• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    Liquid crystalline ethane derivatives prepared by the described method in order to form liquid crystalline compositions with known liquid crystalline compounds have a general formula 1 : wherein, when ring A indicates a 1,4-substituted benzene ring, then ring B indicates 1,4-substituted benzene ring or 1,4- trans substituted cyclohexane ring or 1,4-substituted bicyclo [2,2,2] octane ring or 2,5-substituted pyrimidine ring or 2,5- substituted 1,3-dioxane ring, or when ring B indicates a 1,4- substituted benzene ring, then A indicates 1,4-trans substituted cyclohexane ring or 1,4-substituted bicylo [2,2,2] octane ring or 2,5-substituted pyrimidine ring or 2,5-substituted 1,3-dioxane ring, and R indicates a normal alkyl chain CnH2n-1 or a non-branched alkoxyl group CnH2n+1O or an alkylcarboxylic group CnH2n+1COO or an alkylcarbobato group CnH2n+1OCOO or a branched alkyl chain CH3-CH2-CH/CH3/-/ CH2/k ora vbranched alkoxy group CH3-CH2-CH/CH3/-/CH2/k-O, n is an integer number and assumes values from 1 to 12, k is an integer number and assumes a values from 1 to 3, and 1 and m assume values 1 or 0. Liquid crystalline compositions containing the compound of formula 1 are characterized by low viscosity and are applied displays.
    公开号:SU1766252A3
    申请号:SU864028651
    申请日:1986-12-15
    公开日:1992-09-30
    发明作者:Домбровски Роман；Дзядушек Ежи；Шчуциньски Томаш；Джевиньски Витольд；Столаж Софья；Жмия Юзеф；Парка Януш；Сосновска Божена
    申请人:Войскова-Академия Технична Им.Ярослава Дабровского (Инопредприятие)；Заклады Кинескопове "Унитра-Польколор" Заклад Кинескопов Колоровых (Инопредприятие)；
    IPC主号:
    专利说明:

    t 1
    k /
     Vi
    Ul
    r-;
    at room temperature, a solution consisting of 50 cm of chloroform and 10 g (0.026 mol) (trans-4-p-heptylcyclohexyl) phenyl -2- (p-aminphenyl) zanz with vigorous stirring. Then everything was mixed for 2 hours, and a small amount of 5% hydrochloric acid was introduced dropwise (20 cm 3} and the layers were separated. The chloroform layer was washed with water and dried over MFZSm. After the chloroform was distilled off, the solid precipitated isopropanol when used to bleach active carbon, then twice from n-hexane and once from methanol-chloroform. 3 g (27%) of 1-n-trans-4-p-heptylcyclohexyl) phenyl -2- (isothioci Natphenyl) ethane with phase transition temperatures Cr 53.5 CR, 71 and N 138 J.
    In a similar way, other compounds of Formula I were prepared.
    Table 1 presents the phase transition temperature and elemental analysis data.
    The following example illustrates the use of the compounds obtained as components of a liquid crystal material.
    The obtained results are compared with the base mixture, into which the known compounds, similar in structure, were introduced.
    The base mixture has a composition, wt.%: 4-trans-4-propylcyclohexyl) isothiocyanatobenzene 40; 4- (trans-4-hexylcyclohexlohexyl) phenyl -2- (p-isothiocyanatophenyl) ethane
     - (trans-p-propylcyclohexyl) phenyl -2- (p-isothiocis natophenyl) ethane
     - (trans-p-butylcyclohexyl) phenyl -2- (p-isothiocyanatophenyl) ethane
    Cr 89 K 88;
    Cr 61 NG 3.5 I
     - (trans-p-pectylcyclohexyl phenyl-g- (p-isothiocyanatophenyl) ethane
     - (trans-4-p-hexylcyclohexyl) phenyl -2- (p-isothiocyanatophenyl) ethane
    a) isothiocienatobeisol, 4- (trans-4-oxy-cyclohexyl) iso-cotecate) benzene 18.
    At 20 ° C, the mixture has a viscosity g} of 10.9, АЈ- +7.5, Dn (low). 0.17, Tprosvet - 41.5 ° C.
    The results obtained at 20 ° C are given in table 2.
    The resulting compounds provide a reduction in viscosity. 0 Formula of inventions
    The method of obtaining derivatives of ethane of the general formula
     . j
    -KS 8
    : ii .-- im
    where at m C. 1. In 1,4-phenylene. And 1,4-phenylene. 1,4-cyclohexane, R - n-Cr-Sy-alkyl, or A 1,4-bicyclo (2,2,2) octane, R - n-Ca-Su-alkyl. or at 0, m 1. A 0 1,4-transcyclshexane, 1,. clo (2.2.2) is octane, B is 1,4-phenylene. 1.4-trans-1-hexhexane, R-n-C4-Cb-alkyl: or gry m 0. O, A - 1,4-bicyclo (2.2, 2) -octane. R is n-C-Ce-zlkyl, characterized in that. what amine total
    5 formulas
     SNRCH / tHzN-CVNH,
     L. - Л t (. L v-, jrpt - i
    where R. A, 3, I. m hmv Formation values, 0 is treated with thiophosgene органи of an organic organic medium, preferably in chloroform, d iipncv i4. pi, H ssna.nid preferably a card he is a cal 1, and or 6w is a capsnet of sodium.
    (79.52) (8.23) (3.71) HE, OS 3.31 3 81 (8.49) 8 /: U
    w9.3) (8, / 0) 3.45) 30.02 8.72 AO (7.31) 7.67
    tilbifen
    fe
    forehead
    de
    /-P
    11 1 - -p-butyl0ei l -2 (trn, -h | r-and otischysh-erhm cyclo ek- with l / zia
    231 i, n -i-Tim ylfenig 1 -2-v-rons-h,
    p-lzstk-icianatofen / tsikto.k forces) ethane
    Compound 10 | foom r
    2
    11 - n-3Tm6 / icV i i) -. Ijc 4naiJaTc0eHt otan
    2i (n-poo i ilbifen / l r j -.ianatophenyl} ethane
    31 (p-tilbenig} - 1g-Io t o., Anatolenil) wss
     -g1 (p-ent pfefe-1 l / - - i / ij
    cyanatsu-)
    5i-g-hex pbuy - // t j 1 and oc 4 7 in J1 with n
    61- (p- RP and t anatopheny
    1 (ns. L / - i
    aHd OiGeH / n I e Ј 81 (bibenig
    aaa.of.- and
    Оi T .- / je-i /
    . s-1 OOe / D) O i with p
    g neil 2 n-i / zoo-ui -h e gai
    i - 1 i j / hri fen / -l -2 - oq gan
    1 - Гn- (-pent / p i / k fvgml 1- - g -o ° o g et n
    g i
    , (gran-t-1 ek1l / j
    hairdryer (t / - q id
    i i,
    1G-pSriC PG, 1 L / J
      and l
    Etsy
    i Ы - with,, J J, j J I
    i i
    about 7 1
    about ,
    About fi.i1 i
    099b9lzhenie tabl, 2
    权利要求:
    Claims (5)
    [1]
    Claim
    A method of producing ethane derivatives of the general formula where, at t = 0.1 = 1. B = 1,4-phenylene, A = Ί, 4-phenylene, 1,4-cyclohexane, R is n-C 2 -Syalkyl, or A = 1, 4-bicyclo (2.2.2) octane; R n-C2-C7 alkyl. or for> = 0, m = 1. A -
    1.4-transcyclohexane, 1,4-bicyclo (2.2.2) octane. B - 1,4-phenylene, 1,4-transcyclohexane, R - n-C4-Cb-alkyl: or at m = 0, I = 0, A -
    1.4-bicyclo (2.2.2) octane. ί7 - n-Sd-Sb-alkyl, vol. that the amine of the general formula where R. A, B, i, m have the indicated values, is treated with thiophosgene in an organic solvent, preferably chloroform, in the presence of a base, preferably calcium carbonate or sodium bicarbonate.
    Compound
    ...... ί ---------------- _ Phase temperature [Element, j transition analysis
    12
    1 1 - [g / - (trans-4-p-ethyl-cyclohexyl) phenyl] -2- (p-isothiocyanatophenyl) ethane
    [2]
    2 ... 1- [p - (trans-4-p-lropylcyclohexyl) phenyl] -2- (p-isothiocyanatophenyl) ethane
    [3]
    3 1 ~ [p - (trans-4-p-butylcyclo-toxyl) phenyl] -2- (p-isothiocyan. Anatophenyl) ethane
    [4]
    4 1- (d '- (trans-4-p-pentylcyclohexyl) phenyl] -2- (p-isothiocyanatophenyl) ethane
    I
    [5]
    5 1- [p - (trans-4-p-hexylcyclohexyl) phenyl] -2- (p-isothiocyanatophenyl) ethane
    3 “17 ............................ St 89 K 88 I (79.0.1)79.14 (7.99)7.68 (4.01)3.97+ 9 //)9.23SG 105 N 120 I (79.29)79.42 -) 8 82 '8.64 (8.04)7.34 □, b 5; h 0; SG 61 N 1 I 3, .5 I (79.52)80.00- (8.49)8.43 (8.28)8.31 (3.71)3.81 SG 65 N 125 t ί. 7 9.7 4)79.5a (8.49)8.42 (3,58)3.678.20SG 60.5 K 1'7 N (79.94) 80.02 - (7.91)7.67 (8.70)8.72 (3.45)3.40
    E + F
    1-fn 1 - (trans-4-p-heptylcyclohexyl) phenyl] -2- (g, - isothiocyanophenyl) this
    1 - [p 1 - (trans-4-p-dec. L-cyclohexyl) phenyl] -2 - (p- and goth but cyano tofenyl) ethane
    1 - (p-ethylbiphenyl) -2-tn from otiocyanatophenyl) ethane
    1 - (. P-- -rr opip b n and p en un) -2- (p-isothiocyanatophenyl) ethane
    1- (p-p-butylbiphenyl) -
    2- (p-isothiocyanatophenyl) ethane
    1 p '~ (2-netylbutyl) biphenyl] (p-iethiocyanatophenyl) ethane
    1 - (p-p-pentylbiphenyl) -2 (p-isothiocyanophenyl.) Ethane
    1 - (η-p-hexylbiphenyl) -2 (g-isothiocyanatophenyl) ethane
    1 - (g / -p-heptylbiphenyl) -ΣΕ l-isothiocyanatophenyl) ethane
    1 - (p-p-decylbiphenyl) -2 (p-isothiocyanatophenyl) ethane
    1- (trans-4-p-pentylcyclohexyl) -2- (n'-isothiocyanatobiphenyl) ethane
    1 - ^ 4-l - (butylbium iclo) 2.2, h] octyl (phenyl) -2- (p-isothiocyanato phenyl) ethene
    1 - (4-p-hexylbicyclo) 2.2.2 (octyl) -2- (p-isothiocyanatophenyl) ethane
    Cg ( 53.5 Cg 2 71 N 118 I (80.15)80.14 - (7.64)7.57 * 8.8-9) 8 S $ 3 (3.30)3.5 ’ SG 58 m 110 I (Sr, F 0.39) (3.03) 80.6: Q ( 7 g 3.12 - (6.94) 8.35SG 129 N 134 T (8 0, h 2> (6,161 1.4.08) 30.47 6.26 4.07 · (9.34) 9.65SG 113 N 143 I (80.63) (6.49) (3.82) 80.64- (8.97)5.95 6.52 9 τ SG 87 4 ’ + 1 Ϊ (80.82) (6.78) (3.77) 80.63- (8 63) 6.80 7 7 l• and) “* - 8.97~ s- 71.5 S A 93 I (80,99) (7.06) (3.63) 80.64 - (8.32)3.42 7 + 7 ZJ SG 96.5 N 140 I (80.99) (7.06) (3.6 3) 80.52 - (8.32)3.25 ! , V Z 3.60 SG 56 S ft 99.5 N (81.15) (7.3 ~ j (3.3;) 133 > 5 I81.73- (8.03)8.18 7 F 5 -. r η J, + S r 70 s yuz m (81.31) i'7 CA ') (3.39) 135 &I31 zo - (7.75)7.78  f 3, & 2 SG 38 s s101 y 122 I (81.71) (8, IS) (3.07)81.42- (7.04)7.25 3 (25 3, '/ - 1 SG 95.5 N 190 Ϊ (79.74) (8.49) (3,58) 79.84 8.35 3.42 - (3.19) 8.21SG 133 K 153 I (80.36) (8 2 h ' 13. +) 1 S0.25 - (7.94)7.51 8.32 3.49 SG 62 N 105 2 (77, -1) (936) (3.94) 77.75 8.93 3.52
    + (N '-4-p-propilbitsiklo) 2,2,2 (octyl Fenya 1 L-2 - An-isothiocyanatophenyl) ethane j - 4-n-geksilbitsiklo) 2,2,2 (octyl) phenyl-2- ( n-isothiocyanatophenyl) ethane.
    1- [c-p-hexylbicyclo (2.2.2 Joktyl] -2 - n-zothiocia natobifefil) ethane
    Cr
    Cr
    Cr
    153.5
    123.5
    Ν 152.5 I
    156.5 I
    N 248 I (8,021
    7.77 'ό
    3.58 ίί ~ i /
    ; 0 ί766957 kamjie chebl.
    --------. .....— .... : ξξπξζζ.ζξ ί 1 22 1- (p-p-butylphenyl) -2- (trans-D ·. Cr 53 I 1’9 L (7D52; (8.2A (Z.A p-isotiscyanatesphenyl cyclohex- / A 8, Over 3.71 forces) ethane >' r -8 YES 23 1 - (p'-p-pvntylphenyl) -2- (trans-D С g 6δ, 5 .Y 11! 1 (79.79) YES) .3. / 7 p-isothiocyanatophenyl phi to log k- / 9. / 0 6.3 m 3 forces) ethane ddz.)A25
    Compound 10% of the formula known
    I.
    1 - (p’-protylbiphenyl) -2- (p-isothiocyanatophenia) ethane
    1 - (n-butylbiphenyl) -2 ~ (p-isothioci anatophenyl) ethane
    1 · (p-pentylbiphenyl A 2 - A - iso; mg, cyanatophenyl) ethane
    I - (p-hexylbiphenyljc and a h a t o f e n and l) e t a n
    1 - (p'-heptylbif anatophenyl) ethane
    1 - (p-octyloiphenyl; -Z- ts on t ofen sul) e t n
    1 - (p-nomylbiphenyl) - · 2- D-from a n a tofen yl) ethane
    I - (p'-decylbiphenyl) -2-D-i, anatophenyl) ethane
    1- {p- (trans-C-p-ethylcycloh phenyl [-2 · - (y-isothiocyanatophane ethane
    G;
    Q.
    (Ί
    J ah
    r '
    1765252
    Continuation tabl 2 1 12 i 2 1 b 5 i Λi ° fifteen 1 - [η- (trans - ^ - n-decylcyclohe : <force) ~ phenyl ”] -2- (l - ofeni isothiocyanate l - ethane 11 Λ 0.18 '7 Ί> Y !Γ8, ΰ 16 1 - (trans-4-pentylcyclo. G exyl) -2 (n-isothiocyanatobiphenyl) ethane 10.8 0.19 3.6 60.0 17 1 - p4-butylbicyclo (2.2.2) octyl_ | -2 (n-isothiocyanatophenyl) ethane 1 1, 8 0.17 8.8 47.5 18 1- Gd-hexylbicyclo (2.2.2) octyl-P-2- (p-isothiocyanatophenyl) ethane 11.5 0.17 8.6 77.5 19 1 - (l-butylphenyl) -2 - ^ - trans- (lisothiocyanatophenyl) cyclohexyl 11, 6 0.18 3.3 46.5 20 1 - '7 + -hexylbicyclo (2.2.2) octyl-P-2- (p-isothiocyanatobiphenyl) ethane 11.5 0.19 8.3 66.0 21 1 -]% - hep4ylbicyclo (2.2.2) octylphenyl j-2- (p-isotiscyanatophenyl) this n 12,2 0.18 9.0 51.0 22 1-p- [4-pentylbicyclo (2.2.2) octylphenyl] -2- (p-isothiocyanatophenyl) ethane 11 / ° 0.18 9.5 52,5 23 h-pentyl-4 1 -cyanoterphenyl (known) 12.7 0.19 10.0 60.0
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    申请号 | 申请日 | 专利标题
    PL1985256832A|PL147864B1|1985-12-16|1985-12-16|A method of liquid crystal compounds with a terminal izotiocyanate group getting|
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