DD204102A1 - APPLICATION OF NEMATIC LIQUID CRYSTALS - Google Patents

Abstract

The invent. concerns d. Anwendg. Liquid crystals in optoelectronic devices z. Modulation of the continuous or incident light as well as the representation of v. Numbers, characters and Fig. Destination d. Erfindg. are new nematic liquid crystals with favorable physical properties.The invent. The object of the invention is to use novel nematic liquid crystals based on substituted 1,3-dioxanes having the required favorable properties. It has been found that novel crystalline liquid 2-substituted 1,3-dioxane-5-carboxylic acid esters of the general foermel alone, in mixtures with each other and / or in mixtures m. other crystalline-liquid or non-crystalline liquids, suitable are f. d. Use in optoelectrics. Components for modulating the light and for reproducing numbers, characters and images.

Description

237468 1

Application nematic! liquid crystals

Field of application of the invention

The invention relates to the use of ηematic liquid crystals in optoelectronic components for modulation of the transmitted or incident light and to the representation of numbers, characters and images.

Characteristic of the known technical solutions

Liquid crystals, especially those of the nematic type, have a characteristic anisotropy of optical, diamagnetic, and electrical properties. Because of these properties, nematic liquid crystals are successfully used for the production of optoelectronic devices for the modulation of light as well as for the representation of numbers, corpses, and images , Such devices are eminently suitable as "displays" for electronic watches, Hechnar and other microelectronic products.

For use in modern devices, new and increased demands are always placed on the liquid crystal substances used in the displays, the specific properties of these substances decisively determining the properties and possibilities of use of the displays. Since there is no pure connection that meets all requirements even close to, almost without exception, mixtures of multiple compounds are used. The properties of the mixtures can largely be determined by the nature of the mixture component

- 2 »r cd xflon * naAiit? j

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be adjusted and modified «. In order to be able to adapt the mixtures to all possible applications, it is necessary to use as many as possible single molecules of different substance classes with very special properties, besides low ones.

Melting points and sufficiently high clearing points are for Baur _e as for new Tarianten based on the Schadt-Helfrich 'effect (Twist) cells substances with very low birefringence "challenged / G in. The Physics aod Chemistry of Liquid Crystal Devices ( 1980), ed by GJ ". ' Sprokel, Plenum Publ. New York 1980, - p. όΐ /

The dioxane derivatives hitherto known have undesirably low clearing points or an undesirable amount of tines for forming smectic phases (eg the 5-alkyl-2-C7-naphthol-1,3-dioxanes, -WP 139852 and WP 139867;

5: hydrogenated cyclohexyl dioxanes WP CO 9 K / 232 636/0) ,,

Object of the invention

The object of the invention are novel nematic liquid crystals having "favorable" physical properties, especially with respect to., Melting and clearing temperatures, stability to thermal stress, light and electrical FsI, and low birefringence.

Explanation of the invention of the invention

It is an object of the present invention to use novel nematic liquid crystals based on substituted 1,3-diozaneo.with the required favorable properties. It has now been found that novel crystalline liquid 2-substituted 1,3 Dioxane-5-carboxylic acid ester of the general formula

- 3

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Γ = R ²

and I = R ² or X = R ³ and I = R ⁴

and R ¹ = C ₀ H _{2n + 1} ; ^c ₀ ^H _{2n +} i ⁰ ' ^OT 5 NO ₂ ; Halogen;

Z ² - ^C o ^H 2n ₊ 1

2 = -COO-; -00C-; with π = -1 to 10

"meaning all si α, ia mixtures α TiDtereinaader and / or GemisGhea with iesiterea kristallia-flüssigea or aicht crystalline liquids, are suitable for use in optoelectronic devices for the modulation of the transmitted or reflected light and for playback τοπ digits, characters and pictures *

23 7 4

Table 1:

traQs-2-S'u'bst.-1,3-dioxaa-5 ~ carboasäure - / "4-c7anph.eD7lestar7

l- {j-w ° '

CIT

R K- S 61) N is R K i is 70 C ₄ H ₉ - ^ - , 109. 181. C ₃ H ₇ ; , 88 -. 79 C 46). ^C 6 ^H 13 ^ 0> - , 131, 167. C ₄ H ₉ . : * 78; - C 27) ... S ^H 11: '. , _: 81 - (. 47). ^C 6 ^H 13- .64 - (. 47, 5). CH ₃ O - , 171 · 196. ^C 7 ^H 15 , 68 (. • C ₂ H ₅ O - ^ - , 126. 212, ^C 8 ^H 17 , 69.5 • * · C ₄ H ₉ O- ^ , 134. 190. C ₉ H ₁₉ , 73 C ₅ H ₁₁ O- ^ , 135. 188, ^G 6 ^H 13 ° ^ O> .. 96. 193.

- 5

237 4

Table 2

trasaas-ubst... idddd bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bo bocar bo bo bo-

7th b. e

T? V "Vrnn

Xl - <) -OUU-.

^C 6 ^H 13

DZL 4 9

^C 6 ^H 1S-

C.H13 ο

^C 6 ^H 13

3h C ₆ H ₁₃

" ^C 6 ^H 13

^C 8 ^H 17

3H = C (CIT), 70 -

, 39. 74

(.37)

, < 20

, <20

89

97

93

♦ 90 (.55)

, 98 (.94)

, 68 -

, 77 (.76)

_Λ SO (.79,5)

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table 3

trans-2 - / * 4-Substi-p-beDedyl / -1,3-dioxane-5-carbo-di-acid-bis-thiocarboic acid - / 4-subst.-ph.eqjlest8r7

COX

-R

Yerb · H

χ κ

4a

HO,

HO,

^C 6 ^H 13 °

^C 4 ^H 9

^υ 2 * 5

99. 106. 128

0 Y 125

0. 139 -.

S, 144 -

, 132.

0,109 * 159 ♦ 182

ο 168. .169.

174

S. 109 (.106), 12S.

4 ^H 9 92, 133

23746

Table 4

to oylphe QjIe st er /

coo-O-COO-QW

bf

H ⁽

5 a CH,, 72, 200 ·. 120. 199 -

5c ^G 7 ^H 15 °, <20 ·. 190 -

_ s -

23 74 6 8 1

Ausführuaigsbeispiele '.

example 1

Examples of the substances according to the invention to be used, are contained in Tables 1-4. Γη mean the tables:

... K. - crystalline

3 = smectic phase N = nematic phase is = - isotropic-liquid

1.0 The substances according to the invention are characterized, in part, by low melting temperatures, in particular in mixtures, and in part by high clearing temperatures and all show high levels. Stability to chemical and thermal. Influences: and electric fields and have unusually small

1'5 optical birefringence values *

Example 2

In an electro-optical cell on the basis of the Schadt-Helfrich effect, according to the usual principle

/ Meier, - G «; Sackmann, H., Grabmai er, JGG Applications of Liquid Crystals, Berlin-Heidelberg-Uew York 19757

was constructed, a mixture of the following composition was examined (compositions in. mol $) t

Wl 100 .0 31,05, H ₇ - (I) -COQ - ^ - CII

27.9

31.05

10 _ ^ ^

- 9 -

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The mixture showed the following properties: JT 1.5-6.5 IT 67.5 Is

Schwellspannuag: U = 1.4 V onset time: t = 500 ms

Anklingzeit: t = 180 ms Layer thickness: d = 12.1 " Temperature: T = 20 ⁰ C Example 3

In a cell according to Example 2, the following mixture was investigated:

Wed 102

27.6 C ₃ H

24.8 C ₄ B 27.6 C ₅ H 20 ^C 6 ^H 13 °

The mixture showed the following properties: K "3 - 9 H 101 - 105 Is.

Threshold :. U = 1.4 V onset time: "t" = 620 ms

Albkling time: t. = 170 ms

Layer thickness: d = 12.0 Jim. Temperature: T = 20 ^° C.

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Examples 4

Id eiaer cell according to Example 2 was following - Mixture UDersucht:

27,6 20

The mixture showed fclgeade properties :.

κ. 9 - 11: S c hvr.e lisp to n.uag t

E 95-98 Is U = 1.5T

AQkIiDgzext: \ 13-, 1010 ⁰ C ais Abklingaei.t: % 20 230 Schichtdioke: d = Temperature: T =

- 11 -

Claims (1)

Erfiadungsanspruch Application of nematic liquid crystals in optoelectronic devices for modulation of continuous or incident light as well as for reproduction τοπ Numerals, characters and figures based on τοπ subst. 1,3-dioxanes, characterized in that new crystalline liquid 2-substituted 1,3-dioxane-5-carboxylic acid esters of the general formula x- (Vcoo-r where X = R ¹ - ^^ - and X = R ² or X = R and I - R 3 A. or X = R and T = R ^ = · ^C n ^H 2n + 1> ^c _D ^H o ^ 4 ° 5 ^CT ^ ^NO oJ halogen; -H ¹ J - <Ξ> -Η- P - η R ⁴ = - <^) - Z - <^) - R ⁱ ; - <T) -Z- <§) -H ¹ ; - (T) -Z- (T) -R ^3; Z = -COO-; -00C-;
with α - 1 to 10 mean to be used alone, in mixtures with one another and / or in mixtures with other crystalline liquid or non-crystalline liquid substances *