Methods for synthesizing stabilized polymers of chlorotrifluoroethylene and products manufactured using such polymers

Patent metadata

Field	Value
Publication number	US-9862811-B2
Application number	US-201514804660-A
Country	US
Kind code	B2
Filing date	Jul 21, 2015
Priority date	Sep 4, 2014
Publication date	Jan 9, 2018
Grant date	Jan 9, 2018

Abstract

Methods for synthesizing stabilized polymers of chlorotrifluoroethylene and products manufactured using such polymers are disclosed herein. In one exemplary embodiment, a method for synthesizing chlorotrifluoroethylene (CTFE)-based polymers includes reacting, in the presence of an initiator and in a reaction medium at a pH of about 1.5 to about 2.5, one or more monomers comprising CTFE and after an amount of polymerization reaction time has passed, adding a neutralizing agent to the reaction medium to increase the pH of the reaction medium to within a range of about 1.8 to about 6.0.

First claim

What is claimed is:

1. A method for synthesizing chlorotrifluoroethylene (CTFE)-based polymers comprising:
reacting, in the presence of an initiator and in a reaction medium at a pH of about 1.5 to about 2.5, one or more monomers comprising CTFE; and
after an amount of polymerization reaction time has passed, adding a neutralizing agent to the reaction medium to increase the pH of the reaction medium to within a range of about 1.8 to about 6.0.

2. The method of claim 1 , wherein adding the neutralizing agent comprises adding an aqueous base or a buffer solution.

3. The method of claim 2 , wherein adding the neutralizing agent comprises adding the neutralizing agent after an amount of polymerization reaction time of about 1 hour to about 24 hours has passed.

4. The method of claim 3 , wherein adding the neutralizing agent comprises adding the neutralizing agent after an amount of polymerization reaction time of about 1 hour to about 12 hours has passed.

5. The method of claim 3 , wherein adding the neutralizing agent comprises adding a buffer solution having a pH of about 3.0 to about 7.0 after the amount of polymerization reaction time has passed.

6. The method of claim 5 , wherein adding the buffer solution comprises adding an aqueous solution that is selected from the group consisting of: acetate, citrate, phosphate, and lactate solutions, and mixtures thereof, after the amount of polymerization reaction time has passed.

7. The method of claim 6 , wherein adding the buffer solution comprises adding an aqueous solution that is selected from the group consisting of: ammonium lactate, sodium lactate, and potassium lactate solutions, and mixtures thereof, after the amount of polymerization reaction time has passed.

8. The method of claim 7 , wherein adding the buffer solution comprises adding an aqueous ammonium lactate solution after the amount of polymerization reaction time has passed.

9. The method of claim 8 , wherein adding the buffer solution comprising adding an aqueous ammonium lactate solution wherein a concentration of the ammonium lactate in the solution is from about 5 to about 75 weight-% based on total solution weight.

10. The method of claim 9 , wherein adding the buffer solution comprising adding an aqueous ammonium lactate solution wherein a concentration of the ammonium lactate in the solution is from about 40 to about 65 weight-% based on total solution weight.

11. The method of claim 9 , wherein adding the ammonium lactate solution comprises adding about 1.0 to about 5.0 mole-% of ammonium lactate based on the one or more monomers.

12. The method of claim 11 , wherein adding the ammonium lactate solution comprises adding about 1.0 to about 2.0 mole-% of ammonium lactate based on the one or more monomers.

13. The method of claim 3 , wherein adding the neutralizing agent comprises adding an aqueous base solution comprising sodium hydroxide or potassium hydroxide after the amount of polymerization reaction time has passed.

14. The method of claim 1 , wherein reacting one or more monomers comprising CTFE comprises reacting one or more monomers comprising CTFE and one or more monomers selected from the group consisting of: vinylidene fluoride, 1,2-difluoroethylene, vinylidene chloride, 1,1-dichlorodifluoroethylene, 1,2-dichlorodifluoroethylene, 1-chloro-1-fluoroethylene, tetrafluoroethylene, trifluoroethylene, vinyl fluoride, hexafluoropropylene, hexafluoroisobutylene, perfluorobutylethylene, pentafluoropropene, 3,3,3-trifluoro-1-propene, 2,3,3,3-tetrafluoropropene, 1,3,3,3-tetrafluoropropene, fluorinated vinyl ethers, fluorinated allyl ethers, fluorinated dioxoles, olefins, and functionalized olefins, and combinations thereof.

15. The method of claim 1 , wherein adding the neutralizing agent comprises adding the neutralizing agent at a reaction pressure of about 50 psi g to about 150 psi g .

16. The method of claim 1 , further comprising performing a heat-up/cool-down procedure after adding the neutralizing agent.

17. The method of claim 1 , further comprising filtering and drying a CTFE-based polymer product after adding the neutralizing agent.

18. The method of claim 17 , further comprising thermally processing the CTFE-based polymer product after filtering and drying the CTFE-based polymer product.

19. A method for synthesizing chlorotrifluoroethylene (CTFE)-based polymers comprising:
reacting, in the presence of an initiator and in a reaction medium at a pH of about 1.5 to about 2.5, one or more monomers comprising CTFE;
after a polymerization reaction time of about 1 hour to about 24 hours has passed, adding a neutralizing agent comprising a buffer solution comprising an aqueous ammonium lactate solution to the reaction medium to increase the pH of the reaction medium to within a range of about 1.8 to about 6.0, wherein the aqueous ammonium lactate solution comprises ammonium lactate in an amount from about 5 to about 75 weight-% based on total weight of the solution, and wherein adding the ammonium lactate solution comprises adding about 1.0 to about 5.0 mole-% of ammonium lactate based on the one or more monomers; and
filtering and drying a CTFE-based polymer product after adding the neutralizing agent.

20. A method for manufacturing a chlorotrifluoroethylene (CTFE)-based polymer product comprising:
reacting, in the presence of an initiator and in a reaction medium at a pH of about 1.5 to about 2.5, one or more monomers comprising CTFE;
after a polymerization reaction time of about 1 hour to about 12 hours has passed, adding a neutralizing agent comprising a buffer solution comprising an aqueous ammonium lactate solution to the reaction medium to increase the pH of the reaction medium to within a range of about 1.8 to about 5.0, wherein the aqueous ammonium lactate solution comprises ammonium lactate in an amount from about 40 to about 65 weight-% based on total weight of the solution, and wherein adding the ammonium lactate solution comprises adding about 1.0 to about 2.0 mole-% of ammonium lactate based on the one or more monomers;
filtering and drying a CTFE-based polymer product after adding the neutralizing agent; and
thermally processing the CTFE-based polymer product after filtering and drying the CTFE-based polymer product at a temperature of about 275° C. to about 325° C.

Assignees

• Honeywell Int Inc
• Honeywell Int Inc

Inventors

• Thenappan Alagappan
• Rainal Eric

Classifications

• C08K5/19 Primary

  Quaternary ammonium compounds · CPC title

• C08F14/24

  Trifluorochloroethene · CPC title

• C08F2/16 Primary

  Aqueous medium · CPC title

• C08K5/10

  Esters; Ether-esters · CPC title

• C08F14/18 Primary

  Monomers containing fluorine · CPC title