IP Library Granted Patent US 10,465,110
Granted Patent B2
US 10,465,110 · App. 16/005,730 · Granted Nov 5, 2019

Rhodamine based salts

Inventors: Rony Schwarz (Kibbutz Ma'anit, IL); Evgenia Liel (Jeny) Kuks (Ramat Gan, IL); Eran Sella (Tel-Aviv, IL)
Assignee: Storedot Ltd.
C09K11/06G02F1/133617C09K2211/1048C09K2211/1088G02F1/133621
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Quick Facts
Patent No.
US 10,465,110
App. No.
16/005,730
Granted
Nov 5, 2019
Kind
B2
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.

Claims (19)

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:

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 6, 2020
From: STOREDOT LTD.
To: MOLECULED LTD.
Reel/Frame 051421/0486 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 4, 2018
From: SCHWARZ, RONY; KUKS, EVGENIA LIEL (JENY); SELLA, ERAN
To: STOREDOT LTD.
Reel/Frame 046774/0329 →
Continuity (11)
Continuation In Part 15691776 · Aug 31, 2017
Continuation In Part 15353015 · Nov 16, 2016
Continuation In Part 15252597 · Aug 31, 2016
Continuation In Part 15252492 · Aug 31, 2016
Continuation In Part 15252597 · Aug 31, 2016
Provisional Application 62630852 · Feb 15, 2018
Provisional Application 62590581 · Nov 26, 2017
Provisional Application 62255853 · Nov 16, 2015
Provisional Application 62255860 · Nov 16, 2015
Provisional Application 62255857 · Nov 16, 2015
Related Publication 20180291265A1 · Oct 11, 2018