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US5527385A Expired / Lapsed US ⏱️ 0.0 years remaining

Thermochromic composition

Assignee: Sakura Color Products Corp
•
Filing: 1993-08-03
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Granted: 1996-06-18
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Expires: 2013-08-03
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Abstract

Abstract A thermochromic composition which comprises (1) an electron-donating chromogenic organic compound, (2) an electron-accepting compound, (3) at least one desensitizer selected from among hydrazide compounds, and (4) a thermochromic transition temperature modifier.

Inventors

  • 👤 Masaaki Sumii
  • 👤 Fumiko Sakai
  • 👤 Yasuyuki Yoshimura

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 04:06
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/50; B; B41; B41M; B41M5/00; B41M5/26; B41M5/30; B41M5/305; C09D13/00

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 67 words
A thermochromic composition with reversible thermochromism which comprises: (1) an electron-donating chromogenic organic compound, (2) an electron-accepting compound, (3) at least one desensitizer selected from among hydrazide compounds, and (4) a thermochromic transition temperature modifier, wherein the electron-accepting compound is used in 1 to 20 parts by weight when the total amount of the desensitizer plus thermochromic transition temperature modifier is taken as 100 parts by weight.
Claim 2
Dependent Claim 67 words
A thermochromic composition with reversible thermochromism which comprises: (1) an electron-donating chromogenic organic compound, (2) an electron-accepting compound, (3) at least one desensitizer selected from among hydrazide compounds, and (4) a thermochromic transition temperature modifier, wherein the electron-accepting compound is used in 1 to 20 parts by weight when the total amount of the desensitizer plus thermochromic transition temperature modifier is taken as 100 parts by weight.
Claim 3
Dependent Claim 26 words
A thermochromic composition as claimed in claim 1, wherein said desensitizer is a hydrazide compound having a molecular weight within the range of 84 to 900.
Claim 4
Dependent Claim 28 words
A thermochromic composition as claimed in claim 1, wherein said desensitizer is a hydrazide compound having a melting point within the range of -50° C. to 300° C.
Claim 5
Dependent Claim 240 words
A thermochromic composition as claimed in claim 1, wherein said desensitizer comprises at least one hydrazide compound selected from the group consisting of compounds of the formula ##STR9## wherein R 1 is a saturated alkyl group containing 1 to 26 carbon atoms, an unsaturated alkyl group containing 2 to 26 carbon atoms, a group of the formula ##STR10## (in which X is H, OH, NO 2 , NH 2 or NHNH 2 ) or H, and R 2 and R 3 each independently is H, an alkyl group containing 1 to 26 carbon atoms or a phenyl group, compounds of the formula ##STR11## wherein R is an alkylene group containing 2 to 12 carbon atoms or a phenylene group, compounds of the formula ##STR12## wherein R is a phenylene group, aminophenylene group or alkylene group, compounds of the formula ##STR13## wherein R 1 is a saturated alkylene group containing 2 to 12 carbon atoms or a phenylene group, and R 2 and R 3 each independently is H or an alkyl group or phenyl group, compounds of the formula ##STR14## wherein A is O or S, and R 1 and R 2 each independently is H or an alkyl group or phenyl group, compounds of the formula ##STR15## wherein R 1 and R 2 each independently is an alkyl group containing 1 to 26 carbon atoms, and compounds of the formula ##STR16## wherein R is H or CH 3 .
Claim 6
Dependent Claim 52 words
A thermochromic composition as claimed in claim 1, wherein said desensitizer comprises at least one hydrazide compound selected from the group consisting of acetohydrazide, butyrohydrazide, caprylohydrazide, caprohydrazide, laurohydrazide, myristohydrazide, palmitohydrazide, stearohydrazide, behenohydrazide, oleohydrazide, benzohydrazide, salicylohydrazide, p-nitrobenzohydrazide, 4-aminobenzohydrazide, isonicotinohydrazide, 4-hydroxybenzohydrazide, α-phenylstearohydrazide, α,α-methylphenylstearohydrazide, adipodihydrazide, sebacodihydrazide, isophthalodihydrazide, phthalohydrazide, 3-aminophthalohydrazide, 2,2-dimethylsuccinohydrazide, thiocarbohydrazide, diphenylcarbazide, 1,2-diacetohydrazide and p-toluenesulfonohydrazide.
Claim 7
Dependent Claim 47 words
A thermochromic composition as claimed in claim 1, wherein said thermochromic transition temperature modifier comprises at least one compound selected from the group consisting of alcohols, esters, ketones, ethers, acid amides, fatty acids, aromatic hydrocarbons, thiols, sulfides, disulfides, sulfoxides, sulfones, azomethines, and fatty acid primary amine salts.
Claim 8
Dependent Claim 114 words
A thermochromic composition as claimed in claim 1, wherein said thermochromic transition temperature modifier comprises at least one compound selected from the group consisting of n-cetyl alcohol, n-octyl alcohol, cyclohexanol, hexylene glycol, ethyl myristate, stearyl laurate, dioctyl phthalate, methyl hexyl ketone, benzophenone, stearone, butyl ether, diphenyl ether, distearyl ether, oleamide, stearamide, N-octyllauramide, caproanilide, lauric acid, stearic acid, 2-hydroxymyristic acid, isopropylbenzene, dodecylbenzene, biphenyl, trimethylbiphenyl, diphenylethane, dibenzyltoluene, propylnaphthalene, butyltetralin, n-decylmercaptan, n-myristylmercaptan, n-stearylmercaptan, isocetylmercaptan, dodecylbenzylmercaptan, di-n-octyl sulfide, di-n-decyl sulfide, diphenyl sulfide, diethylphenyl sulfide, dilauryl thiodipropionate, di-n-octyl disulfide, di-n-decyl disulfide, diphenyl disulfide, dinaphthyl disulfide, diethyl sulfoxide, tetramethylene sulfoxide, diphenyl sulfoxide, diethyl sulfone, dibutyl sulfone, diphenyl sulfone, dibenzyl sulfone, benzylidenelaurylamine, p-methoxybenzylidenelaurylamine, benzylidene-p-anisidine, stearylamine oleate, myristylamine stearate, and stearylamine behenate.
Claim 9
Dependent Claim 35 words
A thermochromic composition as claimed in claim 1, wherein said electron-donating chromogenic organic compound comprises at least one compound selected from the group consisting of diarylphthalides, polyarylcarbinols, leucoauramines, rhodamine B lactams, indolines, spiropyrans, and fluorans.
Claim 10
Dependent Claim 65 words
A thermochromic composition as claimed in claim 1, wherein said electron-donating chromogenic organic compound comprises at least one compound selected from the group consisting of crystal violet lactone, malachite green lactone, 3-(4-diethylaminophenyl)-3-(1-ethyl-2-methylindol-3-yl)phthalide, Michler's hydrol, crystal violet carbinol, malachite green carbinol, N-(2,3-dichlorophenyl)leucoauramine, N-benzoylauramine, N-acetylauramine, N-phenylauramine, rhodamine B lactam, 2-(phenyliminoethylidene) 3,3-dimethylindoline, N-3,3-trimethylindolinobenzospiropyran, 8-methoxy-N-3,3-trimethylindolinobenzospiropyran, 3-diethylamino-6-methyl-7-chlorofluoran, 3-diethylamino-7-methoxyfluoran, 3-diethylamino-6-benzyloxyfluoran, 3-amino-5-methylfluoran, 2-methyl-3-amino-6,7-dimethylfluoran, 2-bromo-6-cyclohexylaminofluoran, 2-(o-chlorophenylamino)-6-dibutylaminofluoran, 1,3-dimethyl-6-diethylaminofluoran, 3,6-diphenylaminofluoran, 9-(diethylamino)-spiro(12H-benzoxanthene-12,1'(3'H)-isobenzofluoran)-3'-one, 2-(N-phenyl-N-methylamino)-6-(N-ethyl-N-phenylamino)fluoran, 3-diethylamino-6-methyl-7-chlorofluoran, and 3-diethylaminobenzo(a)-fluoran.
Claim 11
Dependent Claim 61 words
A thermochromic composition as claimed in claim 1, wherein said electron-accepting compound comprises at least one compound selected from the group consisting of phenols, phenol resins, metal phenolates, aromatic carboxylic acids, aliphatic carboxylic acids containing 2 to 5 carbon atoms, metal salts of carboxylic acids, acid phosphoric esters, metal salts of acid phosphoric esters, triazole compounds, thiourea derivatives, halohydrins, and benzothiazoles.
Claim 12
Dependent Claim 84 words
A thermochromic composition as claimed in claim 1, wherein said electron-accepting compound comprises at least one compound selected from the group consisting of bisphenol A, p-phenylphenol, dodecylphenol, o-bromophenol, ethyl p-hydroxybenzoate, methyl gallate, phenol resins, sodium phenolate, potassium phenolate, lithium phenolate, calcium phenolate, zinc phenolate, aluminum phenolate, magnesium phenolate, nickel phenolate, cobalt phenolate, tin phenolate, copper phenolate, iron phenolate, titanium phenolate, lead phenolate, molybdenum phenolate, phthalic acid, benzoic acid, acetic acid, propionic acid, sodium oleate, zinc salicylate, nickel benzoate, 1,2,3-triazole, 1,2,3-benzotriazole, thiourea, diphenylthiourea, and di-o-toluoylthiourea.
Claim 13
Dependent Claim 16 words
A microencapsulated thermochromic composition which comprises the thermochromic composition of claim 1 enclosed within a microcapsule.

References Cited (Backward Citations)

US3560229A Cited
US4022624A Cited
JPS56155791A Cited
US4425161A Cited
US4865648A Cited
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US5250108A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1999-06-18 1999-12-18 2000-06-18 $2000.00 Window Closed / Lapsed
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