Novel phosphonate and phosphonic acid raft agents and monomers, along with methods of their manufacture and use
US-2016257771-A1 · Sep 8, 2016 · US
US10011674B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10011674-B2 |
| Application number | US-201615373943-A |
| Country | US |
| Kind code | B2 |
| Filing date | Dec 9, 2016 |
| Priority date | Dec 11, 2015 |
| Publication date | Jul 3, 2018 |
| Grant date | Jul 3, 2018 |
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Disclosed are polymerization initiators as may be utilized for addition of polymers to a substrate surface. The initiators are azo-based initiators that include multi-functionality through addition of multiple anchoring agents to an inner azo group. Disclosed polymerization initiators can be utilized to form high density and high molecular weight polymers on a surface such as a particulate surface. Formed materials can be beneficial in one embodiment in fracking applications, providing composite proppant/polymer materials that can prevent leakage of polymers from a subterranean geologic formation.
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What is claimed: 1. A polymerization initiator comprising the structure of: X 1 —R 1 -A 1 -N═N-A 2 -R 2 —X 2 in which A 1 and A 2 are the same as or different from one another and each comprise an attachment group, R 1 and R 2 are the same as or different from one another and each comprise a linkage group, X 1 and X 2 are first and second anchoring agents, respectively, wherein X 1 and X 2 are the same as or different from one another and each independently comprises a thiol group, a phosphonate group, or a halogen. 2. The polymerization initiator of claim 1 , wherein A 1 and A 2 have the general structure: in which R 3 and R 4 independently comprise H, CN, CH 3 , COOR 6 (R 6 ═H or alkyl), or C 2 H 6 ; and R 5 is an alkyl group. 3. The polymerization initiator of claim 1 , wherein R 1 and R 2 independently comprise a carbonyl-containing linkage, an amine-containing linkage, a thiol-containing linkage, a phosphonate linkage, an epoxy linkage, an alkene-containing linkage, or are a bond. 4. The polymerization initiator of claim 1 , wherein the first anchoring agent and/or the second anchoring agent comprises a thizoline group. 5. The polymerization initiator of claim 1 , wherein the first anchoring agent and/or the second anchoring agent comprises a succinimide group. 6. A substrate comprising a surface and the polymerization initiator of claim 1 bonded to the surface. 7. A polymerization initiator having the following structure: 8. A substrate comprising the polymerization initiator of claim 7 . 9. A polymerization initiator having the following structure: 10. A substrate comprising the polymerization initiator of claim 9 .
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