Block copolymer comprising catechol segment and inorganic nanoparticles coated by said block copolymer, as well as method for producing block copolymer comprising catechol segment and method for producing inorganic nanoparticles coated by said block copolymer

Patent metadata

Field	Value
Publication number	US-11015010-B2
Application number	US-201515121097-A
Country	US
Kind code	B2
Filing date	Feb 27, 2015
Priority date	Feb 28, 2014
Publication date	May 25, 2021
Grant date	May 25, 2021

Abstract

Provided is a block copolymer that makes it possible to produce inorganic nanoparticles that can be dispersed in an organic solvent, the inorganic nanoparticles being of uniform size and a reducing agent not having to be used.
A block copolymer including a catechol segment represented by formula (1).

First claim

The invention claimed is:

1. A block copolymer comprising a catechol segment, the block copolymer represented by formula (1),

wherein:
R 1 represents a linear, branched, or cyclic C 1-18 alkyl group, C 2-18 alkenyl group, monovalent aromatic C 6-18 hydrocarbon group, or monovalent heterocyclic group having a total of 3-18 carbon atoms and hetero atoms selected from N, S, O, Se, and Te, and hydrogens of the C 1-18 alkyl group, C 2-18 alkenyl group, monovalent aromatic C 6-18 hydrocarbon group, and monovalent heterocyclic group having a total of 3-18 atoms of R 1 may each be substituted by a carboxyl group, hydroxyl group, cyano group, or C 1-20 alkyl group;
Z represents a hydrogen atom, chlorine atom, carboxyl group, cyano group, C 1-20 alkyl group, monovalent aromatic C 6-20 hydrocarbon group, monovalent heterocyclic group having a total number of atoms of 3-20 carbon atoms and hetero atoms selected from N, S, O, Se, and Te, —OH, —SR 7 , —N(R 7 ) 2 , —OC(═O)R 7 , —C(═O)OR 7 , —C(═O)N(R 7 ) 2 , —P(═O)(OR 7 ) 2 , or —P(═O)(R 7 ) 2 , R 7 represents a C 1-20 alkyl group, monovalent aliphatic C 3-20 hydrocarbon group, monovalent aromatic C 6-20 hydrocarbon group, monovalent heterocyclic group having a total of 3-20 carbon atoms and hetero atoms, —OR′, —SR′, —N(R′) 2 , or monovalent group having a polymer chain, each R′ represents a C 1-18 alkyl group, C 2-18 alkenyl group, monovalent aromatic C 6-18 hydrocarbon group, or monovalent heterocyclic group having a total of 3-18 atoms of carbon atoms and hetero atoms selected from N, S, O, Se, and Te, and hydrogens of the C 1-20 alkyl group, monovalent aromatic C 6-20 hydrocarbon group, monovalent heterocyclic C 3-20 group, and carboxyl group of Z and R 7 may each be substituted by a carboxyl group, hydroxyl group, cyano group, or C 1-20 alkyl group;
n represents an integer of 3-1000, m represents an integer of 3-1000, and t represents an integer of 3-1000, but one of n and t need not be included;
R 2 represents a linear, branched, or cyclic C 1-20 alkyl group, C 6-20 aryl group, or C 7-20 aralkyl group;
X represents an amide or ester, but need not be included;
Y represents an amide or ester, but need not be included;
p represents an integer of 1-10, but need not be included;
R 8 represents H or R 3 , R 9 represents H or R 4 , R 3 and R 4 represent protecting groups, and the proportion of H of R 8 +R 9 is 60% or higher;
R 5 represents H or CH 3 ; and
R 6 represents H or CH 3 ;

and wherein:
the block copolymer represented by formula (1) has an ability to prevent aggregation of inorganic nanoparticles and enable dispersion of inorganic nanoparticles in an organic solvent.

2. The block copolymer of claim 1 , wherein R 8 and R 9 are H.

3. The block copolymer of claim 1 , wherein n, m, and t are m/(n+t)≤1.

4. A plurality of inorganic nanoparticles coated by the block copolymer of claim 1 .

5. A liquid composition of the inorganic nanoparticles of claim 4 dispersed in an organic solvent.

6. A film containing the inorganic nanoparticles of claim 4 .

7. The block copolymer of claim 2 , wherein n, m, and t are m/(n+t)≤1.

8. A plurality of inorganic nanoparticles coated by the block copolymer of claim 2 .

9. A plurality of inorganic nanoparticles coated by the block copolymer of claim 3 .

10. A plurality of inorganic nanoparticles coated by the block copolymer of claim 7 .

11. A liquid composition of the inorganic nanoparticles of claim 8 dispersed in an organic solvent.

12. A liquid composition of the inorganic nanoparticles of claim 9 dispersed in an organic solvent.

13. A liquid composition of the inorganic nanoparticles of claim 10 dispersed in an organic solvent.

14. A film containing the inorganic nanoparticles of claim 8 .

15. A film containing the inorganic nanoparticles of claim 9 .

16. A film containing the inorganic nanoparticles of claim 10 .

17. The block copolymer of claim 1 , wherein the protecting groups represented by R 3 and R 4 are always included.

18. The block copolymer of claim 3 , wherein n, m, and t are m/(n+t)≤0.4.

Assignees

• Japan Science & Tech Agency

Inventors

• Yabu Hiroshi
• Saito Yuta

Classifications

• B22F1/07

  Metallic powder characterised by particles having a nanoscale microstructure (nanosized particles B22F1/054) · CPC title

• C09C3/10

  Treatment with macromolecular organic compounds {(C09C3/006 takes precedence)} · CPC title

• C08L53/00

  Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers · CPC title

• C08F8/00

  Chemical modification by after-treatment (graft polymers, block polymers, crosslinking with unsaturated monomers or with polymers C08F251/00 - C08F299/00; of conjugated diene rubbers C08C) · CPC title

• C08F2/38

  Polymerisation using regulators, e.g. chain terminating agents {, e.g. telomerisation} · CPC title