Granted Patent B2

US 12,428,574 · App. 17/603,123 · Granted Sep 30, 2025

Inventors: Tadashi Kishimoto (Sagamihara, JP); Yuki Hirayama (Tokyo, JP); Tomohisa Goto (Sagamihara, JP); Teruaki Suzuki (Sagamihara, JP)

Assignee: SAMSUNG ELECTRONICS CO., LTD.

C09D11/50C09D11/037C09D11/101C09D11/107C09D11/322C09K11/883B82Y20/00

Abstract

Claims (35)

1. A composition comprising:

i) at least one (meth)acrylate monomer represented by formula (I);

wherein

X 1 is

n is 0 or 1;

R 1 is a straight alkylene chain having 1 to 15 carbon atoms;

R 2 is a branched or cyclic alkyl, or an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which is unsubstituted or substituted by one or more radicals R a ;

R a is at each occurrence, identically or differently, H, D, or an alkyl group having 1 to 20 carbon atoms, cyclic alkyl or alkoxy group having 3 to 40 carbon atoms, an aromatic ring system having 5 to 60 carbon ring atoms, or a hetero aromatic ring system having 5 to 60 carbon atoms, wherein in each case one or more H atoms can each, independently, be optionally replaced by D, F, Cl, Br, or I, and wherein two or more adjacent substituents R a can also form a mono- or polycyclic, aliphatic, aromatic or heteroaromatic ring system with one another; and

R 3 is H or CH 3 ;

ii) a (meth)acrylate monomer represented by formula (II)

wherein

X 1 is

R 1 is a straight alkylene chain having 1 to 15 carbon atoms;

n is 0 or 1;

R 3 is H or CH 3 ; and

R 4 is a straight alkyl group having 1 to 25 carbon atoms; and

iii) at least one semiconducting light emitting nanoparticle comprising a first semiconducting nanoparticle and, optionally, one or more shell layers covering at least a part of the first semiconducting nanoparticle, wherein the total amount of the semiconducting light emitting nanoparticles is in the range from 10 wt. % to 90 wt. % based on the total amount of the composition.

2. The composition of claim 1 , wherein the ratio of (meth)acrylate monomer of formula (I) and (meth)acrylate monomer of formula (II) is in the range from 11:89 to 99:1.

3. The composition of claim 1 , wherein the boiling point (B.P.) of said (meth)acrylate monomer of formula (I) and/or formula (II) is 118° C. or more.

4. The composition of claim 1 , wherein the composition further comprises a (meth)acrylate monomer represented by formula (III);

wherein R 5 is hydrogen atom, a straight alkyl group having 1 to 25 carbon atoms or a (meth)acryl group represented by formula (IV)

R 6 is hydrogen atom, a straight alkyl group having 1 to 25 carbon atoms or a (meth)acryl group represented by formula (V)

and

R 7 is hydrogen atom, a straight alkyl group having 1 to 25 carbon atoms or a (meth)acryl group represented by formula (VI)

wherein R 3a , R 3b and R 3c are each, independently or dependently of each other, at each occurrence, H or CH 3 ;

wherein R 5 , R 6 and R 7 are each, independently, a hydrogen atom, a straight alkyl group having 1 to 25 carbon atoms, or a (meth)acryl group wherein at least one of R 5 , R 6 and R 7 is a (meth)acryl group.

5. The composition of claim 1 , wherein said at least one (meth)acrylate monomer of formula (I) has a viscosity of 25 cP or less at room temperature.

6. The composition of claim 1 , wherein said at least one (meth)acrylate monomer of formula (I) has a viscosity of from 2 to 20 cP at room temperature.

7. The composition of claim 1 , wherein R 2 is a cyclic alkyl which in each case is unsubstituted or substituted by one or more radicals R a , where one or more non-adjacent CH 2 groups can each be replaced by R a C=CR a , C=C, Si(R a ) 2 , Ge(R a ) 2 , Sn(R a ) 2 , C═O, C=S, C=Se, C=NR a , P(═O)(R a ), SO, SO2, NR a , OS, or CONR a and where one or more H atoms may can each optionally be replaced by D, F, Cl, Br, I, CN or NO 2 .

8. The composition of claim 1 , wherein the mixing ratio of the (meth)acrylate monomer of chemical formula (I) and the (meth)acrylate monomer of chemical formula (II) is in the range 20:80 to 90:10.

9. The composition of claim 1 , wherein the boiling point (B.P.) of said (meth)acrylate monomer of chemical formula (I) and/or chemical formula (II) is in the range from 118° C. to 350° C.

10. The composition of claim 1 , wherein R 4 of formula (II) is selected from *—(CH 2 ) 6 —CH 3 , *—(CH 2 ) 7 —CH 3 , *—(CH 2 ) 8 —CH 3 , *—(CH 2 ) 9 —CH 3 , *—(CH 2 ) 10 —CH 3 , *—(CH 2 ) 11 —CH 3 , and *—(CH 2 ) 12 —CH 3 , wherein “*” represents the connecting point to R in case n is 1, and it is representing the connecting point to oxygen atom of the formula (II) in case n is 0.

11. The composition of claim 1 , wherein the at least one (meth)acrylate monomer of formula (I) is lauryl methacrylate or lauryl acrylate.

12. The composition of claim 1 , wherein the total amount of the semiconducting light emitting nanoparticles is in the range from 10 wt. % to 70 wt. % based on the total amount of the composition.

13. The composition of claim 1 , wherein the total amount of the semiconducting light emitting nanoparticles is in the range from 30 wt. % to 50 wt. % based on the total amount of the composition.

Assignments (4)

Priority Claims (1)

Continuity (1)

References Cited (31)