Hyperbranched boric acid modified phthalonitrile monomer as well as preparation method and use thereof
US-2024327579-A1 · Oct 3, 2024 · US
US12065546B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12065546-B2 |
| Application number | US-202117211255-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 24, 2021 |
| Priority date | Aug 28, 2018 |
| Publication date | Aug 20, 2024 |
| Grant date | Aug 20, 2024 |
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Boronic acid monomers, methods of making boronic acid monomer, and the like, are provided. Embodiments of the present disclosure are advantageous in that the boronic acid monomers are water soluble at a neutral pH, which is uncommon for boronic acids. As a result, the boronic acid monomers can be used in aqueous polymerization reactions with other hydrophilic monomers to yield polymers including boronic acids and esters.
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We claim: 1. A method of making a monomer, comprising: wherein Q is NH 2 or NH(alkyl), wherein Z is a polymerizable group, wherein the polymerizable group is selected from: N-carboxyanhydride group, a N-thiocarboxyanhydride group, an alkenyl group, a norbornene group, or an oxynorbornene group. 2. The method of claim 1 , wherein the polymerizable group is selected from: N-carboxyanhydride group, a N-thiocarboxyanhydride group, a norbornene group, or an oxynorbornene group. 3. The method of claim 1 , wherein the polymerizable compound is selected from: N-carboxyanhydride compound, a N-thiocarboxyanhydride compound, a norbornene compound, or an oxynorbornene compound. 4. The method of claim 2 , wherein Q is NH 2 . 5. The method of claim 1 , wherein Q is NH(alkyl), wherein alkyl is C1 to C6 alkyl group. 6. The method of claim 5 , wherein the alkyl is a methyl group. 7. A method of making a monomer, comprising: wherein R is H or an alkyl group, wherein X is O, NH, or N(alkyl), wherein Q is NH 2 or NH(alkyl), and n is 1 to 4. 8. The method of claim 7 , wherein R is H. 9. The method of claim 7 , wherein X is O. 10. The method of claim 7 , wherein X is NH. 11. The method of claim 7 , wherein X is N(alkyl), wherein alkyl is C1 to C6 alkyl group. 12. The method of claim 7 , wherein Q is NH 2 , wherein X is O. 13. The method of claim 7 , wherein Q is NH 2 , wherein X is NH. 14. The method of claim 7 , wherein Q is NH(alkyl), wherein alkyl is C1 to C6 alkyl group. 15. The method of claim 1 , wherein the polymerizable group is N-carboxyanhydride group. 16. The method of claim 1 , wherein the polymerizable group is a N-thiocarboxyanhydride group. 17. The method of claim 1 , wherein the polymerizable group is a norbornene group, or an oxynorbornene group. 18. The method of claim 1 , wherein the polymerizable group is an oxynorbornene group. 19. A method of making a monomer, comprising: wherein Q is NH 2 or NH(alkyl), wherein Z is a polymerizable group, wherein the polymerizable group is a styrenic group.
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