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US4378302A Expired / Lapsed US ⏱️ 0.0 years remaining

Red perylene dichroic dye containing liquid crystal formulations

Assignee: Amespace Inc
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Filing: 1980-12-16
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Granted: 1983-03-29
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Expires: 2000-12-16
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Abstract

Abstract Liquid crystal compositions having guest perylene-based dichroic dyes dissolved therein. The perylene dichroic dyes have symmetrically-disposed substituents which are preferably a group forming with the 3,4 and 9, 10 carbons, respectively, a 5 or 6 membered cyclic ring which is substituted by, or fused to, a phenyl ring. The perylene-based dyes of the invention can be used alone or with other compatible dyes as guest dyes to form various colors for coloring the host liquid crystal compositions.

Inventors

  • 👤 Siegfried Aftergut
  • 👤 Herbert S. Cole, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 22:52
CPC Classifications
C; C09; C09B; C09B5/00; C09B5/62; C09B3/00; C09B3/78; C09K; C09K19/00; C09K19/52; C09K19/60

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 121 words
A dichroic liquid crystal composition comprising a host liquid crystal material and a dye composition having a solubility in said host liquid crystal material which is sufficient to produce a mixture having about 0.05% by weight to about 1% by weight, based on the weight of the liquid crystal host material, where said dye composition contains as an essential ingredient a red dichroic dye having the formula, ##STR18## where the R and R' groups each forms a 5 or 6 membered cyclic ring which is substituted by or fused to a phenyl ring or each forms a group ##STR19## with the 3, 4, or 9, 10 carbons of the perylene nucleus and where X is substituted or unsubstituted alkyl or aryl.
Claim 2
Dependent Claim 121 words
A dichroic liquid crystal composition comprising a host liquid crystal material and a dye composition having a solubility in said host liquid crystal material which is sufficient to produce a mixture having about 0.05% by weight to about 1% by weight, based on the weight of the liquid crystal host material, where said dye composition contains as an essential ingredient a red dichroic dye having the formula, ##STR18## where the R and R' groups each forms a 5 or 6 membered cyclic ring which is substituted by or fused to a phenyl ring or each forms a group ##STR19## with the 3, 4, or 9, 10 carbons of the perylene nucleus and where X is substituted or unsubstituted alkyl or aryl.
Claim 3
Dependent Claim 14 words
The liquid crystal composition of claim 1 wherein said red perylene dye is ##STR20##
Claim 4
Dependent Claim 12 words
The liquid crystal composition of claim 1 wherein X is substituted phenyl.
Claim 5
Dependent Claim 12 words
The liquid crystal composition of claim 3 wherein said dye is ##STR21##
Claim 6
Dependent Claim 12 words
The liquid crystal composition of claim 3 wherein said dye is ##STR22##
Claim 7
Dependent Claim 12 words
The liquid crystal composition of claim 3 wherein said dye is ##STR23##
Claim 8
Dependent Claim 42 words
The liquid crystal composition of claim 1 wherein said dichroic dye is a mixture of dichroic dyes of various colors in proper proportion to obtain a material which absorbs radiation in at least part of the spectral range of about 400-700 nm.
Claim 9
Dependent Claim 26 words
The liquid crystal composition of claim 7 in which said mixture of dichroic dyes absorbs radiation in all of said spectral range of about 400-700 nm.
Claim 10
Independent Claim 163 words
A method of improving the color of dichroic dyes for use in liquid crystal displays comprising the step of: adding to a host liquid crystal material, a dye composition which contains at least one dichroic dye in a proportion to absorb radiation in at least a part of the spectral range of about 400-700 nm, where said dye composition is sufficiently soluble in said host liquid crystal material to produce a display composition having about 0.05% by weight to about 1.0% by weight of the dye composition in the host liquid crystal material wherein at least one of the dichroic dyes is a red guest dye having the formula ##STR24## where the R and R' groups each forms a 5 or 6 membered cyclic ring which is substituted by or fused to a phenyl ring or each forms a group ##STR25## with the 3, 4 of 9, 10 carbons of the perylene nucleus and where X is substituted or unsubstituted alkyl or aryl.
Claim 11
Independent Claim 163 words
A method of improving the color of dichroic dyes for use in liquid crystal displays comprising the step of: adding to a host liquid crystal material, a dye composition which contains at least one dichroic dye in a proportion to absorb radiation in at least a part of the spectral range of about 400-700 nm, where said dye composition is sufficiently soluble in said host liquid crystal material to produce a display composition having about 0.05% by weight to about 1.0% by weight of the dye composition in the host liquid crystal material wherein at least one of the dichroic dyes is a red guest dye having the formula ##STR24## where the R and R' groups each forms a 5 or 6 membered cyclic ring which is substituted by or fused to a phenyl ring or each forms a group ##STR25## with the 3, 4 of 9, 10 carbons of the perylene nucleus and where X is substituted or unsubstituted alkyl or aryl.
Claim 12
Dependent Claim 12 words
The method of claim 9 wherein said red perylene dye is ##STR26##
Claim 13
Dependent Claim 10 words
The method of claim 9 wherein X is substituted phenyl.
Claim 14
Dependent Claim 10 words
The method of claim 9 wherein said dye is ##STR27##
Claim 15
Dependent Claim 10 words
The method of claim 9 wherein said dye is ##STR28##
Claim 16
Dependent Claim 10 words
The method of claim 9 wherein said dye is ##STR29##
Claim 17
Dependent Claim 25 words
The method of claim 9 wherein the dichroic dyes are present in proper proportion to realize a black display in the absence of applied voltage.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-03-28 1986-09-27 1987-03-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-03-28 1990-09-27 1991-03-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-03-28 1994-09-27 1995-03-29 $7700.00 Window Closed / Lapsed

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