Hexahydrotriazine, dithiazine, and thioether functionalized materials

Patent metadata

Field	Value
Publication number	US-2016102160-A1
Application number	US-201414510477-A
Country	US
Kind code	A1
Filing date	Oct 9, 2014
Priority date	Oct 9, 2014
Publication date	Apr 14, 2016
Grant date	—

Abstract

Synthetic schemes for preparation of polymers and polymer precursors having various functional groups is provided. These synthetic schemes are used to prepare polymeric, oligomeric, or monomeric materials incorporating 1,3,5-hexahydrotriazine moieties. These hexandortriazine moieties can be further reacted to form dithiazine and thioether moieties. In certain synthetic schemes, 1,3,5-hexahydrotriazine moieties are incorporated as crosslinker groups for providing crosslinked polymeric materials. Crosslinker groups formed with these triazine moieties provide chemically reversible crosslinks, which allow such otherwise intractable crosslinked polymeric materials to be recycled and/or reprocessed by removal/reversal of crosslinks.

First claim

1 .- 17 . (canceled)

18 . A polymer, comprising:
a first polymeric repeat unit with a first pendant group having a structure selected from:

wherein each R group includes at least one carbon atom and each starred (*) bond represents a point of attachment to the first polymeric repeat unit.

19 . The polymer of claim 18 having the formula:

where n represents a number of first polymeric repeat units in the polymer.

20 . The polymer of claim 18 , wherein the polymer is one of a substituted polystyrene, a polymethacrylate, a polycarbonate, and a poly(aryl ether).

21 . The polymer of claim 18 , wherein the first polymeric repeat unit has a backbone group including at least one of a styrene group, a methacrylate group, a bisphenol group, a phenylene group, or an ether linkage.

22 . A polymer, comprising:
a first polymeric repeat unit selected from:

and
a first pendant group having a structure selected from:

wherein
each starred (*) bond represents a point of attachment between the first polymeric repeat unit and the first pendant group, and
each R group includes at least one carbon atom.

23 . The polymer of claim 22 , wherein the first pendant group is one of

and
each R group on the first pendant group is different from the other R group on the first pendant group.

24 . The polymer of claim 22 , wherein the first pendant group is one of

and
each R group on the first pendant group is the same as the other R group on the first pendant group.

25 . The polymer of claim 22 , wherein the first pendant group is one of

and
wherein each R group on the first pendant group is an alkyl group.

26 . The polymer of claim 22 , wherein the first pendant group is one of

and
each R group on the first pendant group includes at least one group selected from an aryl group, a silane group, an alkyne group, an alkene group, an alcohol group, an epoxide group, an amine group, a cyanate group, a carboxylic group, an ester group, a phenolic group, and a succinimide group.

27 . The polymer of claim 22 , wherein the first pendant group is one of

and
at least one R group on the first pendant group is a crosslinking group linked to a pendant group on another first polymeric repeat unit.

28 . The polymer of claim 22 , wherein the first polymeric repeat unit is

29 . The polymer of claim 22 , wherein the first polymeric repeat unit is

30 . The polymer of claim 22 , wherein the first polymeric repeat unit is

31 . The polymer of claim 22 , wherein the first pendant group is

32 . The polymer of claim 22 , wherein the first pendant group is

33 . The polymer of claim 22 , wherein the first pendant group is.

34 . A polymer, comprising:

wherein
n represents a number of repeat units, and
each R group includes at least one carbon atom.

35 . The polymer of claim 34 , wherein each R group on a repeat unit is different from the other R group on the repeat unit.

36 . The polymer of claim 34 , wherein each R group is an alkyl group.

37 . The polymer of claim 34 , wherein each R group includes at least one group selected from an aryl group, a silane group, an alkyne group, an alkene group, an alcohol group, an epoxide group, an amine group, a cyanate group, a carboxylic group, an ester group, a phenolic group, and a succinimide group.

Assignees

• IBM

Inventors

• Boday Dylan J
• Garcia Jeannette M
• Hedrick James L
• Wojtecki Rudy J

Classifications

• C08F12/34

  Monomers containing two or more unsaturated aliphatic radicals · CPC title

• C08F8/28

  Condensation with aldehydes or ketones · CPC title

• Y02P20/582

  Recycling of unreacted starting or intermediate materials · CPC title

• C08G75/23

  Polyethersulfones · CPC title

• C08F8/34

  Introducing sulfur atoms or sulfur-containing groups · CPC title