Back to results
US 10,336,686 B2Granted
Fluorine atom-containing compound and use thereof
AssigneeNissan Chemical Industries, Ltd.
InventorsTaichi Nakazawa, Toshiyuki Endo
Life of this patent
Estimating the term…
Abstract
Provided is a fluorine atom-containing compound represented by formula (1) below (In the formula, Z represents a predetermined divalent group, each Ar independently represents a predetermined aromatic ring-containing group, and each ArF independently represents a predetermined fluorine atom-containing aryl group).
Claims13
A fluorine atom-containing compound of formula (1) below
- wherein Z is a group of any of formulas (2) to (7) below
- each R1 is independently a hydrogen atom or an alkyl group of 1 to 20 carbon atoms;
- each Ar is independently a group of any of formulas (8) to (11) below
- R2 in formula (8) is a hydrogen atom, an alkyl group of 1 to 20 carbon atoms, an aryl group of 6 to 20 carbon atoms which may be substituted with a cyano group, a nitro group, a halogen atom, an alkyl group of 1 to 20 carbon atoms or a haloalkyl group of 1 to 20 carbon atoms, or a group of any of formulas (12) to (14) below
- wherein D is a diarylamino group in which the aryl groups are each independently an aryl group of 6 to 20 carbon atoms;
- and R3 to R77 in formulas (8) to (14) are each independently a hydrogen atom, a cyano group, a nitro group, a halogen atom, an alkyl group of 1 to 20 carbon atoms or a haloalkyl group of 1 to 20 carbon atoms;
- and
- each ArF is independently a fluoroaryl group of 6 to 20 carbon atoms which may be substituted with a cyano group, a chlorine atom, a bromine atom, an iodine atom, a nitro group, an alkyl group of 1 to 20 carbon atoms, a fluoroalkyl group of 1 to 20 carbon atoms or a fluoroalkoxy group of 1 to 20 carbon atoms;
- an aryl group of 6 to 20 carbon atoms which, along with being substituted with a fluoroalkyl group of 1 to 20 carbon atoms, a fluorocycloalkyl group of 3 to 20 carbon atoms, a fluorobicycloalkyl group of 4 to 20 carbon atoms, a fluoroalkenyl group of 2 to 20 carbon atoms or a fluoroalkynyl group of 2 to 20 carbon atoms, may also be substituted with a cyano group, a halogen atom or a fluoroalkoxy group of 1 to 20 carbon atoms;
- a phenyl group substituted with 1 to 3 trifluoromethyl groups;
- or a 4-ethoxy-3-(trifluoromethyl)phenyl group.
8 more elements
A method of producing a fluorine atom-containing compound of formula (1) below, which method comprises the steps of:
- reacting a compound of formula (15) with a compound of formula (16) to obtain an intermediate of formula (17);
- reducing the intermediate of formula (17) to obtain an intermediate of formula (18);
- and
- reacting the intermediate of formula (18) with a compound of formula (19)
- wherein Z is a group of any of formulas (2) to (7) below
- each R1 is independently a hydrogen atom or an alkyl group of 1 to 20 carbon atoms;
- each Ar is independently a group of any of formulas (8) to (11) below
- R2 is a hydrogen atom, an alkyl group of 1 to 20 carbon atoms, an aryl group of 6 to 20 carbon atoms which may be substituted with a cyano group, a nitro group, a halogen atom, an alkyl group of 1 to 20 carbon atoms or a haloalkyl group of 1 to 20 carbon atoms, or a group of any of formulas (12) to (14) below
- wherein D is a diarylamino group in which the aryl groups are each independently an aryl group of 6 to 20 carbon atoms;
- and R3 to R77 in formulas (8) to (14) is each independently a hydrogen atom, a cyano group, a nitro group, a halogen atom, an alkyl group of 1 to 20 carbon atoms or a haloalkyl group of 1 to 20 carbon atoms;
- each ArF is independently a fluoroaryl group of 6 to 20 carbon atoms which may be substituted with a cyano group, a chlorine atom, a bromine atom, an iodine atom, a nitro group, an alkyl group of 1 to 20 carbon atoms, a fluoroalkyl group of 1 to 20 carbon atoms or a fluoroalkoxy group of 1 to 20 carbon atoms;
- or an aryl group of 6 to 20 carbon atoms which, along with being substituted with a fluoroalkyl group of 1 to 20 carbon atoms, a fluorocycloalkyl group of 3 to 20 carbon atoms, a fluorobicycloalkyl group of 4 to 20 carbon atoms, a fluoroalkenyl group of 2 to 20 carbon atoms or a fluoroalkynyl group of 2 to 20 carbon atoms, may also be substituted with a cyano group, a halogen atom or a fluoroalkoxy group of 1 to 20 carbon atoms;
- and
- X is a halogen atom methanesulfonyloxy group, fluoroalkylsulfonyloxy group, or aromatic sulfonyloxy group.
11 more elements
Dependencies are inferred from the claim text.