Material self-assembly method and selective adhesion method based on molecular recognition

Patent metadata

Field	Value
Publication number	US-9644119-B2
Application number	US-201514708926-A
Country	US
Kind code	B2
Filing date	May 11, 2015
Priority date	Sep 14, 2010
Publication date	May 9, 2017
Grant date	May 9, 2017

Abstract

The present invention provides a selective adhesion method and a self-assembly method for macroscale materials based on molecular recognition. One or more host bodies formed from a macromolecule having one or more host groups on the side chains, and one or more guest bodies formed from a macromolecule having one or more guest groups on the side chains are vibrated in a solvent to selectively form an assembly.

First claim

The invention claimed is:

1. A polymer that has one or more host groups and one or more guest groups on the side chains,
wherein the association constant between the one or more host groups and the one or more guest groups is 50 or more; and
wherein the combination of the one or more host groups and the one or more guest groups is at least one member selected from the following combinations (a) to (c):
(a) the one or more host groups are α-cyclodextrins, and
the one or more guest groups are at least one member selected from the group consisting of (1) C4-18 linear alkyl groups, (2) C4-18 linear alkyl groups having a hydroxyl group, (3) C4-18linear alkyl groups having a carboxyl group, (4) C4-18 linear alkyl groups having an amino group, (5) cyclic alkyl groups, (6) phenyl groups, (7) azobenzene groups, and (8) cinnamic acid groups;
(b) the one or more host groups are β-cyclodextrins, and
the one or more guest groups are at least one member selected from the group consisting of (1′) t-butyl groups, (2′) adamanthyl groups, (3′) aryl groups, (4′) aryl groups having a hydroxyl group, (5′) aryl groups having a carboxyl group, (6′) aryl groups having an amino group, (7′) ferrocenyl groups, (8′) azobenzene groups, and (9′) dansyl groups; and
(c) the one or more host groups are γ-cyclodextrins, and
the one or more guest groups are at least one member selected from the group consisting of (1″) alkyl groups having 18 or less carbon atoms, (2″) alkyl groups having a hydroxyl group and having 18 or less carbon atoms, (3″) alkyl groups having a carboxyl group and having 18 or less carbon atoms, (4″) alkyl groups having an amino group and having 18 or less carbon atoms, (5″) adamanthyl groups, (6″) groups having clusters of carbon atoms, (7″) dansyl groups having an aryl group, (8″) ferrocenyl groups, and (9″) anthracenyl groups.

2. A polymer according to claim 1 , which has repeating units represented by the following general formulae (2) and (3)

wherein CD represents α-cyclodextrin, β-cyclodextrin, or γ-cyclodextrin, and m is 1 to 200,000,

wherein A represents O or NH, R represents the guest group, and l is 1 to 200,000.

3. A polymer according to claim 2 , which further has repeating units represented by the following general formula (1):

wherein X represents a hydroxyl group, C(O)NH 2 , or C(O)OH, and n is 1 to 200,000, the repeating units being formed by polymerizing a monomer represented by the following general formula (4):

wherein X represents a hydroxyl group, C(O)NH 2 , or C(O)OH.

4. A gel comprising the polymer of claim 1 .

5. An assembly obtained by a method comprising a step of contacting a host body or a guest body with one or more gels of claim 4 .

6. A method for selective adhesion of one or more gels of claim 4 comprising a step of contacting a host body or a guest body with the one or more gels of claim 4 in an aqueous solvent.

7. A method for selective adhesion of the gel of claim 4 through contact in an aqueous solvent.

Assignees

• Univ Osaka

Inventors

• Harada Akira
• Kobayashi Ryosuke
• Yamaguchi Hiroyasu
• Hashidzume Akihito
• Takashima Yoshinori

Classifications

• C08F220/54

  Amides {, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide} · CPC title

• C08J3/075

  Macromolecular gels · CPC title

• C08L101/02

  characterised by the presence of specified groups {, e.g. terminal or pendant functional groups} · CPC title

• C08J2333/26

  Homopolymers or copolymers of acrylamide or methacrylamide · CPC title

• C09J105/16 Primary

  Cyclodextrin; Derivatives thereof · CPC title