Traitement en cours

Veuillez attendre...

Paramétrages

Paramétrages

Aller à Demande

1. WO2020117517 - POLYMÈRES THERMIQUEMENT CLIVABLES CONTENANT DU CYCLOBUTANE

Note: Texte fondé sur des processus automatiques de reconnaissance optique de caractères. Seule la version PDF a une valeur juridique

[ EN ]

CLAIMS:

1. A method of making a polymer comprising:

a. polymerizing cyclobutane diacid (CBDA) monomers with a linker through a condensation reaction; and

b. forming a thermally cleavable polymer having a plurality of CBDA

monomers linked with a linker.

2. The method of claim 1, wherein the CBDA monomer is (1a,2a,3b,4b)-2,4-diphenylcyclobutane-1,3-dicarboxylic acid (CBDA-1) or rel-(1R,2S,3R,4S)-3,4-diphenylcyclobutane-1,2-dicarboxylic acid (CBDA-4).

3. The method of claim 1, further comprising preparing CBDA monomers from trans-cinnamic acid before step a.

4. The method of claim 3, wherein preparing CBDA monomers comprises:

a. melting trans-cinnamic acid;

b. dissolving trans-cinnamic acid in an organic solvent to create a trans- cinnamic acid solution;

c. creating a slurry from the trans-cinnamic acid solution; and

d. photodimerizaing the slurry to create CBDA-4 monomers.

5. The method of claim 4, wherein creating a slurry comprises adding the trans-cinnamic acid solution to a poor solvent below 15 degrees Celsius.

6. The method of claim 5, wherein the poor solvent is selected from the group consisting of water, methanol, and ethanol.

7. The method of claim 3, wherein preparing CBDA monomers comprises photodimerization in the solid-state from trans-cinnamic acid to form CBDA-1.

8. The method of claim 1, wherein the linker comprises:

a non-reactive R group residing in the center of the linker; and

two or more X groups configured to react with CBDA-4, the two or more X- groups each attached to the R group.

9. The method of claim 8, wherein the non-reactive R group is selected from the group consisting of aliphatic chains, aliphatic heterochains, branched aliphatic chains, branched aliphatic heterochains, substituted aliphatic rings, unsubstituted aliphatic rings, substituted aromatic rings, unsubstituted aromatic rings, substituted heterocyclic rings, unsubstituted heterocyclic rings, and combinations thereof.

10. The method of claim 8, wherein the two or more X groups are selected from the group consisting of nitrogen-containing functional groups, oxygen-containing functional

groups, halogens, carbon containing functional groups, sulfur-containing functional groups, boron-containing functional groups, phosphorus-containing functional groups, metals, metal cations, and combinations thereof.

11. The method of claim 1, wherein polymerizing CBDA monomers comprises:

a. mixing CBDA into an organic solvent to create a CBDA solution;

b. mixing the linker into an organic solvent to create a linker solution; c. combining the CBDA solution with the linker solution to create a mixed solution;

d. adding a condensation catalyst to the mixed solution from step c to

promote polymerization; and

e. precipitating a polymer.

12. The method of claim 1, wherein polymerization can be carried out under solvent-free conditions.

13. A method of degrading a polymer, comprising:

heating the polymer to invoke degradation of cylcobutane rings and produce an intermediate compound; and

hydrolyzing the intermediate compound to produce trans- cinnamic acid.

14. The method of claim 13, wherein heating the polymer is done between 120 and 500 degrees Celsius.

15. The method of claim 13, wherein hydrolyzing the intermediate compound comprises mixing the intermediate with a catalyst.

16. The method of claim 15, wherein the catalyst is an acid or base selected from the group consisting of potassium hydroxide, sodium hydroxide, sodium hydrochloride, and sulfuric acid.

17. A thermally cleavable polymer comprising:

a plurality of CBDA monomers; and

a plurality of linking groups polymerizing the CBDA monomers.

18. The polymer of claim 17, wherein each of the plurality of linking groups has a general formula of RX2, RX3, or RX4.

19. A polymer made by the method of claim 1.