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US 12,415,939 B2Granted
Nano-adhesive and surface primer compound and use thereof
AssigneeThe Regents of the University of California
InventorsKollbe B. Ahn, Herbert J. Waite
Life of this patent
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Abstract
A compound for self-assembly onto a mineral and/or metal oxides substrate, the compound comprising a catechol group attached to an end group through a spacer group. The compound include a structure of Formula (I):
Claims29
A compound, comprising:
- an end group attached to a spacer group, wherein
- the spacer group is -L3-Q-L2-M-L1;
- and
- the end group is E;
- wherein the spacer group is selected from the group consisting of alkyl, non-polar, zwitterionic, cationic, anionic, and non-charged polar moiety;
- wherein each of L2 and L1 is C1-C15 alkyl, or optionally substituted C2-C15 alkenyl;
- wherein L3, when present, is a bond, C1-C15 alkyl, or optionally substituted C2-C15 alkenyl;
- wherein M comprises a first anionic moiety or first cationic moiety and Q comprises a second anionic moiety or second cationic moiety;
- wherein E is selected from the group consisting of acrylate, methacrylate, epoxy, amine, substituted phenyl, unsubstituted phenyl, catechol, alkyl, alkylenyl, cationic, anionic, non-charged polar, and non-polar moiety;
- wherein the compound is capable of adhering to at least one of a bone surface, a tooth enamel surface, a silicon surface, a SiO2 surface, a glass surface, or a metal containing surface such that the spacer group is between the surface and the end group, and
- wherein the compound further comprises a catechol group attached to the end group through the spacer group.
8 more elements
A compound, comprising a catechol group attached to an end group E through a spacer group, wherein the catechol group, the end group E and spacer group satisfy Formula:
- wherein:
- each of L1 and L2 is C2-C6 alkyl;
- L3 is a bond or C2-C15 alkyl;
- E is selected from a group consisting of C4-C12 alkyl, phenyl, dihydroxyphenyl, catechol, and 3,5-di(trifluoromethyl)phenyl.
1 more element
A method of using a compound, comprising:
- obtaining a compound comprising a catechol group attached to an end group through a spacer group;
- providing a first surface comprising at least one of a first oxide containing surface or a metal containing surface;
- applying a first layer of the compound onto the first surface, wherein the compound self-assembles by attaching the catechol group onto the first surface;
- generating a first secondary surface layer with the end group of the compound;
- applying a second layer of the compound onto a second surface comprising at least one of an oxide containing surface or a metal containing surface thereby forming a second secondary surface layer with the end group of the compound;
- and
- affixing the second surface onto the first secondary surface layer.
4 more elements
A composition of matter useful as an adhesive, comprising:
- a first layer of compound on a first surface, the compound comprising a catechol group attached to an end group through a spacer group, wherein the catechol group is:
- wherein:
- the spacer group is -L3-Q-L2-M-L1;
- and
- the end group is E;
- wherein the spacer group is selected from the group consisting of alkyl, non-polar, zwitterionic, cationic, anionic, and non-charged polar moiety;
- wherein each of L2 and L1 is C1-C15 alkyl, or optionally substituted C2-C15 alkenyl;
- wherein L3, when present, is a bond, C1-C15 alkyl, or optionally substituted C2-C15 alkenyl;
- wherein M is optional and when present is —(CO2)—, NRR′, —RCOH or PO4,
- wherein Q is optional and when present is —(CO2)—, NRR′, —RCOH or PO4, wherein R is H or C1-C5 alkyl;
- wherein R′ is H or C1-C5 alkyl;
- and
- wherein:
- E is selected from the group consisting of acrylate, methacrylate, epoxy, amine, substituted phenyl, unsubstituted phenyl, and catechol;
- the first layer comprises a first secondary surface layer with the end group;
- a second layer of the compound is on the first secondary surface;
- and
- the end group of the first layer interacts with the end group of the second layer to affix the first layer to the second layer.
15 more elements
Dependencies are inferred from the claim text.