Composition including amorphous fluoropolymer and fluoroplastic particles and methods of making the same

Patent metadata

Field	Value
Publication number	US-2018312678-A1
Application number	US-201615769933-A
Country	US
Kind code	A1
Filing date	Oct 19, 2016
Priority date	Oct 23, 2015
Publication date	Nov 1, 2018
Grant date	—

Abstract

A composition includes an amorphous fluoropolymer having at least one of: a segment represented by formula I: —CF(R f )—(CX 2 ) n —(CX 2 CXR) m —O—R″ f O k —(CXR′CX 2 ) p —(CX 2 ) q —CF(R′ f )— (I); or a terminal segment represented by formula III: R f —CF(I)—(CX 2 ) n —(CX 2 CXR) m —O—R″ f O k —(CXR′CX 2 ) p —(CX 2 ) q —CF(R′ f )— (III), and fluoroplastic particles having a mean particle size of less than 500 nanometers. Each X is independently F, H, or Cl; R f and R′ f are each independently F or a monovalent perfluoroalkyl having 1 to 3 carbon atoms; R is F or a partially fluorinated or perfluorinated alkyl having 1 to 3 carbon atoms; R″ f is a divalent fluoroalkylene having 1 to 8 carbon atoms or a divalent fluorinated alkylene ether having 1 to 20 carbon atoms and at least one ether linkage; k is 0 or 1; and n, m, p, and q are each independently an integer from 0 to 5, with the proviso that when k is 0, n+m is at least 1 and p+q is at least 1. A method of making the composition is also provided.

First claim

1 . A composition comprising:
fluoroplastic particles having a mean particle size of less than 500 nanometers; and an amorphous fluoropolymer comprising at least one of:
a segment represented by formula I:
—CF(R f )—(CX 2 ) n —(CX 2 CXR) m —O—R″ f —O k —(CXR′CX 2 ) p —(CX 2 ) q —CF(R′ f )—  (I); or

a terminal segment represented by formula III:
R f —CF(I)—(CX 2 ) n —(CX 2 CXR) m —O—R″ f —O k —(CXR′CX 2 ) p —(CX 2 ) q —CF(R′ f )—  (III),

wherein
each X is independently F, H, or Cl;
R f and R′ f are each independently F or a monovalent perfluoroalkyl having 1 to 3 carbon atoms;
R and R′ are each independently F or a partially fluorinated or perfluorinated alkyl having 1 to 3 carbons atoms;
R″ f is a divalent fluoroalkylene having 1 to 8 carbon atoms or a divalent fluorinated alkylene ether having 1 to 20 carbon atoms and at least one ether linkage;
k is 0 or 1; and n, m, p, and q are each independently an integer from 0 to 5, with the proviso that when k is 0, n+m is at least 1 and p+q is at least 1, and wherein the amorphous fluoropolymer is a fluoroelastomer gum.

2 . The composition of claim 1 , wherein the amorphous fluoropolymer is a reaction product of components comprising:
(a) a fluorinated di-iodo ether compound of the following formula II:
R f —CF(I)—(CX 2 ) n —(CX 2 CXR) m —O—R″ f —O k —(CXR′CX 2 ) p —(CX 2 ) q —CF(I)—R′ f

wherein
each X is independently F, H, or Cl;
R f and R′ f are each independently F or a monovalent perfluoroalkyl having 1 to 3 carbon atoms;
R and R′ are each independently F or a partially fluorinated or perfluorinated alkyl having 1 to 3 carbons atoms;
R″ f is a divalent fluoroalkylene having 1 to 8 carbon atoms or a divalent fluorinated alkylene ether having 1 to 20 carbon atoms and at least one ether linkage;
k is 0 or 1; and n, m, p and q are each independently an integer from 0 to 5, with the proviso that when k is 0, n+m is at least 1 and p+q is at least 1; and
(b) a fluorinated olefin.

3 . The composition of claim 2 , wherein the components comprise from 0.1-1 wt % of the fluorinated di-iodo ether compound of formula II.

4 . The composition of claim 1 , wherein the amorphous fluoropolymer is an amorphous copolymer comprising fluorinated olefin units and units comprising at least one of (a) a Br cure site, (b) a I cure site, (c) a nitrile cure site, or (d) a carbon-carbon double bond.

5 . The composition of claim 1 , wherein at least one of the segment represented by formula I or the terminal segment represented by formula III is perfluorinated.

6 . The composition of claim 1 , wherein the amorphous fluoropolymer is an amorphous copolymer of a fluorinated olefin and at least one of a fluorinated vinyl ether or fluorinated allyl ether.

7 . The composition of claim 6 , wherein the fluorinated olefin is tetrafluoroethylene, and wherein the fluorinated vinyl ether comprises at least one of perfluoro (methyl vinyl) ether (PMVE), perfluoro (ethyl vinyl) ether (PEVE), perfluoro (n-propyl vinyl) ether (PPVE-1), perfluoro-2-propoxypropylvinyl ether (PPVE-2), perfluoro-3-methoxy-n-propylvinyl ether, perfluoro-2-methoxy-ethylvinyl ether, or CF 3 —(CF 2 ) 2 —O—CF(CF 3 )—CF 2 —O—CF(CF 3 )—CF 2 —O—CF═CF 2 .

8 . The composition of claim 1 , wherein the fluoroplastic particles comprise a fluoroplastic polymer or fluoroplastic copolymer of a fluorinated olefin.

9 . The composition of claim 8 , wherein the fluoroplastic particles comprise the fluoroplastic copolymer of the fluorinated olefin and at least one of a fluorinated vinyl ether or fluorinated allyl ether.

10 . The composition of claim 9 , wherein the fluorinated olefin is tetrafluoroethylene, and wherein the fluorinated vinyl ether comprises at least one of perfluoro (methyl vinyl) ether (PMVE), perfluoro (ethyl vinyl) ether (PEVE), perfluoro (n-propyl vinyl) ether (PPVE-1), perfluoro-2-propoxypropylvinyl ether (PPVE-2), perfluoro-3-methoxy-n-propylvinyl ether, perfluoro-2-methoxy-ethylvinyl ether, or CF 3 —(CF 2 ) 2 —O—CF(CF 3 )—CF 2 —O—CF(CF 3 )—CF 2 —O—CF═CF 2 .

11 . The composition of claim 8 , wherein the fluoroplastic copolymer further comprises units comprising at least one of (a) a Br cure site, (b) an I cure site, (c) a nitrile cure site, or (d) a carbon-carbon double bond.

12 . The composition of claim 1 , wherein the fluoroplastic particles are present in an amount up to 95 percent by weight, based on the total weight of the composition.

13 . The composition of claim 1 , wherein the composition is a latex blend comprising a second latex comprising the fluoroplastic particles and a first latex comprising the amorphous fluoropolymer.

14 . A method of making the composition of claim 1 , the method comprising blending a second latex comprising the fluoroplastic particles and a first latex comprising the amorphous fluoropolymer.

15 . A cured fluoroelastomer comprising a product of a curing reaction of the composition of claim 1 and a peroxide.

16 . A shaped article comprising the cured fluoroelastomer of claim 15 .

17 . The composition of claim 2 , wherein the fluorinated olefin comprises at least one of vinylidene fluoride, tetrafluoroethylene, or hexafluoropropylene.

18 . The composition of claim 1 , wherein the amorphous fluoropolymer further comprises units from at least one of ethylene or propylene.

19 . The composition of claim 1 , wherein the composition is in the form of a core-shell polymer, wherein the core comprises the fluoroplastic particles, and wherein the shell comprises the amorphous fluoropolymer.

20 . The composition of claim 1 , wherein the composition is in the form of core-shell particles, wherein the core comprises the amorphous fluoropolymer and the shell comprises the fluoroplastic.

Assignees

• 3M Innovative Properties Co

Inventors

• Aoki Tamon
• Sohlo Allen M
• Suzuki Yuta
• Lochhaas Kai H
• Jochum Florian D
• Hintzer Klaus
• Zipplies Tilman C

Classifications

• C08L27/18 Primary

  Homopolymers or copolymers or tetrafluoroethene · CPC title

• C08F2/38

  Polymerisation using regulators, e.g. chain terminating agents {, e.g. telomerisation} · CPC title

• C08L2205/04

  containing interpenetrating networks · CPC title

• C08L27/24

  halogenated · CPC title

• C08L27/10

  containing bromine or iodine atoms · CPC title