US 12,122,875 B2
Method of making mixture of polymers
Giovanni Fontana, Paderno Dugnano (IT); Marco Galimberti, Bollate (IT); and Vito Tortelli, Milan (IT)
Assigned to SOLVAY SPECIALTY POLYMERS ITALY S.P.A., Bollate (IT)
Appl. No. 17/048,684
Filed by SOLVAY SPECIALTY POLYMERS ITALY S.P.A., Bollate (IT)
PCT Filed Apr. 18, 2019, PCT No. PCT/EP2019/060085
§ 371(c)(1), (2) Date Oct. 19, 2020,
PCT Pub. No. WO2019/202079, PCT Pub. Date Oct. 24, 2019.
Claims priority of application No. 18168488 (EP), filed on Apr. 20, 2018.
Prior Publication US 2021/0363299 A1, Nov. 25, 2021
Int. Cl. C08G 65/323 (2006.01); C08G 65/00 (2006.01); C08L 71/00 (2006.01); C08L 71/02 (2006.01)
CPC C08G 65/3236 (2013.01) [C08G 65/007 (2013.01); C08L 71/00 (2013.01); C08L 71/02 (2013.01); C08L 2205/02 (2013.01)] 15 Claims
 
1. A polymer mixture (FHCH2F) comprising variable amounts of any of compounds of formula:
(a)
F—CRH1RH2-EH-CRH1RH2—O—[CF2—Rf—CF2O—CRH1RH2-EH-CRH1RH2—O]n*—CF2—Rf—CF2O—CRH1RH2-EH-CRH1RH2—F  [formula (FHCH2F-CH2F)];
(b)
F—CRH1RH2-EH-CRH1RH2—O—[CF2—Rf—CF2O—CRH1RH2-EH-CRH1RH2—O]n**—CF2—Rf—C(O)—F   [formula (FHCOF-CH2F)];
(c)
F—C(O)—OCRH1RH2-EH-CRH1RH2—O—[CF2—Rf—CF2O—CRH1RH2-EH-CRH1RH2—O]n′—C(O)—F  [formula (FHFOR-FOR)];
(d)
F—CRH1RH2-EH-CRH1RH2—O—[CF2—Rf—CF2O—CRH1RH2-EH-CRH1RH2—O]n′—C(O)—F  [formula (FHCH2F-FOR)];
(e)
F—C(O)—OCRH1RH2-EH-CRH1RH2—O—[CF2—Rf—CF2O—CRH1RH2-EH-CRH1RH2—O]n″—CF2—Rf—C(O)—F  [formula (FHCOF-FOR)]
(f)
F—C(O)Rf—CF2OCRH1RH2-EH-CRH1RH2—O—[CF2—Rf—CF2O—CRH1RH2-EH-CRH1RH2—O]n′″—CF2—Rf—C(O)—F  [formula (FHCOF-COF)]
wherein:
n*, n**, n′, n″, and n′″ are integers such that the molecular weight as measured by NMR analysis of the polymer mixture (FHCH2F) is from 210 to 50 000;
wherein the polymer mixture (FHCH2F) is synthesized from at least:
at least one perfluoro compound,
wherein the compound (F) is a compound of the formula:
F—C(═O)—Rf—C(═O)—F
wherein Rf is a divalent, perfluoro linear or branched (oxy)alkylene chain, wherein said alkylene chain comprises from 1 to 10 carbon atoms and is optionally interrupted by one or more oxygen atoms; and wherein compound (F) is selected from the group consisting of:
(F-i) FC(O)—CF2—C(O)F;
(F-ii) FC(O)—CF2—CF2—C(O)F;
(F-iii) FC(O)—CF2—CF2—CF2—C(O)F;
(F-iv) FC(O)—CF2—CF2—CF2—CF2—C(O)F; and
(F-v) FC(O)—CF2—O—CF2—C(O)F; and
at least one hydrogenated compound,
wherein the polymer mixture (FHCH2F) comprises a partially fluorinated polyether backbone having two chain ends, wherein said backbone comprises recurring unit(s) derived from said at least one compound (F) alternately arranged with recurring unit(s) derived from said at least one compound (H), wherein
EH is selected from a bond, a —O— group and a divalent linear or branched (oxy)alkylene group, wherein said (oxy)alkylene group comprises from 1 to 8 carbon atoms and is optionally interrupted by one or more than one ethereal oxygen atom;
each of RH1 and RH2, equal to or different from each other at each occurrence, is independently H or a C1-C6 hydrocarbon group; and
wherein in polymer mixture (FHCH2F):
the concentration of compound of formula (FHCH2F-CH2F), is higher than the concentration of compound of formula (FHFOR-FOR); and/or
the concentration of compound of formula (FHCOF-CH2F), is higher than the concentration of compound of formula (FHCOF-FOR).