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US 11,377,562 B2Granted
Squaraine dyes and applications thereof
AssigneeCouncil of Scientific and Industrial Research
InventorsJayaraj Nithyanandhan, Ananthan Alagumalai, Munavvar Fairoos, Punitharasu Vellimalai
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Abstract
The present invention disclosed a squaraine dye of formula (I) and process for the preparation thereof. Further, the present invention disclosed to an electronic device comprising dye of formula (I).
Claims20
A squaraine dye of formula (I):
- wherein,
- R1 is selected from the group consisting of methyl, straight or branched chain —C5 to C20 alkyl, —C1 to C20 alkoxy, aryl, arylalkyl, fused aryl polyethylene glycol units, triethyleneglycol monomethylether, tetraethylene glycol monomethylether, halides, cyano, and trifluoromethyl;
- R2 is selected from the group consisting of straight or branched chain —C1 to C20 alkyl, —C1 to C20 alkoxy, aryl, arylalkyl, fused aryl polyethylene glycol units, triethyleneglycol monomethylether, tetraethylene glycol monomethylether, halides, cyano, and trifluoromethyl;
- R3-R13 are same or different and are selected from the group consisting of hydrogen, straight or branched chain —C2 to C20 alkyl, —C1 to C20 alkoxy, aryl, arylalkyl, fused aryl polyethylene glycol units, triethyleneglycol monomethylether, tetraethylene glycol monomethylether, C1 to C10 perfluoroalkyl chains, cyano, and trifluoromethyl;
- or each of R3-R6 independently is methyl;
- X is selected from the group consisting of —COOH and
- and
- R14 and R15 are same or different and are selected from the group consisting of straight or branched chain —C1 to C20 alkyl, and —C1 to C20 alkoxy;
- provided that at least one of R1-R6 is straight or branched chain —C2 to C20 alkyl;
- and
- provided when R2 is C6 alkyl, R1 is methyl or C6 alkyl.
8 more elements
A squaraine dye, wherein said squaraine dye is
- 5-Carboxy-2-[[3-[(1,3-dihydro-3,3-dimethyl-1-hexyl-2H-indol-2-ylidene)methyl]-2-hydroxy-4-oxo-2-cyclobuten-1-ylidene]methyl]-1,3,3-trimethyl-3H-indolium (SQ2),
- 5-Carboxy-2-[[3-[(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)methyl]-2-hydroxy-4-oxo-2-cyclobuten-1-ylidene]methyl]-3,3-dimethyl-1-hexyl-3H-indolium (SQ3),
- 5-Carboxy-2-[[3-[(1,3-dihydro-3,3-dimethyl-1-hexyl-2H-indol-2-ylidene)methyl]-2-hydroxy-4-oxo-2-cyclobuten-1-ylidene]methyl]-3,3-dimethyl-1-hexyl-3H-indolium (SQ4),
- 5-Carboxy-2-[[3-[(1,3-dihydro-1-hexyl-3-decyl-3-octyl-2H-indol-2-ylidene)methyl]-2-hydroxy-4-oxo-2-cyclobuten-1-ylidene]methyl]-1,3,3-trimethyl-3H-indolium (SQ5),
- 5-Carboxy-2-[[3-[(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)methyl]-2-hydroxy-4-oxo-2-cyclobuten-1-ylidene]methyl]-1-hexyl-3-decyl-3-octyl-3H-indolium (SQ6),
- 5-Carboxy-2-[[3-[(1,3-dihydro-1-hexyl-3-decyl-3-octyl-2H-indol-2-ylidene)methyl]-2-hydroxy-4-oxo-2-cyclobuten-1-ylidene]methyl]-1-hexyl-3-decyl-3-octyl-3H-indolium (SQ7),
- 4-((5-(6-(2-Carboxy-2-cyanovinyl)-4,8-dimethoxybenzo[1,2-b:4,5-b′]dithiophen-2-yl)-1-hexyl-3,3-dimethyl-3H-indol-1-ium-2-yl)methylene)-2-((1-hexyl-3,3-dimethylindolin-2-ylidene)methyl)-3-oxocyclobut-1-en-1-olate (RSQ1), or
- 4-((5-(6-(2-carboxy-2-cyanovinyl)-4,8-bis((2-ethylhexyl)oxy)benzo[1,2-b:4,5-b′]dithiophen-2-yl)-1-hexyl-3,3-dimethyl-3H-indol-1-ium-2-yl)methylene)-2-((1-hexyl-3,3-dimethylindolin-2-ylidene)methyl)-3-oxocyclobut-1-en-1-olate 20d (RSQ2).
5 more elements
Dependencies are inferred from the claim text.