# US 10,808,127 B2 · Color conversion with solid matrix films and green rhodamines

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- Number: US 10,808,127 B2
- Document ID: US10808127B2
- Status: Granted
- Kind: B2
- Application number: 15/841,347
- Filed: 2017-12-14
- Published: 2018-04-19
- Granted: 2020-10-20
- Earliest claimed: 2015-11-16
- Assignees: Moleculed Ltd.
- Applicants: Moleculed Ltd.
- Inventors: Evgenia Liel (Jeny) Kuks; Rony Schwarz; Eran Sella; Daniel Szwarcman
- Web page: https://patentgrep.com/patent/US10808127B2

## CPC

- C09B 11/24: Phthaleins containing amino groups {; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes}
- C09B 11/22: containing OH groups bound to an aryl nucleus {and their ethers and esters}
- C09B 69/103: {containing a diaryl- or triarylmethane dye}
- G03F 7/0007: {Filters, e.g. additive colour filters; Components for display devices}
- G03F 7/105: having substances, e.g. indicators, for forming visible images
- C09B: ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS}; MORDANTS; LAKES (fermentation or enzyme using processes to synthesise a desired chemical compound C12P)
- G03F: PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR; (phototypographic composing devices B41B; photosensitive materials or processes for photographic purposes G03C; electrophotography, sensitive layers or processes therefor G03G)

## Abstract

This invention is directed to photoluminescent compounds based on rhodamine dyes with green emission and uses thereof for photoluminescence based devices.

## Claims

### Claim 1

A fluorescent compound represented by the structure of formula (XI):
wherein
R101 each is independently H, Q101, OQ101, C(O)Q101, NQ101Q102, NO2, CN, SQ101, —NQ101Q102CONQ103Q104, NCO, NCS, —OC(O)OQ101 or halide;
R102 each is independently H, Q101, OQ101, C(O)Q101, NQ101Q102, NO2, CN, SQ101, —NQ101Q102CONQ103Q104, NCO, NCS, —OC(O)OQ101 or halide;
R103 each is independently H, Q101, OQ101, C(O)Q101, NQ101Q102, NO2, CN, SQ101, —NQ101Q102CONQ103Q104, NCO, NCS, —OC(O)OQ101 or halide;
R104 are R104′ are each independently selected from H, alkyl, haloalkyl, heterocycloalkyl, cycloalkyl, aryl and benzyl;
R108 and R108′ are each independently selected from H, haloalkyl, heterocycloalkyl, cycloalkyl, and benzyl;
R105 and R105′ are each independently selected from H, Z′, H, Z′, OQ101, C(O)Q101, COOQ101, CON(Q101)2, NQ101Q102, NO2, CN, SO3−, SO3M, SO3H, SQ101, —NQ101Q102CONQ103Q104, NCO, NCS, alkenyl, alkynyl, epoxide, alkylated epoxide, alkylated azide, azide and halide;
R106, R106′, R107 and R107′ are each independently selected from H, Q101, OQ101, C(O)Q101, COOQ101, CON(Q101)2, NQ101Q102, NO2, CN, SO3−, SO3M, SO3H, SQ101, —NQ101Q102CONQ103Q104, NCO, NCS, alkenyl, alkynyl, epoxide, alkylated epoxide, alkylated azide, azide and halide;
R104 and R105, R104′ and R105′, R104 and R108 or R104′ and R108′ may form together an N-heterocyclic ring wherein said ring is optionally substituted;
Q101 and Q102 are each independently selected from H, alkyl, haloalkyl, heterocycloalkyl, cycloalkyl, aryl, benzyl, —(CH2)pOC(O)NH(CH2)qSi(Oalkyl)3, —(CH2)pOC(O)CH═CH2, —(CH2)pOC(O)C(CH3)═CH2, —(CH2)pSi(Oalkyl)3, —(CH2)pOC(O)NH(CH2)qSi(halide)3, —(CH2)pSi(halide)3, —OC(O)N(H)Q104, —OC(S)N(H)Q104, —N(H)C(O)N(Q103)2 and —N(H)C(S)N(Q103)2;
Z101 is O or C(CH3)2;
Z′ is selected from alkyl, haloalkyl, heterocycloalkyl, cycloalkyl, aryl, benzyl, —(CH2)pOC(O)NH(CH2)qSi(Oalkyl)3, —(CH2)pOC(O)CH═CH2, —(CH2)POC(O)C(CH3)═CH2, —(CH2)pSi(Oalkyl)3, —(CH2)pOC(O)NH(CH2)qSi(halide)3, —(CH2)pSi(halide)3, OC(O)N(H)Q104, —OC(S)N(H)Q104, —N(H)C(O)N(Q103)2 and —N(H)C(S)N(Q103)2;
Q103 and Q104 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; and
X is an anion
wherein if Z101 is C(CH3)2 then R103 is each is independently selected from Q101, OQ101, C(O)Q101, NQ101Q102, NO2, CN, SQ101, —NQ101CONQ103Q104, NCO, NCS, —OC(O)OQ101 or halide.

### Claim 2 (depends on 1)

The fluorescent compound of claim 1, wherein said compound is represented by the structure of formula (XII):

### Claim 3 (depends on 1)

The fluorescent compound of claim 1, wherein said compound is represented by the structure of formula (XIII):

### Claim 4 (depends on 1)

The fluorescent compound of claim 1, wherein said compound is represented by the structure of formula (XIV):

### Claim 5 (depends on 1)

The fluorescent compound of claim 1, wherein said compound is represented by the structure of formula (XV):

### Claim 6 (depends on 1)

The fluorescent compound of claim 1, wherein said compound is represented by the structure of formula (XVI):

### Claim 7 (depends on 1)

The fluorescent compound of claim 1, wherein said compound is represented by the structure of formula:
