JPH03294386A - Trans-dihalogenostilbene derivative compound and use thereof - Google Patents

Abstract

NEW MATERIAL:A compound expressed by formula I (A<1> to A<4> are trans-l, 4-cyclohexylene, 1, 4-phenylene, etc.; Y<1> to Y<4> are -COO-, -O-, -CH2CH2-, -NO=N-, etc.; X<1> and X<2> are F, Cl, Br or trifluoromethyl ; m, n, p and q are 0 or 1; R<1> and R<2> are 1-10C alkyl, halogen, nitrile, etc.). USE:A liquid crystal electrooptical element. PREPARATION:A halogen compound expressed by formula II is converted into a lithium compound using n-butyl-lithium and the resultant compound is then reacted with a compound expressed by formula III at -80 deg.C to provide a com pound, which is subsequently reacted with a lithium compound expressed by formula IV to afford the trans-dihalogenostilbene derivative compound expressed by formula I.

Description

Detailed Description of the Invention [Industrial Application Field 1] The present invention relates to a trans-dihalogenostilbene derivative compound used in a liquid crystal electro-optical device, a liquid crystal composition containing the same, and a liquid crystal electro-optic device using the same. It is.

[Prior Art] Liquid crystal display elements have begun to be used in various applications such as watches and calculators, and in recent years, measuring instruments, automobile instruments, copiers, cameras, etc., and have a wide operating temperature range, low operating voltage, There are various performance requirements such as high-speed response and chemical stability.

However, at present, there is no material that satisfies all of these characteristics with a single material, and a liquid crystal composition that satisfies the required performance is obtained by mixing a plurality of liquid crystal and non-liquid crystal materials. For this reason, it is desired to develop liquid crystal materials or non-liquid crystal materials that are superior not only in all of the various properties but also in properties on two sides.

[Problems to be Solved by the Invention] In the field of display elements using liquid crystals, in TN type liquid crystal cells, the cells are filled in order to prevent the generation of interference fringes on the cell surface, which causes damage to the appearance of the liquid crystal cell. It is necessary to set the product of the refractive index anisotropy value (Δn) of the liquid crystal material used and the cell thickness (d) to a certain value. Since the value of Δnd is set to a constant value in this way, the value of d can be made small by using a material with a large Δn. When the value of d becomes small, the response time (τ) becomes equal to the well-known ταd2
It becomes small according to the relational expression.

Therefore, a liquid crystal material with a large value of Δn is an extremely important material for manufacturing a liquid crystal cell that has a fast response speed and is free from interference fringes.

It has also been revealed that the response time has a positive correlation with the viscosity of the liquid crystal material.

Therefore, it is an important issue to provide a material with a large value of Δn (low viscosity), excellent compatibility with other liquid crystal materials or non-liquid crystal materials, and chemical stability.

[Means for Solving the Problems] The present invention provides a novel material to solve the above-mentioned problems, and has the general formula (wherein A1-A4 are each independently trans-1, trans-1, 4
-cyclohexylene group or 1,4-phenylene group, and each of these groups may be unsubstituted or have one or more halogen, methyl group, or nitrile group as a substituent ( , 1 present in these groups
One or more CH groups may be substituted with a nitrogen atom, and one or more C1, groups may be substituted with an enzyme atom or a sulfur atom, B1
and B2 each independently represent a 1,4-phenylene group, and each of these groups is unsubstituted or has one or more halogen, methyl group, or nitrile group as a substituent. Moyo(, In addition, one or more CH groups present in these groups may be substituted with a nitrogen atom, and Y1 to Y4 are mutually independently -coo-
, -o-.

-0CO-, -CH,CH,-, -CHl-, -CH=
CH-, -CHCN-CH,-.

-CHl-CHCN-, -OCH*-, -CHaO-,
-CH=N-, -NO=N-.

-N=ON-, -CE C-, -N=N- or a single bond, XI and x2 each independently represent a fluorine atom, chlorine atom, bromine atom or trifluoromethyl group,
m, n, p, q represent 0 or l, R1 and R
2 independently represents an alkyl group having 1 to 10 carbon atoms, a halogen, a nitrile group, an isothiacyanato group, or a hydrogen atom, and in the case of an alkyl group, there is a bond between a carbon-carbon bond or between this group and a ring. an oxygen atom may be inserted between the carbon-carbon bonds between is substituted with a fluorine atom)
A dihalogenostilbene derivative compound, and the general formula (where xl and x2 each independently represent a fluorine atom, a chlorine atom, a bromine atom or a trifluoromethyl group,
Zl and z2 each independently represent a fluorine atom, a chlorine atom, or a hydrogen atom, and R and R2 each independently represent an alkyl group having 1 to 10 carbon atoms, a halogen, a nitrile group, an inthiadianato group, or a hydrogen atom. In the case of an alkyl group, an oxygen atom may be inserted between the carbon-carbon bonds or between the carbon-carbon bond between this group and the phenylene ring, and at least either R' or R2 is always A trans-dihalogenostilbene derivative compound characterized by being represented by an alkyl group having 1 to 10 carbon atoms, in which at least one hydrogen atom is substituted with a fluorine atom, and The present invention provides a liquid crystal composition containing at least one of them, and a liquid crystal electrical display element characterized in that the liquid crystal composition is sandwiched between substrates of electrode bones. .

The compound of general formula (I) of the present invention is a novel material that has extremely large refractive index anisotropy (Δn) and low viscosity, and can be mixed with other liquid crystal materials or non-liquid crystal materials. By forming a liquid crystal composition, the Δn of the liquid crystal composition is increased, the viscosity is lowered, and the material is excellent in compatibility with other liquid crystal materials or non-liquid crystal materials, and is chemically stable.

The compound of general formula (I) of the present invention is used as a liquid crystal composition by mixing at least one of the compounds with other liquid crystal materials and non-liquid crystal materials.

Examples of substances to be mixed as the compound of the present invention include the following.

Unlike R in the present invention, R and R' in the following formula represent groups such as an alkyl group, an alkoxy group, a halogen atom, and a cyano group.

Note that these compounds are merely examples, and substitution of a hydrogen atom with a halogen atom, cyano group, methyl group, etc., substitution of a cyclohexane ring or benzene ring with another six-membered ring, five-membered ring, etc., substitution of a ring with a halogen atom, a cyano group, a methyl group, etc. A variety of materials can be selected and used, including changes in the bonding groups between them.

The composition of the present invention is used by being injected into a liquid crystal cell.

A typical liquid crystal cell is twisted nematic (TN
) There is a liquid crystal element, and a transparent electrode such as InaOi-3nO□ is formed on the inner surface of a transparent substrate such as glass or plastic in a desired pattern/shape, and if necessary, an overcoat of SiO□, polyimide, etc. is applied. , the substrates on which horizontal alignment layers are formed are placed facing each other, the periphery is sealed, liquid crystal is injected, and the injection port is sealed, and polarizing plates are laminated on both outer surfaces. In addition, a super twisted nematic (STN) type with a high twist angle, which has recently been attracting attention, a phase change type, a guest host type, a dynamic scattering type, or a combination thereof may be used, or an electrically It may also be used for a type of writing using heat.

Furthermore, as for the structure of the cell, between the transparent substrate and the transparent electrode,
Provide an undercoat layer such as Sing or Altos, use a reflective electrode, use a multilayer electrode, use a color polarizing plate, use a color filter, use a semiconductor substrate, or use a multilayer element. It can be used in many applications such as watches, calculators, measuring instruments, automobile instruments, etc.
It can be used for many purposes such as games, computer terminals, etc.

The compound of general formula (I) of the present invention is produced, for example, according to the following method. (Each formula% formula% q has the same meaning as in formula (I), x
3 to x5 represent halogen atoms. )R'(A'), Y'
(A”),,Y”-B'-X' ([I)L n
-BuLi R'(A'),Y' (A2). Y2-B'-Li (
■)L CX'X"=CX"X'(V)R'
(A'),Y'(A"),Y2-B'-CX'=CX"
X' (VT) ↓ R"(A') qY4 (A, Y
"-8"-Li (■)1 That is, the halide represented by the general formula (III),
Lithium compound (IV) using n-butyllithium
shall be. The compound (Vl) is obtained by reacting the obtained (rV) with the compound represented by formula (V) at -80°C. By reacting this compound (Vl) with a lithium compound (■) obtained in the same manner as (IV), a trans-dihalogenostilbene derivative compound of general formula (I) is obtained.

In particular, in the present invention, compounds of the following general formula (I[) are preferred because of their excellent properties. This compound of general formula (II) can also be produced by the following method in the same manner as the compound of general formula (I) described above.

(In each formula, R', R", x', x', z', z"
Each has the same meaning as in formula (II), and x3~
XS represents a halogen atom. ) 1 ↓ n-BuLi 1 ↓ CX'X''=CX''X' (V) Note that these manufacturing methods are merely examples, and various manufacturing methods can be used.

[Example] The present invention will be explained in more detail in the following Examples using a method for producing the compound of the present invention and a liquid crystal composition using the compound of the present invention.

Example 1 The air in a dry 4-hole flask was replaced with nitrogen, and anhydrous n
-Hexane 220a+1, anhydrous diethyl ether 44+
++1. p-iodotoluene 43.6g (0,20
mol), cooled to -20°C, and while stirring, n
-111g of hexane solution of butyllithium (0,26
A solution of p-methylphenyllithium was prepared by gradually adding mol).

After cooling the obtained solution to -80°C, the pressure inside the system was reduced,
Tetrafluoroethylene gas was introduced in an amount equivalent to 0.30 mol using a gas buret.

Thereafter, the inside of the system was returned to normal pressure with nitrogen gas, and stirring was continued for 1 hour at -80°C. Thereafter, the reaction mixture was returned to room temperature, and nitrogen gas was introduced to drive out unreacted tetrafluoroethylene gas.

After cooling the system to -80°C again, 45.0 g (0.20 mol) of p-bromobencitrifluoride and 94 g (0.22 mol) of a hexane solution of n-butyllithium were added in the same manner as in the case of p-methylphenyllithium. ) and a solution of pH refluoromethylphenyllithium was gradually added dropwise. After the dropwise addition was completed, stirring was continued for 1 hour at -80°C. Thereafter, the reaction mixture was returned to room temperature, poured into ice water, neutralized using diluted hydrochloric acid, and the organic layer was separated.

After extracting the aqueous layer with ether, the ether layer was combined with any organic layer, washed with water, and then dried over magnesium sulfate.

After evaporating the solvent, toluene was added and the mixture was subjected to silica gel column chromatography. After evaporating the solvent, recrystallization was performed using n-hexane to obtain 7.55 g of the desired compound of the following formula.

Melting point: 136.5° C. The IR spectrum of this compound (KBr tablet) is shown in FIG.

Similarly, the following compounds can be synthesized by using the corresponding p-substituted iodobenzene or p-substituted bromobenzene in place of p-iodotoluene or p-bromobencitrifluoride. In addition, the pH of the following formula is C2H, -Ph-CF=CF-Ph-
C.F.

n-C,H,-Ph-CF=CF-Ph-CF.

n-C, He-Ph-CF=CF-Ph-CFsn-C
aH, r-Ph-CF”CF-Ph-CF.

n-C,H,, -Ph-CF"CF-Ph-CFxn-
C, H,, -Ph-CF=CF-Ph-CFan-C,
H,y-Ph-CF=CF-Ph-CFsn-C-H1
i-Ph-CF=CF-Ph-CFsn-C, ova
+ -Ph-CF”CF-Ph-CFsCH,0-Ph
-CF=CF-Ph-CF8C,)180-Ph-CF
=CF-Ph-CF.

n-C5HtO-Ph-CF"CF-Ph-CFan-
CJ, 0-Ph-CF=CF-Ph-CFan-CsH
I, 0-Ph-CF"CF-Ph-CFsn-CsH
+5O-Ph-CF=CF-Ph-CFsn -C?
H+ s O-P h -CF ” CF -P h
-CF 5rrC-1 (ItO-Ph-CF=CF-P
h-CFsn-CeHl-0-Ph-CF"CF-Ph
-CF sCH, OCH, -Ph-CF=CF-Ph-
CF3G2) 1,0CH2-Ph-CF=CF-Ph-
C.F.

n-C5HtOCH2-Ph-CF: CF-P h-C
Fsn-C,H,OCH*-Ph-CF"CF-Ph-
CFsn-C-H1,0CHa-Ph-CF=CF-P
h-CF-n-C,H,30CH,-Ph-CF=CF
-Ph-CF.

n-CJl,0C4(a-Ph-CF=CF-Ph-
CFsn-CsHltOcHz-Ph-CF:CF-P
h-CF.

CB, -Ph-CF=CF-Ph-CH, CFSC2H
, -Ph-CF=CF-Ph-CH, CF2rrC-H
--Ph-CF=CF-Ph-CHaCF-n-C4H
e-Ph-CF=CF-Ph-CH-CF-n-cS)
I I 1-Ph-CF"CF-Ph-CHaCFin
-CsH+5-Ph-CF=CF-Ph-CHaCFs
rrC7HIs-Ph-CF”CF-Ph-CHaCF
3rrC-HI? -Ph-CF"CF-Ph-CHaC
F-n-CeHre-Ph-CF=CF-Ph-CHx
CFsn-Cr oHz + -Ph-CF=CF-P
h-CHiCFsCH,0-Ph-CF=CF-Ph-
CH, CFsC, H, 0-Ph-CF=CF-Ph-C
H.I.C.F.

n-C-H2O-Ph-CF"CF-Ptl-CHaC
F-n-C,H,0-Ph-CF=CF-Ph-CH,
CFin-CsHI, 0-Ph-CF"CF-Ph-C
H,CFsn-C,l(+5O-Ph-CF”CF-
Ph-CH2CF.

n-C2H,,0-Ph-CF=CF-Ph-CH,C
F.

n-C5H, ,0-Ph-CF”CF-Ph-CH,C
F.

n-C5H, ,0-Ph-CF”CF-Ph-CH,C
F.

CH,0CH2-Ph-CF=CF-Ph-CI(,C
F.

CJsOCHa-Ph-CF"CF-Ph-CHaCF
sn-CsHyOCHa-Ph-CF"CF-Ph-C
HzCFsn-C4H*0CHz-Ph-CF:CF-
Ph-CHzCFzn-CsL +0CHx-Ph-C
F"CF-Ph-CHxCFsn-C-HI-OCH-
Ph-CF=CF-Ph-CHxCFan-CtHl
5OcHa-Ph-CF"CF-Ptl-CHxCFa
n-C,H,,0CHa-Ph-CF"CF-Ph-C
HaCF-CH, -Ph-CF=CF-Ph-CF, C
F.

C, Hl-Ph-CF=CF-Ph-CF, CF.

n-C5H, -Ph-CF: CF-Ph-CF, CFj
n-C4H, -Ph-CF''CF-Ph-CF, CF.

rrC@H, r -Ph-CF"CF-Ph-CFtC
Fsn-Cs) l l 5-Ph-CF=CF-Ph-
CFtCFsn-CtH+, -Ph-CF=CF-P
h-CF, CFsn-CsH1? -ph-cF=cF-
ph-cl”!cf”1n-C,l(,,-Ph-CF
:CF-Ph-CFwCFsn-C,,H2,-Ph-
CF=(:F-Ph-CFaCF.

CHJ-Ph-CF"CF-Ph-CF2CFsCJs
O-Ph-CF”CF-Ph-CFtCFsn-C,H
-0-Ph-CF=CF-Ph-CF, CFsn-C4
H,0-Ph-CF=CF-Ph-CF, CF.

n-C5H 0-Ph-CF=CF-Ph-CFzCF
sn-C,H,1O-Ph-CF=CF-Ph-CFz
CFsn-(:Jlgo-Ph-CF:CF-Ptl-
CFtCFsn-CsH170-Ph-CF:CF-P
h-CF2CF-n-CeHIso-Ph-CF=CF
-Ph-CFaCFiC)1.0CH2-Ph-CF=
CF-Ph-CF, CF.

C2H, OCR, -Ph-CF=CF-Ph-CF, C
F.

n-C,H,OCH,-Ph-CF=CF-Ph-CF
aCF.

n-C,H,0CHz-Ph-CF=CF-Ph-CF
, C.F.

n-C5Hl l 0CHx -Ph-CF”CF-P
h-CFzCFsn-CaH,,OCH,-Ph-CF
=CF-Ph-CF, CF.

n-CtH, 5OcHz-Ph-CF=CF-Ph-C
F.CF.

n-CaHl? oc) 12-ph-CF=cF-ph
-cFtcF3C1, -Cy-Ph-CF=CF-Ph
-CF.

CaHi-Cy-Ph-CF=CF-Ph-CFsn
-C-Ht -Cy -P h -CF :CF -P
h -CF -n-CJs-C3'-Ph-CF"C
F-Ptl-CFsn-CJ I l -Cy-Ph-
CF=CF-Ph-CFin-C,H,, -Cy-Ph
-CF=CF-Ph-CF.

rrC7Hri-Cy-Ph-CF=CF-Ph-CF
sCH, 0-Cy-Ph-CF"CF-Ph-CF.

C,H,0-Cy-Ph-CF=CF-Ph-CF.

n-C5HtO-Cy-Ph-CF"CF-Ph-CF
sn-C4HsO-Cy-Ph-CF”CF-Ph-C
F-n-C, H++0-Cy-Ph-CF=CF-Ph
-CFsn-CaHIno-Cy-Ph-CF=CF-
Ph-CFsCH, OCH, -Cy-Ph-CF=CF
-Ph-CF.

c, H@OcH, -Cy-Ph-CF=CF-Ph-C
F.

n-C,H,OCH,-Cy-Ph-CF"CF-Ph
-CF.

n-C,H,OCH,-Cy-Ph-CF"CF-Ph
-CF.

rrC-H7-Cy-Ph-CF=CF-Ph-CF2
CFzn-C4H, -Cy-Ph-CF=CF-Ph-
CFaCF.

n-C5t(, + -Cy-Ph-CF"CF-Ph-
CFaCFan-CaHla-Cy-Ph-CF”CF
-Ph-CFiCFin-C,H,, -Cy-Ph-'
CF”CF-Ph-CF, CF.

CH,0-Cy-Ph-CF=CF-Ph-CFaCF
*C2H,0-Cy-Ph-CF"CF-Ph-CF,
C.F.

n-CJ, 0-Cy-Ph-CF"CF-Ph-CF2
CFin-C4H,0-Cy-Ph-CF:CF-Ph
-CF, CF.

n-C3H++0-Cy-Ph-CF=CF-Ph-C
F2CFan-CaHlio-(:y-Ph-CF=C
F-Ph-CFtCFiCH=OCH2-Cy-Ph-
CF=CF-Ph-CF2CF-C2HsOCH2-C
y-Ph-CF: CF-Ph-CFaCFan-CxH
,0CHz-Cy-Ph-CF"CF-Ph-CFaC
Fsn-CJeOCHa-Cy-Ph-CF”CF-P
h-CFaCFin-C,H,,OCH,-Cy-Ph
-CF=CF-Ph-CF, CF.

CH, -Ph-Ph-CF=CF-Ph-CFmn-C
2HsOCH2-Cy-Ph-CF=CF-Ph-CF
sCH--Cy-Ph-CF=CF-Ph-CH-CF
sC,H, -Cy-Ph-CF=CF-Ph-CH,C
F.

n-C-Ht-Cy-Ph-CF=CF-Ph-CH-
CFsrrC4H--Cy-Ph-CF=CF-Ph-
ChzCFan-C,H,, -Cy-Ph-CF=CF
-Ph-CHaCFsn-C5Ht--Cy-Ph-C
F=CF-Ph-CHiCFsn-CJ +5-C3'
-Ph-CF”CF-Ph-CH*CFsCHsO-C
y-Ph-CF=CF-Ph-CH*CFsC2HJ-
Cy-Ph-CF"CF-Ph-CHiCFsn-C,
H,0-Cy-Ph-CF”CF-Ph-CH,CF.

n-C,H,0-Cy-Ph-CF=CF-Ph-CI
2CFsn-CsHlIO-Cy-Ph-CF'CF-
Ph-CH2CFsCH-OCHz-Cy-Ph-CF
;CF-Ph-CH*CF*C2HaOCHz-Cy-
Ph-CF=CF-Ph-CHaCFsn-CJ70C
H*-Cy-Ph-CF"CF-Ph-CHaCFsn
-C4H,0CHx-Cy-Ph-CF"CF-Ph-
C.H., C.F.

n-CdL+0CHi-Cy-Ph-CF"CF-Ph
-CH*CFsCl(, -Cy-Ph-CF"CF-P
h-CF, CFsC2Hs-Cy-Ph-CF"CF-
Ph-CF-CF-CJs-Ph-Ph-CF:CF-
Ph-CFsn-C,H, -Ph-Ph-CF; CF-
Ph-CF-n-C4H--Ph-Ph-CF''CF-
Ph-CFsn-CsHl-Ph-Ph-CF:
CF-Ph-CFin-CaHla-Ph-Ph-CF
:CF-Ptl-CFin-CtH+5-Ph-Ph-
CF”CF-Ph-CFiCH,0-Ph-Ph-CF
=CF-Ph-CF3C2H@0-Ph-Ph-CF=
CF-Ph-CFin-C,H,0-Ph-Ph-CF
=CF-Ph-CF.

n-C4H9O-Ph-Ph-CF: CF-Ph-CF
3n-C6H, +0-Ph-Ph-CF"CF-Ph-
CFxn-CaH,,0-Ph-Ph-CF"CF-P
h-CF3CH30CH, -Ph-Ph-CF=CF-
Ph-CF.

C2H,0CH2-Ph-Ph-CF=CF-Ph-C
F.

n-CJtOCH*-Ph-Ph-CF:CF-Ph-
CFin-CJsOCHz-Ph-Ph-CF"CF-
Ph-CFsn-C2HsOCH2-Ph-Ph-CF
"CF-Ph-CFxCH, -Ph-Ph-CF=CF
-Ph-CH, CF.

CaHs-Ph-Ph-CF: CF-Ph-CHaCF
sn-C-H2-Ph-Ph-CF=CF-Ph-CH
zCFsn-C, Hi-Ph-Ph-CF"CF-Ph
-CHxCFsn-C,H,, -Ph-Ph-CFzC
F-Ph-CHtCF.

n-C,H1,-Ph-Ph-CFzCF-Ph-CH
, C.F.

n-CtH+ 5-Ph-Ph-CF: CF-Ph-C
HzCFsCH,0-Ph-Ph-CFzCF-Ph-
C.H., C.F.

C2H,0-Ph-Ph-CFzCF-Ph-CH,C
F.

n-C5HyO-Ph-Ptl-CF"CF-Ph-C
HzCFan-C4HsO-Ph-Ph-CF"CF-
Ph-CH,CFsn-C,H,,0-Ph-Ph-C
F: CF-Ph-C1, CFsn-CsH+ 5O-P
h-Ph-CFzCF-Ph-CHaCFsCH,OC
H, -Ph-Ph-CFzCF-Ph-CH, CFIC
2HsOCH*-Ph-Ph-CF"CF-pH-CH
aCFsn-C,H,OCH,-Ph-Ph-CF"C
F-Ph-CH, CF.

n-C4H, OCH, -Ph-Ph-CFzCF-Ph
-CH,CFin-C5H+ +0CHi-Ph-Ph
-CF"CF-Ph-CHzCFsCH, -Ph-Ph
-CFzCF-Ph-CF, CF.

CJs-Ph-Ph-CF”CF-Ph-CFiCFx
rrC-H2-Ph-Ph-CF”CF-Ph-CFx
CF-n-C, Hi-Ph-Ph-CF: CF-Ph-
CFaCFsn-Csl(+1-Ph-Ph-CF”
CF-Ph-CFzCFan-CsH, 5-Ph-Ph
-CFzCF-Ph-CFzCF.

n-CJ, 5-Ph-Ph-CFzCF-Ph-C
F2CF.

CH, 0-Ph-Ph-CFzCF-Ph-CF, CF
.

CJgO-Ph-Ph-CFzCF-Ph-CFgCF
srrCsH70-Ph-Ph-CF"CF-Ph-C
FzCFsn-C4H,0-Ph-Ph-CF:CF-
Ph-CF, CF.

n-C5H,,0-Ph-Ph-CF"CF-Ph-C
F.CF.

n-CaHl no-Ph-Ph-CFzCF-Ph-
CFxCFsCHJCH*-Ptl-Ph-CF:CF
-Ph-CFiCFxC,H,0CH2-Ph-Ph-
CFzCF-Ph-CF, CF.

n-C-H-OCH*-Ph-Ph-CF; CF-Ph
-CFaCF-n-C,H,0CHa-Ph-Ph-C
FzCF-Ph-CFzCF3n-C-H1,0CHz
-Ph-Ph-CFzCF-Ph-CF-CF-CH,
-Ph-CFzCF-Ph-Ph-CFICH3-Ph
-CFzCF-Ph-Ph-CFIC,H, -Ph-C
FzCF-Ph-Ph-CF.

n-C5Ht-Ph-CF"CF-Ph-Ph-CFx
rrC4H--Ph-CFzCF-Ph-Ph-CFs
n-CSH1r -Ph-CF"CF-Ph-Ph-C
F-n-CaHls-Ph-CFzCF-Ph-Ph-
CFsn-C,H,--Ph-CF: CF-Ph-Ph
-CF-CI(30-Ph-CFzCF-Ph-Ph-
CFICaHsO-Ph-CF"CF-Ph-Ph-C
Fsn-CsHtO-Ph-CFzCF-Ph-Ph-
CFin-C4H,0-Ph-CF"CF-Ph-Ph
-CF.

n-C,H,,0-Ph-CF:CF-Ph-Ph-C
Fin-CsHl-0-Ph-CF"CF-Ph-Ph
-CF-CH,0CH1-Ph-CFzCF-Ph-P
h-CFIC,H,OCH,-Ph-CFzCF-Ph
-Ph-CF.

n-CJtOCHz-Ph-CF"CF-Ph-Ph-
C.F.

n-CJeOCH*-Ptl-CFzCF-Ph-Ph
-CFIn-C,H,,0CH2-Ph-CF"CF-
Ph-Ph-CF-CH, -Ph-CFzCF-Ph-
Ph-CH, CF.

CJs-Ph-CF”CF-Ph-Ph-CHzCFs
n-CJt-Ph-CFzCF-Ph-Ph-CHaC
Fsn-CJs-Ph-CF: CF-Ph-Ph-CH
tCF.

n-C,H,, -Ph-CFzCF-Ph-Ph-CH
,CFsn-C,H,5-Ph-CFzCF-Ph-P
h-CHaCFxrrCJ 1s-Ph-CF”CF-
Ph-Ph-CHiCFaCHsO-Ph-CFzCF
-Ph-Ph-CHzCFsC,H,0-Ph-CFz
CF-Ph-Ph-CH, CF.

n-CJ70-Ph-CF"CF-Ph-Ph-CHa
CFatrC4H-0-Ph-CF: CF-Ph-Ph
-CH2CFsn-C5H,0-Ph-CF"CF-P
h-Ph-CHzCFsn-CaH,,0-Ph-CF
zCF-Ph-Ph-CHtCF.

CH30CH, -Ph-CFzCF-Ph-Ph-CH
tCF.

C2H50CH2-Ph-CFzCF-Ph-Ph-C
HtCF.

n-CJyOCH2-Ph-CF:CF-Ph-Ph-
C.H., C.F.

n-C4H,0CH2-Ph-CF"CF-Ph-Ph
-CH, CFsn-CsH+, 0CHz-Ph-CF
:CF-Ph-Ph-CHaCFsCH, -Ph-CF
zCF-Ph-Ph-CF, CF.

CaH6-Ph-CFzCF-Ph-Ph-CF2CF
3n-C,H,-Ph-CF: CF-Ph-Ph-CF
zCF.

n-C,H,-Ph-CFzCF-Ph-Ph-CFg
CF-rrC-H1l-Ph-CF”CF-Ph-Ph
-CFaCF-n-CaH13-Ph-CF:CF-P
h-Ph-CFxCFsn-CtH+5-Ph-CFz
CF-Ph-Ph-CFxCFsCH, 0-Ph-CF
zCF-Ph-Ph-CF, CF.

CJsO-Ptl-CF: CF-Ph-Ph-CF-C
Fsn-C3H,0-Ph-CF"CF-Ph-Ph-
CFiCF.

n-C,H,0-Ph-CF"CF-Pl'rPh-C
F.CF.

n-C,H,,0-Ph-CFmCF-Ph-Ph-C
F,CFsn-C,H,,0-Ph-CF"CF-Ph
-Ph-CFmCF.

CHJCHz-Ph-CF”CF-Ph-Ph-CF*
CF*CgHsOCHx-Ph-CFmCF-Ph-P
h-(:FxCFan-CzHJCHz-Ph-CF”
CF-Ph-Ph-CFsCFsn-CJsOCHt-
Ph-CF"CF-Ph-Ph-CFiCFsn-Cs
H, 10CH*-Ph-CF"CF-Ptl-Ph-C
FxCFsCH, -Cy-CHtCH, -Ph-CFm
CF-Ph-CF.

C,H,-Cy-CHaCHa-Ph-CFmCF-P
h-CFsn-C,H,-Cy-CH,CH,-Ph-
CFmCF-Ph-CF.

n-C,H,-Cy-CH,CH,-Ph-CFmCF
-Ph-CF.

n-C5Hl 1-Cy-CHtCHz-Ph-CFm
CF-Ph-CFsn-C,H,, -Cy-CH,CH
a-Ph-CFmCF-Ph-CF.

n-CtH1m-Cy-CHxCHz-Ph-CFmC
F-Ph-CFsCH, 0-Cy-CHzCH, -Ph
-CFmCF-Ph-CF.

C,HsO-Cy-CH,CH,-Ph-CFmCF-
Ph-CF.

n-C,HyO-Cy-CH,C)It-Ph-CF"
CF-Ph-CFsn-C4HsO-Cy-CH,CH
, -Ph-CF"CF-Ph-CF.

n-C5H,,0-Cy'-CH,CH,-Ph-CF
“CF-Ph-CF.

n-C5H1sO-C3+-CI(*CHx-Ph-C
F"CF-Ph-CFsCHsOC)It-Cy-CH
aCHa-PTh-CFmCF-Ptl-CFsCJJ
CH*-C3T-CHaCHa-Ph-CF”CF-P
h-CFsn-CsHtOCH*-Cy-CHaCHa
-Ph-CFIICF-Ph-CFsn-CJ, OCH
x-Cy-CHaCHa-Ph-CFmCF-Ph-C
Fsn-C5H++0CHa-Cy-CHaCHa-P
h-CF”CF-Ph-CFsCHs-Cy-CHaC
Ha-Ph-CF"CF-Ph-CHaCFmCJs-
Cy-CHaCHa-Ph-CF”CF-Ph-CHi
CFsn-CsHt-Cy-CHgCHt-Ph-CF
“CF-Ph-CHiCFsn-CJe-Cy-CHa
CHa-Ph-CF"CF-Pfl-CHiCFsn-
CJ + r -Cy-CHaCHa-Ph-CF"C
F-Ph-CHsCFsn-Csl(ls-Cy-CH
aCHa-Ph-CF"CF-Ph-CHiCFsn-
CyH+ 5-Cy-(:H*C1(a-Ph-CF”
CF-Ph-CHtCFmCHsO-Cy-CHaCH
a-Ph-CF"CF-Ph-CHaCFsCJsO-
Cy-CHsCHm-Ph-CF"CF-Ph-CHx
CFsn-CsHJ-Cy-CHiCHt-Ph-CF
mCF-Ph-CHiCFsn-CJe0-Cy-CH
xCHt-Ph-CFmCF-Ph-CHiCFsn-
C,H,,0-Cy-CH,CH,-Ph-CFmCF
-Ph-CH, CF.

CH10CHi-Cy-CHzCHa-Ph-CFmC
F-Ph-CHaCFzC,H,0CHa-Cy-CH
*C1(*-Ph-CFmCF-Ph-CHiCFsn
-C,H,OCH, -Cy-CH,CH2-Ph-CF
mCF-Ph-CH, CF.

n-C4H,0CH2-Cy-CH,C)Is-Ph-
CF"CF-Ph-CH, CF.

n-C5H++0CHa-Cy-CHaCHa-Ph-
CFmCF-Ph-CHxCFiCH, -Cy-CH,
CHi-Ph-CF”CF-Ph-CFxCFsCJs
-Cy-CH2CHa-Ph-CFmCF-Ph-CF
aCFsn-C,H,-Cy-CH,CH,-Ph-C
FmCF-Ph-CF, CF.

n-C,H,-Cy-CH,CH,-Ph-CFmCF
-Ph-CF, CF.

n-C5H1, -Cy-CHxCHt-Ph-CF”C
F-Ph-CFaCFsn-CsH+5-Cy-CHa
CHa-Ph-CFmCF-Ph-CFxCFarrC
J 1s-Cy-CHaCHa-Ph-CF"CF-P
h-CFxCFsCI(-0-Cy-CHzCHi-P
h-CFmCF-Ph-CFaCFsC,H,0-Cy
-CHaCH, -Ph-CFmCF-Ph-CF, CF
.

n-C5HtO-Cy-CHzCHz-Ph-CFmC
F-Ph-CFaCFsn-C,H,0-Cy-CH2
cHz-Ph-CFmCF-Ph-CFaCFsn-C
s)ll+0-Cy-CHaCHa-Ph-CFmCF
-Ph-CFaCFsn-CsH1go-Cy-CH2
CHa-Ph-CFmCF-Ph-CFxCFsCHs
OCHz-Cy-CHaCH2-Ph-CFmCF-P
h-CFzCFsCJsOCHz-Cy-CHaCHa
-Ph-CFmCF-Ph-CFgCFsn-CJeO
CHa-Cy-CHzCHi-Ph-CFmCF-Ph
-CFaCFsn-CJeOCHa-Cy-CHaCH
a-Ph-CF'CF-Ph-CFsCFmn-CsH
l l 0CHi-Cy-CHaCHa-Ph-CF”
CF-Ph-CFmCF sCH, -Cy-CH20-
Ph-CFmCF-Ph-CF.

C2H, -Cy-CH,0-Ph-CF"CF-Ph-
C.F.

n-CJt-Cy-CHJ-Ph-CFmCF-Ph-
CFxn-CJs-Cy-CHtO-Ph-CFmCF
-Ph-CFsn-CsHl 1-Cy-CH,0-P
h-CF"CF-Ph-CF.

n-CaH, 5-Cy-CH, 0-Ph-CFmCF-
Ph-CF.

CHsO-Cy-CHJ-Ph-CFmCF-Ph-C
FsC2HsO-Cy-CHaO-Ph-CF"CF-
Ph-CF婁n-CJ-0-Cy-CH-0-Ph-C
F”CF-Ph-CF-n-CJsO-Cy-CHa0
-Ph-CF”CF-Ph-CFsn-CJ l l
0-Cy-CH20-Ph-CFmCF-Ph-CFs
CH3-Cy-OCHz-Pb-CF”CF-Ph-C
FsCJs-Cy-OCHx-Ph-CF'CF-Ph
-CFsn-C5Ht-Cy-OCHs-Ph-CF”
CF-Ph-CFmn-C4He-C3T-OCHi-
Ph-CF"CF-Ph-CFsn-CJ++-Cy-
OCHs-Ph-CF"CF-Ph-CFsn-CsH
ls-Cff-OCHi-Ph-CF"CF-Ph-C
FxCHs-Cy-COO-Ph-CF"CF-Ph-
CFsC! Hs-C31-COO-Ph-CF"CF-
Ph-CFsn-C,H,-Cy-COO-Ph-CF
"CF-Ph-CFsn-C4H*-Cy-COO-P
h-CF"CF-Ph-CFmn-CsHl, -Cy-
COO-Ph-CFxCF-Ph-CFan-CsHl
5-Cy-COO-Ph-CFxCF-Ph-CFsC
Hs-Cy-C=C-Ph-CF-CF-Ph-CFI
CJs-Cy-C=C-COO-Ph-CFxCF-P
h-CF.

n-C5Ht-Cy-C=C-COO-Ph-CF”C
F-Ph-CFsn-CJ(,-Cy-CfC-COO
-Ph-CF"CF-Ph-CFmn-CsH1+-(
:y-(:=C-C00=Ph-CF"CF-Ph-C
Fsn-C,H,, -Cy-C=C-COO-Ph-C
FxCF-Ph-CF.

CH,0-Cy-C=C-Ph-CF”CF-Ph-C
F.

C1HsO-Cy-C=C-Ph-CF CF-Ph-
CFsn-C, HtO-Cy-C-C-Ph-CF"C
F-Ph-CLn-CJsO-C3'-C=C-Ptl
-CF:CF-Ph-CFsn-CsHt IQ-Cy
-(:=C-Ph-CF"CF-Ph-CFsFurthermore,
By using tetrafluoroethylene with chlorotrifluoroethylene or perfluoro-2-butene, the following compounds can be synthesized.

CH3-Ph-CF=CC1-Ph-CF.

Melting point: 95.1℃, IR spectrum (KBr tablet)
As shown in the figure.

C,H,-Ph-CF=CC1-Ph-CF.

n-C5Ht-Ph-CF=CC1-Ph-CFsn-
C4Hs-Ph-CF=CC1-Ph-CFsn-C,
H, +-Ph-CF"CCI-Ph-CF.

n-CJ,, -Ph-CF"CCI-Ph-CFsn-
C1H1s-Ph-CF”CCI-Ph-CF-n-C
aHlt-Ph-CF”CCI-Ph-CFsn-C,
Hl, -Ph-CF"CCI-Ph-CFsn-C,,
H,1-Ph-CF”CCI-Ph-CF.

C) 1.0-Ph-CF=CC1-Ph-CF.

C,8,0-Ph-CF=CC1-Ph-CF.

rrC-HtO-Ph-CF=CCI-Ph-CF-n
-C4HsO-Ph-CF"CCI-Ph-CFsn-
CsHl +0-Ph-CF”CCI-Ph-CF.

n-C5H+, 0-Ph-CF=CCI-Ph-CF.

n-CJ, 5O-Ph-CF=CCI-Ph-CFsn
-C,H,to-Ph-CF"CCI-Ph-CF.

n-C,Hl 5o-Ph-CF: CCI-Ph-CF
sCHIOCH, -Ph-CF=CC1-Ph-CFs
c*n5ocn*-ph-cp=cct-ph-cps
n-CsHtOCHi-Ph-CF"CCI-Ph-C
Fsn-CsHtOCHi-Ph-CF"CCI-Ph
-CFsn-CsH,,OCHi-Ph-CF”CCI
-Ph-CF.

n-C,H,,OCH,-Ph-CF"CCI-Ph-
C.F.

rrctH1sOcHt-Ph-CF"CCI-Ph-
CFsn-CJ, -OCHi-Ptl-CF”CCI
-Ph-CFxCHs-Ph-CF”CCl-Ph-C
H*CFsC,H, -Ph-CF=CC1-Ph-CH
, C.F.

n-C5H7-Ph-CF"CCl-Ph-CHgCF
.

n-CJs-Ph-CF: CCI-Ph-CI (icF
sn-cl)l, -Ph-CF"CCl-Ph-CH
gCF.

n-C5H1s-Ph-CF”CCl-Pt1-CHz
CFsn-C,H,,-Ph-CF"CCI-Ph-C
)1. C.F.

n-CaHlt-Ph-CF”CCI-Ph-CFI*
CFsrrC-Hl--Ph-CF"CCI-Ph-C
HxCF-n-C+oHi+-Ph-CF"CCI-P
h-CHxCFxCH,0-Ph-CF=CC1-Ph
-CH,CF3C2HsO-Ph-CF=CCI-Ph
-CHzCFsn-CJtO-Ph-CF=CCI-P
h-CH*CFarrC4)1-0-Ph-CF”CC
I-Ph-CH-CFsn-CsH1,0-Ph-CF
"CCl-Ph-CH2CF-n-C,H, *0-Ph
-CF: CCl-Ph-CH, CF.

n-CJ 1sO-Ptl-CF”CCI-Ph-CH
-CFin-C,H,to-Ph-CF=CCI-Ph
-CH,CFan-C,H,,0-Ph-CF”CCl
-Ph-CH2CFxCH,OCH,-Ph-CF=C
C1-Ph-CHHeFaCJ-OCHi-pH-CF
“CCI-Ph-CHgCF-n-CsH-OCHi-
Ph-CF=CCI-Ph-CHzCFsn-C,H,
OCH, -Ph-CF"CCI-Ph-CHtCF-n
-C5H+ +0CH--Ph-CF"CCI-Ph-
CH-CFsn-C-H1sOcHa-Ph-CF”C
Cl-Ph-CHaCFsn-C,H+5OCH,-P
h-CF”CCI-Ph-CHxCF.

n-CaH+tOcHi-Ph-CF"CCI-Ph-
CHxCFsCL-Ph-CF=CC1-Ph-CF,
C.F.

C,H,-Ph-CF=CC1-Ph-CF, CF.

n-C5Ht-Ph-CF=CCI-Ph-CFiCF
sn-C, Hs-Ph-CF"CCI-Ph-CFgC
Fsn-Cs) I l 1-Ph-CF"CCI-Ph
-CFlCFxn-CsH1s-Ph-CF"CCI-
Ph-CFgCFsn-CJls-Ph-CF”CCI
-Ph-CFgCFsn-C,H, -Ph-CF=C
CI-Ph-CF, CF.

n-C-H, e-Ph-CF=CCI-Ph-CFgC
Fsn-C1oHz +-Ph-CF"CCI-Ph-
CFaCFsCH,0-Ph-CF=CC1-Ph-C
F.CF.

C,H@0-Ph-CF=CC1-Ph-CF, CF.

n-C-H7O-Ph-CF"CCI-Ph-CFgC
Fsn-C,H,0-Ph-CF"CCI-Ph-CF
, C.F.

n-C,H, + 0-Ph-CF=CCI-Ph-CF
, C.F.

n-C-H, -0-Ph-CF=CC1-Ph-CFz
CF-rrC7H1so-Ph-CF"CCI-Ph-
CFgCFsn-C,H,tO-Ph-CF=CC1-
Ph-CF, CF.

n-CJlsO-Ph-CF”CCI-Ph-CFzC
F.

C) 1.0CHa-Ph-CF=CC1-Ph-CF,
C.F.

CJtOCHx-Ph-CF"CCI-Ph-CFtC
Fsn-CJtOCHx-Ph-CF"CCI-Ph-
CFsCFmn-CJJCHx-Ph-CF"CCI-
Ph-CFgCFsn-CsHl +OCH*-Ph-
CF”CCI-Ph-CFsCFsn-C,H,5Oc
H*-Ph-CF=CCI-Ph-CF, CFan-C
tH1sOcHx-Ph-CF"CCI-Ph-CFm
CFsn-CsH1, OCHg-Ph-CF”CCI-
Ph-CFmCFsCH, -Cy-Ph-CF=CC1
-Ph-CF.

CJs-Cy-Ph-CF”CCI-Ph-CLn-C
, H, -Cy-Ph-CF=CC1-Ph-CF.

n-CJs-Cy-Ph-CF=CCI-Ph-CFs
n-CsHl, -Cy-Ph-CF=CC1-Ph-
CFsn-Cs)I In-Cy-Ph-CF=CC1
-Ph-CFsn-CtHl a-Cy-Ph-CF”
CCI-Ph-CFsCHJ-Cy-Ph-CF:CC
I-Ph-CFsC, HiO-Cy-Ph-CF=CC
1-Ph-CF.

n-C,1(J-Cy-Ph-CF=CC1-Ph-C
F.

n-C4H*0-Cy-Ph-CF=CC1-Ph-C
F.

n-C,H,,0-Cy-Ph-CF; CC1-Ph-
C.F.

n-CaHl-0-Cy-Ph-CF"CCI-Ph-
CFmCHxOCHi-Cy-Ph-CF=CC1-P
h-CFsC, HsOCHg-Cy-Ph-CF=CC
1-Ph-CF.

n-C,H,OCH,-Cy-Ph-CF=CC1-P
h-CF.

n-CJtOCHx-Cy-Ph-CF:CCI-Ph
-CFsn-C,H,,OCH,-Cy-Ph-CF=
CC1-Ph-CF.

CH, -Cy-Ph-CF=CC1-Ph-CH,CF
.

CJs-Cy-Ph-CF=CCI-Ph-CH-CF
sn-C,H,-Cy-Ph-CF=CC1-Ph-C
H, CFxn-C4H, -Cy-Ph-CF"CCl-
Ph-CH, CFsn-CsH1□-Cy-Ph-CF
=CC1-Ph-CH*CFsCHsO-Cy-Ph-
CF=CCI-Ph-CHaCFsC2H,0-Cy-
Ph-CF=CC1-Ph-CH,CF.

n-C5HtO-Cy-Ph-CF=CCI-Ph-C
HiCFxn-C4HJ-Cy-Ph-CF”CCI-
Ph-CHaCF-n-C, H++0-Cy-Ph-C
F=CC1-Ph-CHiCFmCH3-Ph-Ph-
CF=CC1-Ph-CFICJs-Ph-Ph-CF
"CCI-Ph-CFsn-CsHt-Ph-Ph-C
F: CCI-PTI-CFirrC-H--Ph-Ph
-CF”CCI-Ph-CFsn-C,)1., -Ph
-Ph-CF=CCI-Ph-CFan-CJls-P
h-Ph-CF:CC1-Ph-CFarrC7H1-
-Ph-Ph-CFFeCl2Ph'CFsCH1O-
Ph-Ph-CF=CC1-Ph-CF.

C,! (,0-Ph-Ph-CF=CC1-Ph-CF
.

n-CJyO-Ptl-Ph-CF"CCI-Ph-C
Fsn-C,)1.0-Ph-Ph-CF:CC1-P
h-CF.

n-C5H1+0-Ph-Ph-CF"CCI-Ph-
CFin-C,H,,0-Ph-Ph-CF"CCI-
Ph-CFzCH, -Ph-Ph-CF=CC1-Ph
-CH, CFSC2H, -Ph-Ph-CF=CC1-
Ph-CH,CFin-C,)It-Ph-Ph-CF
=CCI-Ph-CHaCFsn-CJl++-Ph-
Ph-CF=CCI-Ph-CHaCFsn-CsH,
-Ph-Ph-CF”CCI-Ph-CHzCFsn-
C, H+ s-Ph-Ph-CF=CCI-Ph-CH
iCFmCH,0-Ph-Ph-CF=CC1-Ph-
C.H., C.F.

C,H,0-Ph-Ph-CF=CC1-Ph-CH,
C.F.

n-C5H? 0-Ph-Ph-CF"CCl-Ph-C
HICF-n-C4HsO-Ph-Ph-CF”CCI
-Ph-CHgCFsn-CsH++0-Ph-Ph-
CF”CCI-Ph-CHmCFsCHm-Cy-CH
, COx-Ph-CF-CCI-Ph-CF.

CsHt-Cy-CHmCHm-Ph-CF"CCI-
Ph-CFan-CsHt-Cy-CHmCHm-Ph
-CFxCC1-Ph-CFsn-C4ns-Cff-
CHmCHm-Ph-CF"CCI-Ph-CFmn-
CJrr-Cy-CHmCHm-Ph-CF"CCI-
Ph-CFmn-CaHts-C1-CHmCHm-P
h-CF”CC1-Ph-CFsn-CsHt5-Cy
-CH=CH, -Ph-CFxCC1-Ph-CFsC
HsO-Cy-CHiC cap+-Ph-CF”CCI-P
h-CFsCJsO-Cy-CHmCHm-Ph-CF
"CCl-Ph-CFmn-C5HtO-Cy-CHm
CHm-Ph-CF"CCI-Ph-CFsn-C4H
*0-C3'-CHmCHm-Ph-CF"CCI-P
h-CFsn-CsH1+O-Cy-CHgC)Ig-
Ph-CF"CCI-Ph-CFsCHm-Cff-C
HzCH bulk-Ph-CF"CCI-Ph-CHaCFm
CJs-Cy-CHmCHm-Ph-CF”CCl-P
h-CHgCFsn-C, Ht-Cy-CH=CH, -
Ph-CFxCC1-Ph-CH, CFsn-CJ(+
-Cy-CH*CHx-Ph-CF”CCl-Ph-C
HgCFsn-CsHl 1-Cy-CHgC)Is-
Ph-CF”CCI-Ph-CHxCFsCHsO-C
y-CHmCHm-Ph-CF"CCI-Ph-CHx
CFsC,H,0-Cy-CHzCH,-Ph-CF2
CC1-Ph-CH, CF.

n-CJJ-Cy-CHmCHm-Ptl-CF2CC
1-Ph-CHgCFsn-C4) 1sO-Cy-CH
mCHm-Ph-CFxCC1-Ph-CHtCF-n
-CsHl 1O-Cy-CHmCHm-Ph-CF”
CCl-Ph-COxCFmCHsOCHa-Cy-C
HmCHm-Ph-CF"CCl-Ph-CHgCFm
Ca)1. OCH, -Cy-CHmCHm-Ph-CF
"CCl-Ph-CH, CFin-C3H-OCHx-
CV-CHmCHm-Ph-CF:CC1-Ph-CH
gCFsn-CJeOCHa-C31-CHmCHm-
Ph-CFxCC1-Ph-CHiCFmn-C5H0
OCHz-C3)-CHmCHm-Ph-CF”CCl
-Ph-CHmCFsCHm-Ph-CC1=CF-P
h-CF.

C,H,-Ph-CC1=CF-Ph-CF.

n-C5Ht-Ph-CC1"CF-Ph-CFsn-
C41 (s-Ph-CC1=CF-Ph-CFan-C
5H++-Ph-CC1=CF-Ph-CFmn-Ca
Hts-Ph-CC1=CF-Ph-CFsn-CJ,
, -Ph-CC1"CF-Ph-CFsn-C,H,,
-Ph-CC1”CF-Ph-CFsn-CJ(+5-
Ph-CC1”CF-Ph-CFmn-C,,H,,-
Ph-CC1=CF-Ph-CFsCH,0-Ph-C
C1=CF-Ph-CF.

CJsO-Ph-CC1"CF-Ph-CF-n-CJ
tO-Ph-CC1''CF-Ph-CFIn-CJ,J
O-Ph-CCCCF-Ph-CFsn-CaHl +
0-Ph-CC1”CF-Ph-CFsn-CJ l
5O-Ph-CC1"CF-Ph-CF-n-CJ+5
O-Ph-CC1”CF-Ph-CFsn-C,H+?
0-Ph-CC1”CF-Ph-CFsn-CsHl
sO-'Ph-CC1''CF-Ph-CFsCHsOC
H*-Ph-CC1=CF-Ph-CFsCJsOCH
*-Ph-CCCCF-Ph-CFsn-C,H,0C
Ha-Ph-CC1”CF-Ph-CFxn-CJJC
Ha-Ph-CC1”CF-Ph-(:Fmn-C5H
0OCHz-Ph-CCCCF-Ph-CFsn-C5
H0OCHz-Ph-CCCCF-Ph-CFsn-C
JlsOcHi-Ph-CC1"CF-Ph-CFsn
-CaHl? OCH friend-Ph-CCCCF-Ph-C
FsCHs-Ph-CC1"CF-Ph-CH*CFs
C! H1-Ph-CC1=CF-Ph-CH, CFln
-C,H--Ph-CC1=CF-Ph-CH,CF.

n-C4H*-Ph-CC1"CF-Ph-CHICF
-n-C-Hll-Ph-CC1"CF-Ph-CHz
CF-n-CsH, -Ph-CCI"CF-Ph-C
H, C.F.

rrC? H1--Ph-CCCCF-Ph-CH-CF
srrC-)+1. -Ph-CC1"CF-Ph-C
OxCF3n-CJls-Ph-CC1"CF-Ph-
C)1. cFsn-C1aH*r-Ph-CC1:CF
-Ph-CH2CFxCH,0-Ph-CC1=CF-
Ph-CH, CF.

C,H,0-Ph-CC1=CF-Ph-CHgCFs
n-CsHyO-Ph-CC1=CF-Ph-CI(t
cFsn-C4H-0-Ph-CC1:CF-Ph-C
H, C.F.

n-C5H+, 0-Ph-CC1=CF-Ph-CH
2CF3n-CaH, 1o-Ph-CC1"CF-Ph
-CI(,CF3n-C,H,,0-Ph-CC1=C
F-Ph-CH, CF.

n-C, H170-Ph-CC1=CF-Ph-CH-
C.F.

n-C-H1*0-Ph-CC1=CF-Ph-CHs
CF-CH30CH! -Ph-CC1=CF-Ph-C
H.I.C.F.

CJeOCHa-Ph-CC1”CF-Ph-C)I*
CF□n-C5H0OCHz-Ph-CC1"CF-P
h-CH-CFsn-C4H-OCHx-Ph-CC1
=CF-Ph-CH-CF-n-C5H,10CH*-
Ph-CCCCF-Ph-CHiCFsn-C5H,x
OcH, -Ph-CCCCF-Ph-CHiCFsn-
CtH1aOcH*-Ph-CC1"CF-Ph-CH
iCFsn-CaH1tOChx-Ph-CCCCF-
Ph-CHzCF-CH, -Ph-CC1=CF-Ph
-CFICFIC,H, -Ph-CC1,CF-Ph-
CFfiCFan-C,H--Ph-CC1"CF-P
h-CFsCFmn-CJs-Ph-CC1”CF-P
h-CFtCFsn-cl)IIl-Ph-CC1”C
F-Ph-CFtCFmn-CsH1*-Ph-CCC
CF-Ph-CFICFIn-C,H,, -Ph-CC
1=CF-Ph-CF, CF.

n-C,Hr--Ph-CC1"CF-Ph-CFxC
Fsn-C,H,, -Ph-CCCCF-Ph-CF,
C.F.

n-C+oH*+-Ph-CCCCF-Ph-CFmC
FmCHsO-Ph-CC1”CF-Ph-CFtCF
xC,H,0-Ph-CC1=CF-Ph-CF,CF
.

n-C5HtO-Ph-CC1:CF-Ph-CFIC
Fin-C,H,0-Ph-CC1"CF-Ph-CF
, CFsn-CsH1+0-Ph-CC1=CF-Ph
-CFICFIn-CsH+5o-Ph-CC1”CF
-Ph-CFgCFsn-CtH,,0-Ph-CCC
CF-Ph-CFICFIn-C, Hl-0-Ph-C
1-0-Ph-CCCCF-Ph-CF, 5o-Ph
-CC1"CF-Ptl-CFmCFaCHsOCH*
-Ph-CC1”CF-Ptl-CFxCFsCIH8
OCHI-Ph-CC1=CF-Ph-CFICFIn
-CJyOCHi-Ph-CCCCF-Ph-CFIC
Fin-CJJCHa-Ph-CC1"CF-Ph-C
FxCFmn-CsHr, OCHm-Ph-CC1=
CF-Ph-CFxCFsn-C, HrsOcH, -P
h-CC1”CF-Ph-CFICFIn-C-H,5
OcHt-Ph-CC1"CF-Ph-CF, CFmn
-C,Hl-OCHm-Ph-CC1"CF-Ph-C
FxCFsCHs-Cy-Ph-CCCCF-Ph-C
FaCJs-Cy-Ph-CC1=CF-Ph-CFs
n-Cs) It-Cy-Ph-CCCCF-Ptl-C
Fsn-C,H,-Cy-Ph-CC1=CF-Ph-
CFsn-C,H, -Cy-Ph-CC1=CF-P
h-CF.

n-C5H1s -Cy-Ph-CCCCF-Ph-C
Fsn-CtH+5-Cy-Ph-CCCCF-Ph-
CFsCHsO-Cy-Ph-CC1=CF-Ph-C
FsCJ, 0-Cy-Ph-CC1=CF-Ph-CF
sn-CJtO-Cy-Ph-CC1=CF-Ph-C
Fin-CJsO-C3'-Ph-CC1''CF-Pt
l-CFsn-Cs)IIIO-Cy-Ph-CC1:
CF-Ph-CFsn-cl)11go-C3'-Ph
-CC1; CF-Ph-CFsCH, OCF+, -Cy
-Ph-CC1=CF-Ph-CFsCtHsOCHa
-Cy-Ph-CC1=CF-Ph-CFsn-CsH
tOCHz-Cy-Ph-CC1=CF-Ph-CFx
n-CJsOCH*-Cy-Ph-CC1=CF-Ph
-CFin-CsH0OCH*-Cy-Ph-CC1”
CF-Ph-CF-CH, -Cy-Ph-CC1=CF
-Ph-CHiCF.

C,H,-Cy-Ph-CC1=CF-Ph-CH,C
F.

n-C,H,-Cy-Ph-CC1=CF-Ph-CH
I.C.F.

n-C4He-Cy-Ph-CC1"CF-Ph-CH
2CFin-CsHl 1-Cy-Ph-CC1=CF
-Ph-CHiCFsCH,0-Cy-Ph-CC1=
CF-Ph-CH*CFsC2HsO-Cy-Ph-C
C1”CF-Ph-CHiCFsn-C,H,0-Cy
-Ph-CC1''CF-Ph-CH,CF.

n-C,H,0-Cy-Ph-CC1=CF-Ph-C
H, C.F.

n-C5H,1O-Cy-Ph-CC1=CF-Ph-
CHaCFaCH, -Ph-Ph-CC1=CF-Ph
-CF.

C2H@-Ph-Ph-CC1=CF-Ph-CFsn
-Csf(--Ph-Ph-CCCCF-Ph-CF-
n-C,H--Ph-Ph-CC1:CF-Ph-CF
-n-Cs)l 1+-Ptl-Ph-CC1”CF-
Ph-CFxrrC-1 (1--Ph-Ph-CC1"
CF-Ph-CFsn-CtH+5-Ph-Ph-CC
1=CF-Ph-CFsCH, 0-Ph-Ph-CC1
=CF-Ph-CF.

C2H,0-Ph-Ph-CC1=CF-Ph-CF.

n-C, FI, 0-Ph-Ph-CC1=CF-Ph-
C.F.

rrC4HJ-Ph-Ph-CC1=CF-Ph-CF
sn-C,H,,0-Ph-Ph-CC1"CF-Ph
-CF.

n-C5H+ J-Ph-Ph-CC1=CF-Ph-
CFxCH, -Ph-Ph-CC1=CF-Ph-CH
I.C.F.

CJs-Ph-Ph-CC1=CF-Ph-CHICL
n-C,H7-Ph-Ph-CC1=CF-Ph-CH
tCFsn-C,H--Ph-Ph-CC1=CF-P
h-CHzCFsn-CsHl l-Ph-Ph-C
C1”CF-Ph-CHzCFsn-CsH+ 5-P
h-Ph-CC1”CF-Ph-CHaCFaCH,0
-Ph-Ph-CC1=CF-Ph-CHICF.

C2HsO-Ph-Ph-CC1"CF-Ph-CHg
CFsn-C5HyO-Ph-Ph-CC1:CF-P
h-CHaCFxn-CJsO-Ph-pH-CC1=
CF-Ph-CHaCFxn-CsHt, 0-Ph-
Ph-CCCCF-Ph-CHsCFsCH, -Cy-
C) IaCHi-Ph-CC1=CF-Ph-CFsC
Js-Cy-CHxCHz-Ph-CCCCF-Ph-
CFsn-CsHt-C3)-CHxCHz-Ph-C
C1”CF-Ph-CFan-C4Hs-Cy-CH,
CH, -Ph-CC1=CF-Ph-CFsn-CsH
1l-Cy-CHaCH--Ph-CC1=CF-Ph
-CF-n-CsH+s-Cy-CHxCHz-Ph-
CCCCF-Ph-CFsn-CsHt5-Cy-CH
xCHz-Ph-CC1=CF-Ph-CFsCH,0
-Cy-CH,CH,-Ph-CCI CF-Ph-C
FsC, HsO-Cy-CH, CH, -Ph-CCCC
F-Ph-CF.

n -C-Ht O-Cy -CH-CHm -P h
-CCl ” CF -P h -CF -n-C4
H*0-Cy-CH,CH,-Ph-CC1=CF-P
h-CFmn-C,H,,0-Cy-CH,CH,-P
h-CC1=CF-Ph-CF.

CHs-C3'-CHxCHz-Ph-CC1"CF-
Ph-CHzCFsC,H,-Cy-CH,CH,-P
h-CC1”CF-Ph-CHmCF.

n-C5Hy-Cy-CHxCHz-Ph-CC1”C
F-Ph-CHsCFnn-C,H,-Cy-CHsC
)1. -Ph-CC1”CF-Ph-C)1.CFsn
-C,H,, -Cy-CHaCH, -Ph-CC1=C
F-Ph-CH, CFsCH, 0-Cy-CH, CH,
-Ph-CC1=CF-Ph-CH, CF.

C,H,0-Cy-CH,CH,-Ph-CC1=CF
-Ph-CH, CF.

rrCJ-0-Cy-CHaCH--Ph-CCCCF
-Ph-CH-CF-n-C, HsO-Cy-CHaC
H, -Ph-CC1=CF-Ph-CHiCFsn-C
,H, ,0-Cy-CHtCH,-Ph-CC1=CF
-Ph-CH, CF.

CH, -Ph-CC1=CC1-Ph-CF.

Cm) II-Ph-CC1=CC1-Ph-CF.

n-CsHt-Ph-CC1=CC1-Ph-CFmn
-CJsn-C5Ht-Ph-CC1=CC1-Ph-
CF, -Ph-CC1=CC1-Ph-CFsn-C
sH,5-Ph-CC1=CC1-Ph-CF.

n-C-H+ 5-Ph-CCCCCI-Ph-CF-
n-CaH+t-Ph-CC1=CC1-Ph-CFs
n-CeHls-Ph-CCCCCI-Ph-CFsn
-C+ ova +-Ph-CC1"CC1-Ph-C
F.

CH,0-Ph-CC1=CC1-Ph-CF.

C, HsO-Ph-CC1=CC1-Ph-CF.

n-C5HtO-Ph-(:C1=CC1-Ph-CF
sn-C,! (*0-Ph-CC1=CC1-Ph-C
F.

n-C5H1,0-Ph-CC1:CC1-Ph-CF
.

n-C,H,5O-Ph-CC1”CC1-Ph-CF
mn-CJ l 5O-Ph-CC1"CC1-Ph-
CFmn-C,l(,yO-Ph-CC1''CC1-P
h-CFan-C,H,5o-Ph-CC1:CC1-
Ph-CFsCH, -Ph-CC1=CC1-Ph-C
H, C.F.

C, H, -Ph-CC1=CC1-Ph-C)Iffi
C.F.

n-C5Ht-Ph-CC1=CC1-Ph-CHaC
Fxn-C,H@-Ph-CC1=CC1-Ph-CH
, CFsn-clo 1l-Ph-CC1''CC1-P
h-CHtCFsn-CJ l 5-Ph-CCCCC
I-Ph-CHaCFxn-C,H, @-Ph-CCC
CCI-Ph-CH, CF.

n-CaH+ t-Ph-CCCCCl-Ph-CHa
CFxn-CJ l 5-Ph-CC1"CC1-Ph
-CHzCFan-C+ ova l-Ph-CC1=
CC1-Ph-CHxCFxCH,0-Ph-CC1=
CC1-Ph-CH, CF.

C,)1.0-Ph-CC1=CC1-Ph-C)1.
cF.

n-C5H1O-Ph-CC1''CC1-Ph-CHm
C.F.

n-CJe0-Ph-CC1=CC1-Ph-C)II
CFsn-CJ, +0-Ph-CC1"CC1-
Ph-CHmCF.

CH, -Ph-CC1=CC1-Ph-CF, CF.

CJs-Ph-CC1”CC1-Ph-CFzCFxn
-CJ, -Ph-CC1=CC1-Ph-CFiCF.

n-C,H*-Ph-CC1:CC1-Ph-CFiC
F.

n-C,I(,,-Ph-CCCCC1-Ph-CFa
CFsn-C,H,, -Ph-CC1:CC1-Ph-
CF, CF.

n-C1)l 1--Ph-CC1:CC1-Ph-C
F-CFsCH,0-Ph-CC1=CC1-Ph-C
FICF3C2H,0-Ph-CC1=CC1-Ph-
CFICFan-CsH,0-Ph-CC1:CC1-
Ph-CF, CF.

n-C,H,0-Ph-CC1:CC1-Ph-CFi
C.F.

n-C5H110-Ph-CC1”CC1-Ph-CF
-CF-CHx-Cy-Ph-C (:1=CC1-Ph
-CFsCJs-Cy-Ph-CC1=CC1-Ph-
CF-n-CJ, -Cy-Ph-CC1=CC1-Ph
-CF.

n-CJe-Cy-Ph-CC1=CC1-Ph-CF
in-C, )+ + , -Cy-Ph-CC1=CC1
-Ph-CF.

n-C5H,, -Cy-Ph-CC1=CC1-Ph-
CF-n-C,H,, -Cy-Ph-CC1=CC1-
Ph-CF.

CH,0-Cy-Ph-CC1=CC1-Ph-CF.

C,H,0-Cy-Ph-CC1=CC1-Ph-CF
.

n-C5HyO-Cy-Ph-CCCCCI-Ph-C
Fsn-CJJ-Cy-Ptl-CC1"CC1-Ph
-CFsn-C,H+,0-Cy-Ph-CC1=C
C1-Ph-CFmn-CaHlsO-Cy-Ph-C
CCCCI-Ph-CFmCHsOCH--Cy-Ph
-CCCCCI-Ph-CF-CJsOCHi-Cy-
Ph-CCCCCI-Ph-CFsn-(:sHyOC
Hm-Cy-Ph-CCCCCI-Ph-CFsn-C
JJCHx-Cy-Ph-CC1”CC1-Ph-CF
sn-C,H,,OCH,-Cy-Ph-CC1=CC
1-Ph-CF.

CHs-Cy-Ph-CC1=CC1-Ph-CHtC
FsC* Hs-Cy-Ph-CC1” CCl
-P h -CHz CF 5n-CJt-C3'-P
h-CCCCCI-Ph-CHlCFin-C4H-C
y-Ph-CC1=CC1-Ph-CH, CF-n-C
,H,, -Cy-Ph-CC1=CC1-Ph-CHa
CFsCHsQ-Cy-Ph-CGCCCI-Ph-C
HiCFsc, H,0-Cy-Ph-CC1=CC1-
Ph-C)I*CFsn-Cs)ltO-Cy-Ph-
CC1=CC1-Ph-CHlCFin-C4H,0-
Cy-Ph-CCCCCI-Ph-CHaCFsn-C
sHl 1O-Cy-Ph-CC1=CC1-Ph-C
HxCFsCL-Ph-Ph-CC1=CC1-Ph-
C.F.

Ca)I--Ph-Ptl-CCCCCI-Ph-CF
sn-CJy-Ph-Ph-CC1=CC1-Ph-C
Fan-CJs-Ph-Ph-CCL"CCI-Ph-
CFsn-CsHI, -Ph-Ph-CC1''CC1
-Ph-CF.

n-Ca1 l s-Ph-Ph-CCCCCI-Ph
-CFmn-CtH1s-Ph-Ph-CC1''CC1
-Ph-CFsCH-0-Ph-Ph-CCCCCI-
Ph-CFsC,H,0-Ph-Ph-CC1=CC1
-Ph-CFIo-Ph-Ph-CC1=CC1-Ph
-CFIn-CsHtO-Ph-Ph-CC1=CC1
-Ph-CFsn-C-Hgn-CJ, , 0-P
h-Ph-CC1''CC1-Ph-CFsn-CsH,
5O-Ph-Ph-CCCCCI-Ph-CF.

CH, -Ph-Ph-CC1=CC1-Ph-CH,C
F.

C, H, -Ph-Ph-CC1=CC1-Ph-CH,
C.F.

n-CJr-Ph-Ph-CC1; CC1-PCCl-
Ph-CH1CF*-Ph-Ph-CC1''CC1-P
h-CH寥CFin-CsH1l-Ph-Ph-CC1
"CC1-Ph-CH-CF-n-CJ I m-Ph
-Ph-CC1=CC1-Ph-CHxCFsCHsO
-Ph-Ph-CC1=CC:1-Ph-CH,CF.

C2H,0-Ph-Ph-CC1=CC1-Ph-C)
1. cF*n-C-HtO-Ph-Ph-CC1:CC
1-Ph-CH-CF-n-C,H,0-Ph-Ph-
CC1:CC1-Ph-CHlCFin-C,H,,0
-Ph-PtrCCl"CC1-Ph-CH, CF.

CHs-Cy-C)1. CH, -Ph-CC1=CC1
-Ph-CF□C,H, -Cy-CH,CH, -Ph-
CC1=CC1-Ph-CF.

n-C,H,-Cy-CH,CH,-Ph-CC1=C
C1-Ph-CF.

n-CJt-Cy-CToCHi-Ph-CC1:CC
1-Ph-CF5n-C,H,, -Cy-CH,CH,
-Ph-CC1''CC1-Ph-CFsn-C-Hlx
-Cy-CHiCHx-Ph-CCCCCI-Ph-C
Fsn-CJt5-Cy-CHiCHz-Ph-CC1
=CC1-Ph-CFsCHsO-Cy-CHaCHa
-Ph-CC1=CC1-Ph-CFxCJsO-Cy
-CHaCHx-Ph-CC1”C(:1-Ph-CF
sn-C, HtO-Cy-CH, CH, -Ph-CC1
=CC1-Ph-CF.

n-Cn-C4HsO-Cy-CH, -Ph-CC1=
CC1-Ph-CF.

n-C5H,,0-Cy-CH,CHi-Ph-CC1
=CC1-Ph-CF.

CH, -Cy-CH, CHi-Ph-CC1=CC1-
Ph-CHzCFsCJs-Cy-CHaCHa-Ph
-CC1=CC1-Ph-CH,CF.

rrC-Hl-Cy-CHaCHa-Ph-CC1=C
C1-Ph-CH-CF-n-CJt-Cy-C)lz
CHz-Ph-CC1”CC1-Ph-CHzCFsr
rC-H, -Cy-CHaCH, -Ph-CC1=CC
1-Ph-CHiCFsC)I-0-Cy-CHaCH
a-Ph-CC1"CC1-Ph-CHaCFxC2H
-0-Cy-CHgC1 (z-Ph-CC1=CC1-
Ph-C)laCF-n-CJtO-Cy-CHaCH
t-Ph-CC1''CC1-Ph-CHaCFsn-C
JsO-Cy-CHaCHa-Ph-CC1"CC1-
Ph-CHlCFin-CsH, +0-Cy-CHxC
Hz-Ph-CC1=CC1-Ph-CHaCFsCH
i-Ph-CC1-CCFx-Ph-CFxCH, -P
h-CCF, =CCF, -Ph-CFsC2)1. -P
h-CCF, =CCF, -Ph-CF.

n-Cs1(t-Ph-CCFs"CCFs-Ph-C
FsrrC4H, -Ph-CCFs=CCFs-Ph-
CFsn-CsH+, -Ph-CCFi:CCFs-
Ph-CFsn-CaHl 5-Ph-CCFs=CC
Fs-Ph-CFan-C,H,s-PtrCCFm=
CCFa-Ph-CFsn-C,H,t-Ph-CCF
s=CCFs-PlrCFsn-CJt*-Ptl-
CCFs"CCFm-pH-CFxn-C+oHz 1
-ph-ccF3=ccF1-ph-c[”3CH30
-Ph-CCFs”CCFi-Ph-CFsCaHsO
-Ph-CCFs”CCFs-Ph-CFan-C-H
? 0-Ph-CCF, “CCFs-Ph-CFsn-C
JsO-Ph-CCFs=CCFs-Ph-CFsn-
CJ+ lo-Ph-CCFa"CCFs-Ph-CF
sn-CsHl-0-Ph-CCFs"CCF, -Ph
-CFsn-CJ,,0-Ph-CCFs”CCF,-
Ph-CF.

n-C5H+ yO-Ph-CCFs"CCFs-Ph
-CFsn-CJ+, 0-Ph-CCFs”CCFs
-Ph-CFsCHa-Ph-CCFs=CCFs-P
h-CH*CFsCJs-Ph-CCFa"CCFa-
pH-CHmCFsn-C,H--Ph-CCF,"C
CF, -Ph-CHxCF.

n-C4He-Ph-CCFs”CCFs-Ph-CH
sCFsn-CJ l l -pH-CCFs”CCF
s-Ph-CHgCFsn-CsH1s-Ph-CCF
s”CCFs-Ph-CHgCFsn-CsHl5-P
h-CCFs"CCFs-Ph-CHgCFsn-Cs
H1t-Ph-CCFa”CCFs-Ph-CHgCF
sn-CsH+*-Ph-CCFa"CCFs-Ph-
CH*CFsrrCr oH* 1-Ph-CCFs”
CCFs-Ph-CHtCFsCH, 0-Ph-CCF
,=CCFs-Ph-CHICF.

C,H,0-Ph-CCF, =CCF, -Ph-C)1
．． cF.

n-CJ70-Ph-CCFs=CCF--Ph-CH
xCFmn-C,H,0-Ph-CCF,"CCF,-
Ph-CH, CF.

n-C5H+, 0-Ph-CCFa"CCFs-Ph
-CH*CFsCHs-Ph-CCFm”CCFs-P
h-CF*CF*C*Hs-Ph-CCFs"CCFi
-Ph-CFtCFin-CJy-Ph-CCFs”C
CFa-Ph-CFtCFin-C,O,-Ph-CC
Fs”CCF, -Ph-CF, CFsn-CJll-P
h-CCFs”CCFs-Ph-CFxCFsn-Cs
Hl 5-Ph-CCFs”CCFs-Ph-CFtC
Fin-CJls-Ph-CCF-"CCFs-Ph-
CFgCFaCHsO-Ph-CCFl=CCF, -P
h-CF, CF.

CIH, 0-Ph-CCF, =CCF, -Ph-CF,
C.F.

n-C5HtO-Ph-CCFs”CCFs-Ph-C
FtCFin-CJeO-Ph-CCFs"CCFs-
Ph-CFxCFin-CsHl IO-Ph-CCF
s=CCFs-Ph-CFmCFsCHs-Cy-Ph
-CCFx=CCFs-Ph-CFsCProverb Hs-Cy-
Ph-CCFs: CCFs-Ph-CFsn-CsHt
-Cy-Ph-CCFs"CCFs-Ph-CFsn-
C4H, -Cy-Ph-CCF, :CCF--Ph-C
F.

n-CJ I 1-Cy-Ph-CCFs"CCFs-
Ph-CFa1'1-Ct)f+5-Cy-Ph-CC
F@=CCFs-Ph-CFxn-CsHl1-C3l
-Ph-CCFi=CCFs-Ph-CFsCH,0-
Cy-Ph-CCF, =CCFs-Ph-CFsCJa
O-Cy-Ph-CCFs=CCFx-Ph-CFsn
-CaHyO-Cy-Ph-CCFa"CCFm-Ph
-CFmn-CJeO-Cy-Ph-CCFm:CCF
s-Ph-CFsn-CsHll0-C3+-Ph-C
CFs”CCFa-Ph-CFsn-CaH,5O-C
y-Ph-CCF, =CCF, -Ph-CFsCHsO
CHx-Cy-Ph-CCFa"CCFs-Ph-CF
-CJJCH*-Cff-Ph-CCFs"CCFi-
Ph-CFmn-CnHyOCH*-Cy-Ph-CC
Fi”CCFs-Ph-CFsn-CJsOCI(a-
Cy-Ph-CCFs”CCFs-Ph-CFsn-C
mH++0CHi-Cy-Ph-CCFs"CCFa-
Ph-CFsCHa-Cy-Ph-CCFs=CCF,
-Ph-CH, (:F.

CJa-Cy-Ph-CCFa"CCFs-Ph-CH
gCFsn-C,H,-Cy-Ph-CCFs=CCF
, -Ph-CH,CFsn-C,1(e-Cy-Ph-
CCF, “CCF, -Ph-CH,CFsn-CsHl
l-Cy-Ph-CCFa=CCFs-Ph-CHiC
FsCHsO-Cy-Ph-CCFs"CCFs-Ph
-CI(*CFsCJsO-Cy-Ph-CCFs"C
CFs-Ph-CHgCFsn-C5HtO-Cy-P
h-CCFx=CCFs-Ph-CHiCFsn-C4
H-0-Cy-Ph-CCF-=CCFa-Ph-CH
aCF-n-CsHl +0-Cy-Ph-CCFs”
CCFs-Ph-CH2CF*C)Is-Ph-Ph-
CCFm=CCFs-Ph-CFsC,H,-Ph-P
h-CCF, =CCF, -Ph-CF.

n-C-H--Ph-Ph-CCFs=CCF-Ph-
CFsn-CJs-Ph-Ph-CCFm"CCFs-
Ph-CFsn-CsHl, -Ph-Ph-CCFa
"CCFs-Ph-CFsn-C,H,,-Ph-Ph
-CCF, "CCFs"'Ph-CFsCH, 0-Ph
-Ph-CCF, =CCF, -Ph-CF.

C,)1.0-Ph-Ph-CCF, =CCF, -Ph
-CF.

n-C,H-0-Ph-Ph-CCF,"CCF--P
h-CFsn-C4H,0-Ph-Ph-CCF, =C
CF, -Ph-CFsn-CsHl +0-Ph-Ph
-CCFs: CCF-rich -Ph-CFsCH, -Ph-P
h-CCF, =CCF, -Ph-CH2CF.

C, H, -Ph-Ph-CCF, =CCF, -Ph-C
H, C.F.

n-C5Ht-Ph-Ph-CCFa"CCFs-Ph
-CHiCFin-CJs-Ph-Ph-CCFs”C
CFs-Ph-C)l*cFsn-CsH,1-ph-
ph-ccFs=ccFs-ph-cLcFln-Ca
H1*-Ph-Ph-CCFs”CCFs-Ph-CH
*CFsCI(10-Ph-Ph-CCF, =CCF,
-Ph-CH, CF.

C, HsO-Ph-Ph-CCF, =CCF, -Ph-
CHICF.

n-C,H-0-Ph-Ph-CCFs”CCFs-P
h-CHxCFsn-C,H,0-Ph-Ph-CCF
J”CCF, -Ph-CH,CF.

n-C5H+tO-Ph-Ph-CCFs"CCFs-
Ph-CHzCFsCHs-C'1-CHzCHx-P
h-CCFs=CCFa-Ph-CFsCJs-Cy-
CHzCHt-Ph-CCFs”CCFm-Ph-CF
sn-CmHy-Cy-CHgCHg-Ph-CCFs
:CCFm-Ph-CFmn-C4H*-Cy-CHm
CHa-Ph-CCFs”CCFs-Ph-CFsrt
-Cs) Ill-Cy-CHgCHg-Ph-CCFm
“CCFm-Ph-CFan-CsHls-Cy-CH
gCHg-Ph-CCFs”CCFa-Ph-CFsn
-CJts-Cy-CHgCHg-Ph-CCFs”C
CFs-Ph-CFsCH,0-Cy-CH,CH,-
Ph-CCF, “CCFa-Ph-CF-C,H,0-
Cy-CHgCHg-Ph-CCF, =CCF, -Ph
-CF.

n-C,HyO-Cy-CH,CH,-Ph-CCF,
“CCF, -Ph-CF.

n-C4H, 0-Cy-CH, CH, -Ph-CCF,
“CCFs-Ph-CFsn-Csl(lIO-Cy-
CHgCHg-Ph-CCFa"CCFa-Ph-CF
sCHs-C31-CHxCHa-Ph-CCFm=C
CFs-Ph-CHzCFaCJs-Cy-CHgCH
g-Ph-CCFi"CCFa-Ph-CH*CF-n
-CsHy-C3+-CHgCHg-Ph-CCFs=
CCFs-Ph-CHiCFsn-CJs-Cy-CH
gCHg-Ph-CCFs"CCFm-Ph-CHxC
Fmn-CsHll-Cy-CHxCHa-Ph-CC
Fs"CCFa-Ph-CHxCFmCHsO-C'1
-CHzCHx-Ph-CCFa”CCFx-Ph-C
HxCFsCJJ-Cy-CHgCHg-Ph-CCF
s”CCFm-Ph-CHaCFsn-CsHtO-C
1-CHgCHg-Ph-CCFs"CCFs-Ph-
CHxCFsn-C-Hg0-Cy-CHgCHg-P
h-CCFs"CCFs-Ph-CHaCFsn-Cm
Hy +0-Cy-CHgCHg-Ph-CCFs=C
CFs-Ph-CHzCFsCHs-Ph-CCFa”
CF-Ph-CFmCHs-Ph-CCFs"CF-P
h-CFsC,H,-Ph-CCFI=CF-Ph-C
F.

n-C, Ht-Ph-CCFs=CF-Ph-CF.

n-CJs-Ph-CCFs"CF-Ph-CFsn-
CsHll-Ph-CCFs"CF-Ph-CFsn-
CmHy5-Ph-CCFs"CF-Ph-CFsn-
CJts-Ph-CCFs=CF-Ph-CFsn-C
aHty-Ph-CCFa"CF-Ph-CFsn-C
sHls-Ph-CCFm”CF-Ph-CFsn-C
1oHxr-ph-ccFl=cF-ph-cFICH
sO-Ph-CCFs=CF-Ph-CFsCJsO-
Ph-CCFs”CF-Ph-CFmrrC-H-0-
Ph-CCFs”CF-Ph-CF-n-C4HgO-
Ph-CCFs: CF-Ph-CFsn-CsHll0
-Ph-CCFs”CF-Ph-CFsn-CaHls
o-Ph-CCFs=CF-Ph-CFsn-CJli
o-Ph-CCFn=CF-Ph-CFan-CmHy
to-Ph-CCFs=CF-Ph-CFin-C,
H,,0-Ph-CCF-”CF-Ph-CFsCHs
-Ph-CCFs”CF-Ph-CHiCFsC,H,
-Ph-CCF, =CFmPh-CH2CF.

n-C5Ht-Ph-CCFs"CF-Ph-CHzC
Fsn-CJs-Ph-CCFs"CF-Ph-CHt
CFxn-CsH1l-Ph-CCF-"CF-Ph-
CHxCFsn-C,H,a-Ph-CCF,:CF-
Ph-CH, CF.

n-C,H,5-Ph-CCF, =CF-Ph-CHx
C.F.

n-CaHty-Ph-CCFs=CF-Ph-CHt
CFsn-CsHls-Ph-CCFs=CF-Ph-
CHxCFsn-C1oHxr-Ph-CCFs”CF
-Ph-CHxCFmCHsO-Ph-CCFs”CF
-Ph-CHaCFaC, HsO-Ph-CCF, =C
F-Ph-CH, CF.

n-CaHJ-Ph-CCFa: CF-Ph-CHaC
Fsn-C, H-0-Ph-CCF-”CF-Ph-C
HxCFmn-CsHl +0-Ph-CCFm”CF
-Ph-C)ItcFsCH--Ph-CCFz:CF
-Ph-CFxCFsC2H, -Ph-CCF, =CF
-Ph-CF, CF.

n-C,H,-Ph-CCFs: CF-Ph-CF, C
F.

n-CJs-Ph-CCFx”CF-Ph-CFtCF
sn-CmHy, -Ph-CCFs"CF-Ph-C
FtCFsn-CmHy5-Ph-CCFs”CF-P
h-CFtCFsn-CJ l 5-Ph-CCFi”
CF-Ph-CFaCF-CH, 0-Ph-CCF, =
CF-Ph-CF, CF.

C,H,0-Ph-CCF, =CF-Ph-CFICF
sn-CsHtO-Ph-CCFz=CF-Ph-CF
tCFsn-CJ, 0-Ph-CCFi: CF-Ph-
CFtCFsn-CsHl, 0-Ph-CCFx”CF
-Ph-CFxCFsCH, -Cy-Ph-CCF,:
CF-Ph-CFsC,H, -Cy-Ph-CCF, =
CF-Ph-CFsn-C,H,-Cy-Ph-CCF
,=CF-Ph-CF.

n-CaH*-C'J-Ph-CCFs:CF-Ph-
CFxn-CsH,+-Cy-Ph-CCFs=CF-
Ph-CFsn-C,H,,-Cy-Ph-CCFx”
CF-Ph-CFsn-CJls-Cy-Ph-CCF
s=CF-pH-CFsCHsO-Cy-Ph-CCF
s”CF-Ph-CFsC, HsO-Cy-Ph-CC
F, = CF-Ph-CF.

n-CaHtO-Cy-Ph-CCF, =CF-Ph-
CFsn-CJsO-Cy-Ph-CCFa"CF-P
h-CFan-Cm)l 110-Cy-Ph-CCF
-=CF-Ph-CF-n-ca)IlsO-Cy-P
h-CCFs=CF-Ph-CFsCHsOCH*-C
y-Ph-CCFa=CF-Ph-CFsC, HsOC
H*-Cy-Ph-CCF, =CF-Ph-CFsn-
CmHtOCH*-Cy-Ph-CCFs=CF-Ph
-CFsn-CJ,OCH*-Cy-Ph-CCFm”
CF-Ph-CFsre-CiH1+OCH*-Cy-P
h-CCFslICF-Ph-CFsCHs-CY-P
h-CCFs”CF-Ph-CHzCFsCJ@-C3
'-Ph-CCFs”CF-Ph-CHxCFsn-C
sHt-Cy-Ph-CCFs”CF-Ph-CHsC
F.

n-C4Hs-Cy-Ph-CCFs"CF-Ph-C
HaCFsn-CsHl 1-Cy-Ph-CCFs”
CF-Ph-CHiCFsCHsO-Cy-Ph-CC
Fm"CF-Ph-CH*CFsCJsO-Cy-Ph
-CCFa"CF-Ph-CHaCFsn-C,H,0
-Cy-Ph-CCF, =CF-Ph-CH, CFsn
-C4H,0-Cy-Ph-CCFs"CF-Ph-C
HaCFsn-CsH, 0-Cy-Ph-CCF,
=CF-Ph-CHaCF*CHs-PFI-pH-C
CFs=CF-P)l-CFsC,H,-Ph-Ph-
CCF,=CF-Ph-CF.

n-C5Ht-Ph-Ph-CCFs=CF-Ph-C
Fsn-CJe-Ph-Ph-CCFs"CF-Ph-
C.F.

n-C5HI I-Ph-Ph-CCFs”CF-P
h-CF3n-CJLs-Ph-Ph-CCFs”CF
-Ptl-CFsn-CtH1s-Ph-Ph-CCF
s”CF-Ph-CFsCH, 0-Ph-Ph-CCF
,=CF-Ph-CF3CJsO-Ph-Ph-CCF
s”CF-Ph-CFsn-CsHyO-Ph-Ph-
CCF*=CF-Ph-CFmn'-C, HsO-Ph
-Ph-CCFs=CF-Ph-CFsn-CsH, +
0-Ph-Ph-CCFs = CF-Ph-CFsn
-CaH,5o-ph-ph-ccts=cF-ph-
cF3CH, -Ph-Ph-CCF, =CF-Ph-C
H, C.F.

C Snow Hs-Ph-Ph-CCFs"CF-Ph-CHa
CFsn-CsHy-Ph-Ph-CCFm=CF-P
h-CHxCFxn-C5Hy-Ph-Ph-CCF”
CF-Ph-CHaCFsn-CsH, -Ph-Ph-
CCFs=CF-Ph-CHaCFsn-Csl(+5
-Ph-Ph-CCFs”CF-Ph-CHiCF3C
) IaO-Ph-Ph-CCFs"CF-Ph-CHa
CFsCiHsO-Ph-Ph-CCFa=CF-Ph
-CHxCF-n-C,H,0-Ph-Ph-CCFs
“CF-Ph-CH, CF.

rrC4H,0-Ph-Ph-CCF-=CF-Ph-
CHsCF-n-C,H,,0-Ph-Ph-CCFs
=CF-Ph-CH-CFsCH, -Cy-CHzCH
, -Ph-CCF, =CF-Ph-CF.

C,H,-Cy-CH,CH,-Ph-CCFs=CF
-Ph-CF.

n-C,H,-Cy-CH,CH,-Ph-CCF,=
CF-Ph-CF.

n-C4Is-C3j-CHsCHt-Ph-CCFs
"CF-Ph-CFin-CsH, -Cy-CHlC
Hz-Ph-CCFs=CF-Ph-CF.

n-C5H,x-Cy-CHzC)Is-Ph-CCF
s”CF-Ph-CFsn-CsHt1-Cy-CHa
C1(*-Ph-CCFx=CF-Ph-CFsCH,
O-Cy-CHlCHz-Ph-CCFs"CF-Ph
-CFsC*HiO-Cy-CHlCHz-Ph-CC
Fs"CF-Ph-CF-n-CsHlo-Cy-CH
sCHl-Ph-CCFs"CF-Ph-CFin-C
JJ-Cy-CHlCHz-Ph-CCFs"CF-P
h-CFsn-CsHlIO-Cy-CHxCHg-P
h-CCFs”CF-Ph-CFsCHs-Cy-CH
aCHa-Ph-CCFs"CF-Ph-CHtCFm
C, H, -Cy-CH2Cl, -Ph-CCF, "CF
-Ph-CHaCFsn-CJy-Cy-CHsCHz
-Ph-CCFs”CF-Ph-CHaCFsn-C4
H++-C3'-CHlCHz-Ph-CCFx=CF
-Ph-CHaCFsn-CsHt +-Cy-CHx
CHz-Ph-CCFx”CF-Ph-C)lzcFs
CH,0-Cy-CHaC)12-Ph-CCFi=C
F-Ph-CH2CFiCaHsO-C3'-CHlC
Hz-Ph-CCFs=CF-Ph-CFlzCFsn
-C,H,0-Cy-CH,CH,-Ph-CCF,”
CF-Ph-CH2CF.

n-C4H-0-Cy-C)I-CFI-Ph-CCF
a=CF-Ph-CH2CFsn-C,)l, ,0
-Cy-CHaCHz-Ph-CCFs=CF-Ph-
C.H., C.F.

CH, -Ph-CF=CCF, -Ph-CF.

C, H, -Ph-CF=CCF, -Ph-CFsn-C
sHt-Ph-CF=CCFs-Ph-CFin-C4
H-Ph-CF”CCFa-Ph-CFan-CJ+
+-Ph-CF”CCFs-Pjl-CFan-C,H
,, -Ph-CF''CCF, -Ph-CF.

n-C,Hl,-Ph-CF"CCFs-Ph-CF.

n-CJ, -Ph-CF=CCF, -Ph-CF.

n-C,H,, -Ph-CF''CCF, -Ph-CF.

n-C+ oHa I-Ph-CF=CCF*-Ph-
CFsCHaO-Ph-CF=CCF, -Ph-CF3
C,H,0-Ph-CF=CCF, -Ph-CF.

n-C5H-0-Ph-CF: CCFa-Ph-CF.

n-C, He0-Ph-CF"CCF, -Ph-CFx
n-can, +0-Ph-CFxCCFs-Ph-C
Fsn-CsHtm0-Ph-CF"CCFs-Ph-
CFsn-CJ + 5O-Ph-CF"CCFs-P
h-CFsrrC,H,,0-Ph-CF"CCF,-
Ph-CFsn-CJ l *0-Ph-CF”CCF
s-Ph-CFsCHi-Ph-CFxCCFs-Ph
-CHiCFsCtHs-Ph-CF"CCFs-Ph
-CHsCFsn-CsHt-Ph-CF"CCFs-
Ph-CToCFsn-CJs-Ph-CF”CCFs
-Ph-CHlCFsn-C,H,, -Ph-CF”C
CFs-Ph-CH, CF.

n-C6H1s-Ph-CF"CCFs-Ph-CHt
CFsn-CsHt 1-Ph-CF”CCFs-pH
-CHlCFsn-C,H, -Ph-CF"CCF,
-Ph-CH, CF.

n-Cs1(l 5-Ph-CF”CCFs-Ph-C
HlCFsn-C1oHz r -Ph-CF”CCF
s-Ph-CH*CFmCH30-Ph-CF=CCF
, -Ph-CH,CFsCaHsO-Ph-CFxCC
Fs-Ph-CHzCFxn-CsHyO-Ph-CF
“CCF *-Ph-CHxCFsn-CJsO-Ph
-CF:CCFs-Ph-CHlCFsn-CsHt
1O-Ph-CF"CCFs-Ph-CH*CFsCH
, -Ph-CF=CCF, -Ph-CFProverbCFmC,H
, -Ph-CF=CCF, -Ph-CF, CF.

n-C-Hy-Ph-CF”CCFs-Ph-CFxC
F.

n-C,H,-Ph-CF=CCF, -Ph-CFmC
Fsn-CIH+1-Ph-CF”CCFs-Ph-C
FmCFsn-C,H,5-Ph-CF"CCFs-P
h-CFxCFxn-CJB-Ph-CFxCCFs-
Ph-CFtCFxCHmO-Ph-CF=CCF, -
Ph-CFICFmC! HsO-Ph-CF=CCF,
-Ph-CF, CFIn-CsHJ-Ph-CF”CC
Fa-Ph-CFxCFsn-C, HsO-Ph-CF
"CCF, -Ph-CFsCFsn-CJ++0-Ph
-CF"CCFs-Ph-CFgCFsCH, -Cy-
Ph-CF”CCF, -Ph-CF.

CJs-Cy-Ph-CF"CCFx-Ph-CFsn
-CJy-Cy-Ph-CF"CCFa-Ph-CFs
n-CJs-Cy-Ph-CF”CCFs-Ph-CF
sn-C,H,,-Cy-Ph-CF"CCFx-Ph
-CFsn-CsHt5-Cy-Ph-CF”CCFs
-Ph-CFsrrClH+5-Cy-Ph-CFxC
CFs-Ph-CFsCH, 0-Cy-Ph-CF=C
CF, -Ph-CF.

CJsO-Cy-Ph-CFxCCFs-Ph-CFs
n-C, HtO-Cy-Ph-CF=CCF, -Ph-
C.F.

n-CJeO-Cy-Ph-CF=CCFx-Ph-C
Fsn-C@H,,0-Cy-Ph-CF=CCF,-
Ph-CF.

n-CaHlso-Cy-Ph-CFxCCFs-Ph
-CFsCH,OCH, -Cy-Ph-CF"CCF,
-Ph-CF.

C, H, OCR, -Cy-Ph-CF=CCF, -Ph
-CF.

n-C5HyOCH*-C31-Ph-CF”CCFs
-Ph-CFsn-CJeOCH*-Cy-Ph-CF
=CCFm-Ph-CFsn-CsH,,OCH,-C
y-Ph-CF”CCFs-Ph-CFaCHa-Cy
-Ph-CF”CCFs-Ph-CHiCFsC,H,
-Cy-Ph-CF=CCF, -Ph-CH,CFsn
-CsHy-C3+-Ph-CF”CCFx-Ph-C
HxCFxn-C,H,-Cy-Ph-CFxCCFs
-Ph-CHxCFsn-CsH, -Cy-Ph-CF
“CCFs-Ph-CH*CF*CHsO-Cy-Ph
-CFxCCFs-Ph-CHzCFsCJsO-Cy
-Ph-CF"CCFa-Ph-CH*CF-rrCs
H70-Cy-Ph-CF=CCF--Ph-CH-C
F-n-C4HeO-Cy-Ph-CF=CCFx-P
h-CHaCFsrrC-Hllo-Cy-Ph-CF
=CCF--pH-CHzCFsC)1. -Ph-Ph
-CF=CCF, -Ph-CF.

CaHs-Ph-Ph-CF=CCFm-Ph-CFs
n-C, Ht-Ph-Ph-CF"CCF, -Ph-C
F.

n-C4) 1s-Ph-Ph-CF:CCF, -Ph-
C.F.

n-C5H, +-Ph-Ph-CF:CCFx-Ph-
CFin-CJ+5-Ph-Ph-CFxCCFs-P
h-CFsn-C0H1s-Ph-Ph-CF:CCF
s-Ph-CFsCH, 0-Ph-Ph-CF=CCF
, -Ph-CF3C,)1.0-Ph-Ph-CFxC
CFs-Ph-CFIn-C, H2O-Ph-Ph-C
F:CCFs-Ph-CFin-C4)1sO-Ph-
Ph-CF:CCFs-Ph-CF-n-C-H1,0
-Ph-Ph-CF"CCFs-Ph-CF-n-C-
H, go-Ph-Ph-CF”CCFs-Ph-CFs
CH, -Ph-Ph-CF=CCFS-Ph-CHIC
FIC, Hs-Ph-Ph-CF=CCF*-Ph-C
HlCFsn-Cs)It-Ph-Ph-CF”CCF
, -Ph-CH,CF.

rrC4H--Ph-Ph-CF2CCFs-Ph-C
I(gcFsn-CsH, -Ph-Ph-CF"CC
Fs-Ph-CH, CFsn-C5H+ 5-Ph-P
h-CF”CCFs-Ph-CHxCFsCHsO-P
h-pH-CF”CCFs-Ph-CHiCFiCJs
O-Ph-Ph-CF"CCFs-Ph-CHaCFs
n-CsHtO-Ph-Ph-CF"CCFs-Ph-
CHICFsn-CJs0-Ph-Ph-CFxCCF
s-Ph-CHaCFsn-CJ+ +0-Ph-Ph
-CF”CCFs-Ph-C)I*CFsCHs-Cy
-CHxCH, -Ph-CF=CCF, -Ph-OF.

CJs-Cy-C)l*cH*-Ph-CFxCCFs
-Ph-CFsn- et H, -Cy-C)I*CH, -P
h-CF=CCF, -Ph-CF.

n-C4no-Cy-CHiCHi-Ph-CFxCC
Fs-Ph-CFsn-CsHI l -Cy-CHm
CHm-Ph-CFxCCFs-Ph-CFxn-CJ
+ 5-C1-CHmCHm-Ph-CF"CCFs-
Ph-CFxn-CtH, -Cy-CHiCHi-P
h-CF=CCF, -Ph-CF.

CHsO-Cy-CHiCHi-Ph-CF”CCFs
-Ph-CFmC, HsO-Cy-C)t, cH*-P
h-CF=CCF, -Ph-CF.

n-C,HyO-Cy-CHmCHm-Ph-CF"C
CFs-Ph-CF-n-CJsO-Cy-CHsCH
i-Ph-CF”CCFs-Ph-CFmn-CJ l
l 0-Cy-CHiCHi-Ph-CF”CCFs
-Ph-CFsCHi-Cy-CHiCHi-Ph-C
F”CCFs-Ph-CHxCFsCsHi-Cy-C
HmCHm-Ph-CF”CCFs-Ph-CHaCF
sn-CsHt-Cy-CHmCHm-Ph-CFxC
CFs-Ph-CH, CF.

n-CJs-C3'-CHiCHi-Ph-CF”CC
Fs-Ph-CHaCFsn-CsH, +-Cy-CH
*CH, -Ph-CF"CCF, -Ph-C) 1.cF
mCHsO-Cy-CHiCHi-Ph-CF:CCF
s-Ph-CHaCFaC, HsO-Cy-CH, CH
x-Ph-CF=CCF, -Ph-CH,CF.

n-C5H-0-Cy-CH-CHx-Ph-CF”C
CFs-Ptl-CI(*CF-n-CJsO-C3'
-CHzCHi-Ph-CF"CCFs-Ph-CHi
CFan-CsH,,0-Cy-CH,CH,-Ph-
CF”CCF, -Ph-CH,CF.

Furthermore, the following compounds can be synthesized in the same manner.

``The response speed of the liquid crystal element using the liquid crystal composition of the present invention was approximately 10% faster than that of the liquid crystal element using the conventional composition. there were.

[Effects of the Invention] As described above, the refractive index anisotropy value (Δn) of the general formula Merck liquid crystal composition ZLI-1565, which is a new compound, was 0.1245. The refractive index anisotropy value (Δn) of the liquid crystal composition in which 2.5 wt% of the compound of Example 1 was added to 97.5 wt% of the composition was 0.1279.
It became.

These liquid crystal compositions are injected into a cell with a substrate gap of 8 μm made by combining polyimide-coated and rubbed ITO transparent electrodes. A cyclohexylene group or a 1,4-phenylene group, and each of these groups may be unsubstituted or have one or more substituents such as halogen, methyl group, or nitrile group.
One or more CH groups present in these groups may be substituted with a nitrogen atom, and one or more CH groups present in these groups may be substituted with an oxygen atom or a sulfur atom. B' and B3 may be 1 independently of each other.
．． 4-phenylene group, and each of these groups may be unsubstituted or have one or more halogen, methyl group, or nitrile group as a substituent (also, among these groups One or more Cs present in
The H group may be substituted with a nitrogen atom, and Y1 to Y4 are mutually independently -coo-, -o-.

-0CO-, -CH2CH2-, -CH2-, -CH=
CH-, -CHCN-CH2-.

-CH2-CHCN-, -OCH,-, -C1(,0-
, -CH=N-, -NO=N-.

-tON-, -CEC-, -N=N- or a single bond, xl and x2 each independently represent a fluorine atom, chlorine atom, bromine atom or trifluoromethyl group, m,
n, p, q represent 0 or l, R1 and R2 each independently represent an alkyl group having 1 to 10 carbon atoms, a halogen, a nitrile group, an inthiadianato group, or a hydrogen atom; in the case of an alkyl group, may have an oxygen atom inserted between the carbon-carbon bonds or between the carbon-carbon bonds between this group and the ring, and at least either R1 or R2 is always an alkyl group having 1 to 10 carbon atoms. and at least one hydrogen atom in the group is substituted with a fluorine atom), particularly a trans-dihalogenostilbene derivative compound represented by the general formula (wherein xl and x2 are each independently represents a fluorine atom, a chlorine atom, a bromine atom or a trifluoromethyl group,
Zl and z2 each independently represent a fluorine atom, chlorine atom, or hydrogen atom; R1 and R2 each independently represent an alkyl group having 1 to 10 carbon atoms, a halogen, a nitrile group,
In the case of an alkyl group, an oxygen atom may be inserted between the carbon-carbon bond or between the carbon-carbon bond between this group and the unicine ring, At least either R1 or R2 is an alkyl group having 1 to 10 carbon atoms, and at least one hydrogen atom in the group is substituted with a fluorine atom). - A dihalogenostilbene derivative compound, a liquid crystal composition containing at least one thereof, and a liquid crystal electrical display element characterized in that the liquid crystal composition is sandwiched between substrates with electrodes. By providing this, it is possible to increase the refractive index anisotropy (Δn) and obtain a liquid crystal element with a fast response speed.

[Brief explanation of the drawing]

FIGS. 1 and 2 are IR spectra of compounds of Examples of the present invention. Power 1 Picture Z Picture xrtta:'

Claims (6)

[Claims] (1) General formula▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) (In the formula, A^1 to A^4 are mutually independently trans-1
, 4-cyclohexylene group or 1,4-phenylene group, and each of these groups is unsubstituted or has one or more substituents such as halogen, methyl group,
It may have a nitrile group, one or more CH groups present in these groups may be substituted with a nitrogen atom, and one or more CH_2
The group may be substituted with an oxygen atom or a sulfur atom, B^1 and B^2 each independently represent a 1,4-phenylene group, and each of these groups is unsubstituted or has a substituent. may have one or more halogen, methyl group, or nitrile group, and one or more CH groups present in these groups may be substituted with a nitrogen atom. Often, Y^1 to Y^4 are mutually independently -COO-, -O-, -OCO-, -CH_2CH
_2-, -CH_2-, -CH=CH-, -CHCN-
CH_2-, -CH_2-CHCN-, -OCH_2-
, -CH_2O-, -CH=N-, -NO=N-, -N
=ON-, -C≡C-, -N=N- or a single bond, X^1 and X^2 each independently represent a fluorine atom, chlorine atom, bromine atom or trifluoromethyl group, m
, n, p, and q represent 0 or 1, and R^1 and R^2 each independently represent an alkyl group having 1 to 10 carbon atoms, a halogen, a nitrile group, an isothiacyanato group, or a hydrogen atom, In the case of an alkyl group, an oxygen atom may be inserted between a carbon-carbon bond or a carbon-carbon bond between this group and a ring, and at least one of R^1 or R^2 is always a carbon A trans-dihalogenostilbene derivative compound characterized by being represented by an alkyl group of numbers 1 to 10 in which at least one hydrogen atom is substituted with a fluorine atom. (2) General formula ▲ Numerical formula, chemical formula, table, etc. ▼ (II) (In the formula, X^1 and X^2 each independently represent a fluorine atom, chlorine atom, bromine atom, or trifluoromethyl group. , Z^1 and Z^2 each independently represent a fluorine atom, a chlorine atom, or a hydrogen atom, and R^1 and R^2 each independently represent an alkyl group having 1 to 10 carbon atoms, a halogen,
It represents a nitrile group, an isothiacyanato group, or a hydrogen atom, and in the case of an alkyl group, an oxygen atom may be inserted between the carbon-carbon bond or between the carbon-carbon bond between this group and the phenylene ring, At least either R^1 or R^2 is always an alkyl group having 1 to 10 carbon atoms, and at least one hydrogen atom in the group is replaced with a fluorine atom). A characterized trans-dihalogenostilbene derivative compound. (3) In the general formula (II) of claim 2, Z^1 and Z
^2 is a hydrogen atom, R^1 and R^2 are phase-independently an alkyl group having 1 to 10 carbon atoms, and a carbon-carbon bond between the carbon-carbon bond or between this group and the phenylene ring An oxygen atom may be inserted between carbon bonds, and at least one hydrogen atom in at least one of the alkyl groups of R^1 or R^2 is replaced with a fluorine atom. Dihalogenostilbene derivative compound. (4) In the compound of general formula (II) according to claim 2 or 3, R^1 and R^2 each independently have 1 to 1 carbon atoms.
10 alkyl group, and at least one hydrogen atom in at least one of the alkyl groups R^1 or R^2 is substituted with a fluorine atom. (5) A liquid crystal composition containing at least one trans-dihalogenostilbene derivative compound according to any one of claims 1 to 4. (6) A liquid crystal electric display element, characterized in that the liquid crystal composition according to claim 5 is sandwiched between substrates provided with electrodes.