Rhodamine based salts

Patent metadata

Field	Value
Publication number	US-10465110-B2
Application number	US-201816005730-A
Country	US
Kind code	B2
Filing date	Jun 12, 2018
Priority date	Nov 16, 2015
Publication date	Nov 5, 2019
Grant date	Nov 5, 2019

Abstract

Color conversion films for an LCD (liquid crystal display) having RGB (red, green, blue) color filters, as well as such displays, formulations, precursors and methods are provided, which improve display performances with respect to color gamut, energy efficiency, materials and costs. The color conversion films absorb backlight illumination and convert the energy to green and/or red emission at high efficiency, specified wavelength ranges and narrow emission peaks. The color conversion films may comprise at least one of: polydimethylsiloxane hydroxy terminated, dendritic polyol or polyvinylpyrrolidone.

First claim

The invention claimed is:

1. A photoluminescent compound, represented by the structure of formula (XIX):

wherein
R 101 each is independently H, Q 101 , OQ 101 , C(O)Q 101 , NQ 101 Q 102 , NO 2 , CN, SQ 101 , —NQ 101 Q 102 CONQ 103 Q 104 , NCO, NCS, —OC(O)OQ 101 or halide;
R 102 each is independently H, Q 101 , OQ 101 , C(O)Q 101 , NQ 101 Q 102 , NO 2 , CN, SQ 101 , —NQ 101 Q 102 CONQ 103 Q 104 , NCO, NCS, —OC(O)OQ 101 or halide;
R 103 each is independently H, Q 101 , OQ 101 , C(O)Q 101 , NQ 101 Q 102 , NO 2 , CN, SQ 101 , —NQ 101 Q 102 CONQ 103 Q 104 , NCO, NCS, —OC(O)OQ 101 or halide;
R 104 , R 104′ are each haloalkyl;
R 108 and R 108′ are each independently selected from H, alkyl, haloalkyl, heterocycloalkyl, cycloalkyl, aryl and benzyl;
R 105 and R 105′ are each independently selected from H, Z′, OQ 101 , C(O)Q 101 , COOQ 101 , CON(Q 101 ) 2 , NQ 101 Q 102 , NO 2 , CN, SO 3 − , SO 3 M, SO 3 H, SQ 101 , —NQ 101 Q 102 CONQ 103 Q 104 , NCO, NCS, alkenyl, alkynyl, epoxide, alkylated epoxide, alkylated azide, azide and halide;
R 106 , R 106′ , R 107 and R 107′ are each independently selected from H, Q 101 , OQ 101 , C(O)Q 101 , COOQ 101 , CON(Q 101 ) 2 , NQ 101 Q 102 , NO 2 , CN, SO 3 − , SO 3 M, SO 3 H, SQ 101 , —NQ 101 Q 102 CONQ 103 Q 104 , NCO, NCS, alkenyl, alkynyl, epoxide, alkylated epoxide, alkylated azide, azide and halide;
R 104 and R 105 , R 104′ and R 105′ , R 104 and R 108 or R 104′ and R 108′ may form together an N-heterocyclic ring wherein said ring is optionally substituted;
Z 101 is O;
Q 101 and Q 102 are each independently selected from H, alkyl, haloalkyl, heterocycloalkyl, cycloalkyl, aryl, benzyl, —(CH 2 ) p OC(O)NH(CH 2 ) q Si(Oalkyl) 3 , —(CH 2 ) p OC(O)CH═CH 2 , —(CH 2 ) p OC(O)C(CH 3 )═CH 2 , —(CH 2 ) p Si(Oalkyl) 3 , —(CH 2 ) p OC(O)NH(CH 2 ) q Si(halide) 3 , —(CH 2 ) p Si(halide) 3 , —OC(O)N(H)Q 104 , —OC(S)N(H)Q 104 , —N(H)C(O)N(Q 103 ) 2 and —N(H)C(S)N(Q 103 ) 2 ;
Z′ is selected from alkyl, haloalkyl, heterocycloalkyl, cycloalkyl, aryl, benzyl, —(CH 2 ) p OC(O)NH(CH 2 ) q Si(Oalkyl) 3 , —(CH 2 ) p OC(O)CH═CH 2 , —(CH 2 ) p OC(O)C(CH 3 )═CH 2 ,—(CH 2 ) p Si(Oalkyl) 3 , —(CH 2 ) p OC(O)NH(CH 2 ) q Si(halide) 3 , —(CH 2 ) p Si(halide) 3 , —OC(O)N(H)Q 104 , —OC(S)N(H)Q 104 , —N(H)C(O)N(Q 103 ) 2 and —N(H)C(S)N(Q 103 ) 2 ;
Q 103 and Q 104 are each independently selected from H, alkyl, haloalkyl, heterocycloalkyl, cycloalkyl, aryl and benzyl;
M is a monovalent cation;
n, m and l are independently an integer between 1-5;
p and q are independently an integer between 1-6;
X − is an anion selected from: sulfate, chloride, bromide, iodide, perchlorate, nitrate, trifluoroacetate, hydroxide, hydrosulfide, sulfide, nitrite, carboxylate, dicarboxylate, sulfonate, tetrafluoroborate, hexafluorophosphate, hexafluoroarsenate ([AsF 6 ] − ), hexafluoroantimonate ([SbF 6 ] − ), hypophosphite, phosphate, phosphite, cyanate, cyanide, isocyanate, thiocyanate, tetracyanoborate ([B(CN) 4 ] − ), tricyanomethanide ([(NC) 3 C] − ), dicyanamide ([(NC) 2 N] − ), triarylmethanide ([(Aryl) 3 C] − ), tetralkylborate, tetraarylborate, chromate and sulfonylimide.

2. The photoluminescent compound of claim 1 represented by the structure of formula JK71 or RS285:

Assignees

• Storedot Ltd

Inventors

• Schwarz Rony
• KUKS Evgenia Liel (Jeny)
• Sella Eran

Classifications

• G02F1/133617

  Illumination with ultraviolet light; Luminescent elements or materials associated to the cell · CPC title

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• G02F1/133621

  providing coloured light (G02F1/133617, G02F1/133533 take precedence) · CPC title

• C09K2211/1048

  with oxygen · CPC title