Soluble, processable polyhemiaminals and polyhexahydrotriazines
US-9512332-B2 · Dec 6, 2016 · US
US2016108281A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2016108281-A1 |
| Application number | US-201414516139-A |
| Country | US |
| Kind code | A1 |
| Filing date | Oct 16, 2014 |
| Priority date | Oct 16, 2014 |
| Publication date | Apr 21, 2016 |
| Grant date | — |
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A coating for an article may be made by applying a powder of a polyhemiaminal (PHA) polymer material to the article in a particulate form and then converting the PHA polymer material to a polyhexahydrotriazine (PHT) polymer material and fusing the particles into a monolithic coating by applying heat to the particles. The method generally includes forming a dilute reaction mixture comprising a formaldehyde reactant, a solvent, a primary aromatic diamine, and heating the reaction mixture to a temperature of between about 20° C. and about 120° C. for a short time to form a polymer. A particulate solid is precipitated by adding an excess volume of a non-solvent to the mixture. The powder may be applied to an article and then heated to fuse the powder into a coating and convert the PHA to PHT.
Opening claim text (preview).
1 . A powder coating comprising a polyhexahydrotriazine. 2 . The powder coating of claim 1 , wherein the polyhexahydrotriazine is a material having a plurality of hexahydrotriazine groups with the general structure wherein at least one starred bond of each hexahydrotriazine unit is covalently linked to a divalent linking group, and each divalent linking group is covalently linked to two hexahydrotriazine units. 3 . The powder coating of claim 2 , wherein each divalent linking group has the structure wherein L′ is a divalent linking group selected from the group consisting of *—O—*, *—S—*, *—N(R′)—*, *—N(H)—*, *—R″—*, and combinations thereof, wherein R′ and R″ independently comprise at least 1 carbon, and each starred bond of each divalent linking group is covalently bonded to a respective starred bond of a hexahydrotriazine unit. 4 . The powder coating of claim 3 , wherein the polyhexahydrotriazine further comprises a plurality of monovalent groups, wherein each monovalent group is covalently linked to a hexahydrotriazine group. 5 - 19 . (canceled) 20 . An article comprising the powder coating of claim 3 .
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