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US 2022/0259377 A1Published application
Method for producing fluoropolyether group-containing compound
AssigneeDaikin Industries, Ltd.
InventorsShinya TAKANO, Takashi NOMURA, Tsutomu KONNO, Shigeyuki YAMADA
Life of this patent
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Abstract
A method for producing a fluoropolyether group-containing compound, which includes reacting a fluoropolyether group-containing compound (A) represented by the formula (1) with a compound (C) represented by any of the formulae (c1) to (c4) in the presence of a metal catalyst including at least one selected from Pd, Cu, Ni, Pt, and Ag. The symboles are as defined herein.
Claims10
A method for producing a fluoropolyether group-containing compound, comprising reacting a fluoropolyether group-containing compound (A) represented by the following formula:
- X11—(R11)n11—RF1—X12 (1)
- with a compound (C) represented by any of the following formulae (c1) to (c4):
- in the presence of a metal catalyst comprising at least one selected from Pd, Cu, Ni, Pt, and Ag,
- wherein
- X11 and X12 are each independently a halogen atom or a hydrogen atom, provided that at least one of X11 and X12 is a halogen atom;
- R11 is a C1-16 alkylene group optionally substituted with one or more fluorine atoms;
- n11 is 0 or 1;
- RF1 is each independently at each occurrence represented by the following formula (f1), (f2), (f3), (f4), or (f5):
- —(OC3F6)d1—(OC2F4)e1— (f1)
- where d1 is an integer of 1 to 200, and e1 is 1,
- —(OC4F8)c1—(OC3F6)d1—(OC2F4)e1—(OCF2)f1— (f2)
- where c1 and d1 are each independently an integer of 0 or more and 30 or less, and e1 and f1 are each independently an integer of 1 or more and 200 or less;
- the sum of c1, d1, e1, and f1 is 2 or more;
- and
- the occurrence order of the respective repeating units enclosed in parentheses provided with a subscript c1, d1, e1, or f1 is not limited in the formula,
- —(R6—R7)g1— (f3)
- where R6 is OCF2 or OC2F4;
- R7 is a group selected from OC2F4, OC3F6, OC4F8, OC5F10, and OC6F12, or a combination of two or three groups independently selected from these groups;
- and
- g1 is an integer of 2 to 100,
- —(OC6F12)a1—(OC5F10)b1—(OC4F8)c1—(OC3F6)d1—(OC2F4)e1—(OCF2)f1— (f4)
- where e1 is an integer of 1 or more and 200 or less, a1, b1, c1, d1, and f1 are each independently an integer of 0 or more and 200 or less, the sum of a1, b1, c1, d1, e1, and f1 is at least 1, and the occurrence order of the respective repeating units enclosed in parentheses provided with a1, b1, c1, d1, e1, or f1 is not limited in the formula, and
- —(OC6F12)a1—(OC5F10)b1—(OC4F8)c1—(OC3F6)d1—(OC2F4)e1—(OCF2)f1— (f5)
- where f1 is an integer of 1 or more and 200 or less, a1, b1, c1, d1, and e1 are each independently an integer of 0 or more and 200 or less, the sum of a1, b1, c1, d1, e1, and f1 is at least 1, and the occurrence order of the respective repeating units enclosed in parentheses provided with a1, b1, c1, d1, e1, or f1 is not limited in the formula;
- W is each independently a structure having an aromatic ring;
- Xc1 is a hydrogen atom, a halogen atom, an alkylsilyl group, an alkoxysilyl group, a boron-containing leaving group, an alkylstannyl group, a copper atom, a copper carboxylate salt, or a zinc atom, bonded to a carbon atom, wherein the carbon atom is comprised in the ring of W;
- Rc11 is a substituent bonded to an atom constituting the ring of W, and is each independently a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, —NO2, —OH, —NH2, —PO(OH)2, —PH2O2, —O—P(═O)(OH)2, —SH, —SOOH, —SeH, or a monovalent organic group;
- nc1 is each independently an integer of 0 or more and less than the number of atoms consisting the ring of W;
- Xc2, Xc3, and Xc4 are each independently a hydrogen atom, a halogen atom, an alkylsilyl group, an alkoxysilyl group, a boron-containing leaving group, an alkylstannyl group, a copper atom, a copper carboxylate salt, or a zinc atom;
- Rc21, Rc22, and Rc23 are each independently a hydrogen atom, a halogen atom, a C1-6 alkyl group, or a phenyl group;
- Rc31, Rc32, Rc33, Rc34, and Rc35 are each independently a hydrogen atom, a halogen atom, or a C1-6 alkyl group;
- Rc41 is a single bond, a methylene group, or an ethylene group;
- and
- Rc42 is a hydrogen atom or a methyl group.
31 more elements
A fluoropolyether group-containing compound represented by the following formula (b11), (b12), (b21), (b22), (b31), (b32), (b41), or (b42):
- wherein
- X11 is each independently a fluorine atom, a chlorine atom, or a hydrogen atom;
- R11 is each independently a C1-16 alkylene group optionally substituted with one or more fluorine atoms;
- n11 is each independently 0 or 1;
- RF1 is each independently at each occurrence represented by the following formula (f1), (f2), (f3), (f4), or (f5):
- —(OC3F6)d1—(OC2F4)e1— (f1)
- where d1 is an integer of 1 to 200, and e1 is 1,
- —(OC4F8)c1—(OC3F6)d1—(OC2F4)e1—(OCF2)f1— (f2)
- where c1 and d1 are each independently an integer of 0 or more and 30 or less, and e1 and f1 are each independently an integer of 1 or more and 200 or less;
- the sum of c1, d1, e1, and f1 is 2 or more;
- and
- the occurrence order of the respective repeating units enclosed in parentheses provided with a subscript c1, d1, e1, or f1 is not limited in the formula,
- —(R6—R7)g1— (f3)
- where R6 is OCF2 or OC2F4;
- R7 is a group selected from OC2F4, OC3F6, OC4F8, OC5F10, and OC6F12, or a combination of two or three groups independently selected from these groups;
- and
- g1 is an integer of 2 to 100,
- —(OC6F12)a1—(OC5F10)b1—(OC4F8)c1—(OC3F6)d1—(OC2F4)e1—(OCF2)f1— (f4)
- where e1 is an integer of 1 or more and 200 or less, a1, b1, c1, d1, and f1 are each independently an integer of 0 or more and 200 or less, the sum of a1, b1, c1, d1, e1, and f1 is 5 or more, and the occurrence order of the respective repeating units enclosed in parentheses provided with a1, b1, c1, d1, e1, or f1 is not limited in the formula, and
- —(OC6F12)a1—(OC5F10)b1—(OC4F8)c1—(OC3F6)d1—(OC2F4)e1—(OCF2)f1— (f5)
- where f1 is an integer of 1 or more and 200 or less, a1, b1, c1, d1, and e1 are each independently an integer of 0 or more and 200 or less, the sum of a1, b1, c1, d1, e1, and f1 is 5 or more, and the occurrence order of the respective repeating units enclosed in parentheses provided with a1, b1, c1, d1, e1, or f1 is not limited in the formula;
- W is each independently a structure having an aromatic ring;
- Rc11 is a substituent bonded to an atom constituting the ring of W and is each independently a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, —NO2, —OH, —NH2, —PO(OH)2, —PH2O2, —O—P(═O)(OH)2, —SH, —SOOH, —SeH, a C1-20 alkyl group, a phenyl group, a C1-20 alkoxy group, a group represented by —ORc10, —NRc12Rc13, —SRc14, —COORc15, —CORc16, —CRc17═C(Rc18)2, —C(Rc20)2CRc17═C(Rc18)2, —PO(ORc19)2, —P(Rc19′)2O2, or —O—P(═O)(ORc19″)2;
- Rc10 is a monovalent organic group containing at least one heteroatom;
- Rc12 to Rc13 are each independently a hydrogen atom or a C1-20 alkyl group, provided that either one of them is a C1-20 alkyl group;
- Rc14 is a C1-20 alkyl group;
- Rc15 to Rc18 and Rc20 are each independently a hydrogen atom or a C1-20 alkyl group;
- Rc19 is each independently a hydrogen atom or a C1-20 alkyl group, provided that either one of Rc19 is a C1-20 alkyl group;
- Rc19′ is each independently a hydrogen atom or a C1-20 alkyl group, provided that either one of Rc19′ is a C1-20 alkyl group;
- Rc19″ is each independently a hydrogen atom or a C1-20 alkyl group, provided that either one of Rc19″ is a C1-20 alkyl group;
- nc1 is each independently an integer of 0 or more and less than the number of atoms consisting the ring of W;
- Rc21, Rc22, and Rc23 are each independently a hydrogen atom, a halogen atom, a C1-6 alkyl group, or a phenyl group;
- Rc31, Rc32, Rc33, Rc34, and Rc35 are each independently a hydrogen atom, a halogen atom, or a C1-6 alkyl group;
- Rc41 is a single bond, a methylene group, or an ethylene group;
- and
- Rc42 is a hydrogen atom or a methyl group.
33 more elements
Dependencies are inferred from the claim text.