Copolymers of tetrafluoroethyene oxide and hexafluoropropylene oxide useful as lubricants
US-2023174713-A1 · Jun 8, 2023 · US
US10053538B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10053538-B2 |
| Application number | US-201515525323-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 28, 2015 |
| Priority date | Dec 12, 2014 |
| Publication date | Aug 21, 2018 |
| Grant date | Aug 21, 2018 |
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A process for preparing a low-molecular weight fluoropolyether containing an acid fluoride by decomposing a triflate or trifluoroacetate of a fluoropolyether having a hydroxyl group in the presence of a Lewis acid.
Opening claim text (preview).
The invention claimed is: 1. A process for preparing a low-molecular weight fluoropolyether containing an acid fluoride by decomposing a triflate or trifluoroacetate of a fluoropolyether having a hydroxyl group in the presence of a Lewis acid. 2. The process as defined in claim 1 , wherein the fluoropolyether having a hydroxyl group is one having a recurring unit of —(CF 2 CF 2 O)x(CF 2 O)y-, and x and y are a real number of 1 to 100. 3. The process as defined in claim 1 , wherein the fluoropolyether having a hydroxyl group is one having a recurring unit of —(CF 2 CF 2 CF 2 O)z-, and z is a real number of 1 to 100. 4. The process as defined in claim 1 , wherein the fluoropolyether having a hydroxyl group is one having a recurring unit of —(CF 2 CF 2 CF 2 CF 2 O)n-, and n is a real number of 1 to 100. 5. The process as defined in claim 1 , wherein the triflate is at least one selected from the group consisting of A-(CF 2 CF 2 O)x(CF 2 O)yCF 2 CH 2 OTf, TfOCH 2 CF 2 O(CF 2 CF 2 O)x(CF 2 O)yCF 2 CH 2 OTf, A-(CF 2 CF 2 CF 2 O)zCF 2 CF 2 CH 2 OTf, TfOCH 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 O)zCF 2 CF 2 CH 2 OTf, A-(CF 2 CF 2 CF 2 CF 2 O)nCF 2 CF 2 CF 2 CH 2 OTf, and TfOCH 2 CF 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 CF 2 O)nCF 2 CF 2 CF 2 CH 2 OTf, wherein A is fluoroalkoxy, Tf is CF 3 SO 2 , and x, y, z and n are a real number of 1 to 100. 6. The process as defined in claim 1 , wherein the trifluoroacetate is at least one selected from the group consisting of A-(CF 2 CF 2 O)x(CF 2 O)yCF 2 CH 2 OTfa, TfaOCH 2 CF 2 O(CF 2 CF 2 O)x(CF 2 O)yCF 2 CH 2 OTfa, A-(CF 2 CF 2 CF 2 O)zCF 2 CF 2 CH 2 OTfa, TfaOCH 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 O)zCF 2 CF 2 CH 2 OTfa, A-(CF 2 CF 2 CF 2 CF 2 O)nCF 2 CF 2 CF 2 CH 2 OTfa, and TfaOCH 2 CF 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 CF 2 O)nCF 2 CF 2 CF 2 CH 2 OTfa, wherein A is fluoroalkoxy, Tfa is CF 3 CO, and x, y, z and n are a real number of 1 to 100. 7. The process as defined in claim 1 , wherein the acid fluoride is at least one selected from the group consisting of A-(CF 2 CF 2 O)xa(CF 2 O)ya-CF 2 COF, FOC—CF 2 O(CF 2 CF 2 O)xa(CF 2 O)ya-CF 2 COF, A-(CF 2 CF 2 CF 2 O)za-CF 2 CF 2 COF, FOC—CF 2 CF 2 O(CF 2 CF 2 CF 2 O)za-CF 2 CF 2 COF, A-(CF 2 CF 2 CF 2 CF 2 O)na-CF 2 CF 2 CF 2 COF, and FOC—CF 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 CF 2 O)na-CF 2 CF 2 CF 2 COF, wherein A is fluoroalkoxy, 0.1x≤xa≤0.9x, 0.1y≤ya≤0.9y, 0.1z≤za≤0.9z, 0.1n≤na≤0.9n, and x, y, z and n are a real number of 1 to 100. 8. The process as defined in claim 2 , wherein x and y are each a real number of 1 to 30, z is a real number of 1 to 30, and n is a real number of 1 to 30. 9. The process as defined in claim 1 , wherein the acid fluoride is at least one selected from the group consisting of A-(CF 2 CF 2 O)xa(CF 2 O)ya-CF 2 COF, FOC—CF 2 O(CF 2 CF 2 O)xa(CF 2 O)ya-CF 2 COF, A-(CF 2 CF 2 CF 2 O)za-CF 2 CF 2 COF, FOC—CF 2 CF 2 O(CF 2 CF 2 CF 2 O)za-CF 2 CF 2 COF, A-(CF 2 CF 2 CF 2 CF 2 O)na-CF 2 CF 2 CF 2 COF, and FOC—CF 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 CF 2 O)na-CF 2 CF 2 CF 2 COF, and the low-molecular weight fluoropolyether is at least one selected from the group consisting of A-(CF 2 CF 2 O)xa(CF 2 O)ya-B, A-(CF 2 CF 2 CF 2 O)za-B, and A-(CF 2 CF 2 CF 2 CF 2 O)na-B, wherein A is fluoroalkoxy, B is fluoroalkyl, 0.1x≤xa≤0.9x, 0.1y≤ya≤0.9y, 0.1z≤za≤0.9z, and 0.1n≤na≤0.9n. 10. The process as defined in claim 1 , wherein the triflate is at least one selected from the group consisting of A-(CF 2 CF 2 O)x(CF 2 O)yCF 2 CH 2 OTf, TfOCH 2 CF 2 O(CF 2 CF 2 O)x(CF 2 O)yCF 2 CH 2 OTf, A-(CF 2 CF 2 CF 2 O)zCF 2 CF 2 CH 2 OTf, TfOCH 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 O)zCF 2 CF 2 CH 2 OTf, A-(CF 2 CF 2 CF 2 CF 2 O)nCF 2 CF 2 CF 2 CH 2 OTf, and TfOCH 2 CF 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 CF 2 O)nCF 2 CF 2 CF 2 CH 2 OTf, the acid fluoride is at least one selected from the group consisting of A-(CF 2 CF 2 O)xa(CF 2 O)ya-CF 2 COF, FOC—CF 2 O(CF 2 CF 2 O)xa(CF 2 O)ya-CF 2 COF, A-(CF 2 CF 2 CF 2 O)za-CF 2 CF 2 COF, FOC—CF 2 CF 2 O(CF 2 CF 2 CF 2 O)za-CF 2 CF 2 COF, A-(CF 2 CF 2 CF 2 CF 2 O)na-CF 2 CF 2 CF 2 COF, and FOC—CF 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 CF 2 O)na-CF 2 CF 2 CF 2 COF, and the low-molecular weight fluoropolyether is at least one selected from the group consisting of A-(CF 2 CF 2 O)xa(CF 2 O)ya-B, A-(CF 2 CF 2 CF 2 O)za-B, and A-(CF 2 CF 2 CF 2 CF 2 O)na-B, wherein A is fluoroalkoxy, B is fluoroalkyl, Tf is CF 3 SO 2 , x, y, z and n are a real number of 1 to 100, 0.1x≤xa≤0.9x, 0.1y≤ya≤0.9y, 0.1z≤za≤0.9z, and 0.1n≤na≤0.9n. 11. The process as defined in claim 1 , wherein the trifluoroacetate is at least one selected from the group consisting of A-(CF 2 CF 2 O)x(CF 2 O)yCF 2 CH 2 OTfa, TfaOCH 2 CF 2 O(CF 2 CF 2 O)x(CF 2 O)yCF 2 CH 2 OTfa, A-(CF 2 CF 2 CF 2 O)zCF 2 CF 2 CH 2 OTf, TfaOCH 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 O)zCF 2 CF 2 CH 2 OTfa, A-(CF 2 CF 2 CF 2 CF 2 O)nCF 2 CF 2 CF 2 CH 2 OTfa, and TfaOCH 2 CF 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 CF 2 O)nCF 2 CF 2 CF 2 CH 2 OTfa, the acid fluoride is at least one selected from the group consisting of A-(CF 2 CF 2 O)xa(CF 2 O)ya-CF 2 COF, FOC—CF 2 O(CF 2 CF 2 O)xa(CF 2 O)ya-CF 2 COF, A-(CF 2 CF 2 CF 2 O)za-CF 2 CF 2 COF, FOC—CF 2 CF 2 O(CF 2 CF 2 CF 2 O)za-CF 2 CF 2 COF, A-(CF 2 CF 2 CF 2 CF 2 O)na-CF 2 CF 2 CF 2 COF, and FOC—CF 2 CF 2 CF 2 O(CF 2 CF 2 CF 2 CF 2 O)na-CF 2 CF 2 CF 2 COF, and the low-molecular weight fluoropolyether is at least one selected from the group consisting of A-(CF 2 CF 2 O)xa(CF 2 O)ya-B, A-(CF 2 CF 2 CF 2 O)za-B, and A-(CF 2 CF 2 CF 2 CF 2 O)na-B, wherein A is fluoroalkoxy, B is fluoroalkyl, Tfa is CF 3 CO, x, y, z and n are a real number of 1 to 100, 0.1x≤xa≤0.9x, 0.1y≤ya≤0.9y, 0.1z≤za≤0.9z, and 0.1n≤na≤0.9n.
containing halogens · CPC title
containing fluorine · CPC title
acyclic · CPC title
containing oxygen · CPC title
containing fluorine, e.g. perfluropolyethers · CPC title
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