article according to claim 1 further characterized in that the sulfonyl moiety is a sulfonimino moiety.
Claim 28
Dependent Claim 28 words
An optical article according to claim 1 further characterized in that the electron donor moiety forms a heterocyclic ring with a portion of the conjugated π bonding system.
Claim 29
Dependent Claim 20 words
An optical article according to claim 1 further characterized in that the electron donor moiety is a secondary amino moiety.
Claim 30
Dependent Claim 20 words
An optical article according to claim 1 further characterized in that the electron donor moiety is a tertiary amino moiety.
Claim 31
Dependent Claim 20 words
An optical article according to claim 1 further characterized in that the molecular dipole is present in a crystalline form.
Claim 32
Dependent Claim 26 words
An optical article according to claim 1 further characterized in that the transmission medium exhibits a second order polarization susceptibility greater than 10 -8 electrostatic units.

References Cited (Backward Citations)

US3586872A Cited
US3842289A Cited
US3982810A Cited
US4431263A Cited
US4536450A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-12-20 1992-06-20 1992-12-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-12-20 1996-06-20 1996-12-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-12-20 2000-06-20 2000-12-20 $7700.00 Window Closed / Lapsed

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