Phenylpyrimidine derivatives
AssigneeHoffmann-La Roche Inc.
InventorsArthur Boller, Marco Cereghetti, Hanspeter Scherrer
Life of this patent
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Abstract
Compounds of the formula ##STR1## wherein when X is nitrogen, Y and Z are --CH--; or when Y is nitrogen, X and Z are --CH--; or when Z is nitrogen, X and Y are --CH--; and one of R.sub.1 and R.sub.2 is cyano and the other is straight-chain alkyl of 1 to 7 carbon atoms, straight-chain alkoxy of 1 to 7 carbon atoms or straight-chain alkanoyloxy of 2 to 7 carbon atoms, Prepared by a variety of methods, are described. The compounds of the invention are useful as components of nematic mixtures.
Claims49
A compound of the formula ##STR16## wherein when X is nitrogen, Y and Z are --CH--;
- or when Y is nitrogen, X and Z are --CH--;
- or when Z is nitrogen, X and Y are --CH--;
- and one of R.sub.1 and R.sub.2 is cyano and the other is straight-chain alkyl of 1 to 7 carbon atoms, straight-chain alkoxy of 1 to 7 carbon atoms or straight-chain alkanoyloxy of 2 to 7 carbon atoms.
A nematic composition for electro-optical display cells, which comprises one or more compounds of the formula ##STR17## wherein when X is nitrogen, Y and Z are --CH--;
- or when Y is nitrogen, X and Z are --CH--;
- or when Z is nitrogen, X and Y are --CH--;
- and one of R.sub.1 and R.sub.2 is cyano and the other is straight-chain alkyl of 1 to 7 carbon atoms, straight-chain alkoxy of 1 to 7 carbon atoms or straight-chain alkanoyloxy of 2 to 7 carbon atoms, and one or more nematic compounds having a positive anisotropy.
A nematic composition which comprises at least one pyrimidine derivative of the formula ##STR18## wherein when X is nitrogen, Y and Z are --CH--;
- or when Y is nitrogen, X and Z are --CH--;
- or when Z is nitrogen, X and Y are --CH--;
- and one of R.sub.1 and R.sub.2 is cyano and the other is straight-chain alkyl of 1 to 7 carbon atoms, straight-chain alkoxy of 1 to 7 carbon atoms or straight-chain alkanoyloxy of 2 to 7 carbon atoms, and at least one compound of the formula ##STR19## wherein R.sub.6 is straight-chain alkyl of 2 to 8 carbon atoms, straight-chain alkoxy of 4 to 7 carbon atoms, straight-chain alkanoyloxy of 2 to 8 carbon atoms or straight-chain alkylcarbonate of 2 to 11 carbon atoms.
A nematic composition which comprises at least one pyrimidine derivative of the formula ##STR20## wherein when X is nitrogen, Y and Z are --CH--;
- or when Y is nitrogen, X and Z are --CH--;
- or when Z is nitrogen, X and Y are --CH--;
- and one of R.sub.1 and R.sub.2 is cyano and the other is straight-chain alkyl of 1 to 7 carbon atoms, straight-chain alkoxy of 1 to 7 carbon atoms or straight-chain alkanoyloxy of 2 to 7 carbon atoms, and at least one compound of the formula ##STR21## wherein R.sub.7 is straight-chain alkyl of 4 to 7 carbon atoms or straight-chain alkycarbonate of 2 to 11 carbon atoms.
A nematic composition which comprises at least one pyrimidine derivative of the formula ##STR22## wherein when X is nitrogen, Y and Z are --CH--;
- or when Y is nitrogen, X and Z are --CH--;
- or when Z is nitrogen, X and Y are --CH--;
- and one of R.sub.1 and R.sub.2 is cyano and the other is straight-chain alkyl of 1 to 7 carbon atoms, straight-chain alkoxy of 1 to 7 carbon atoms or straight-chain alkanoyloxy of 2 to 7 carbon atoms, and at least one compound of the formula ##STR23## wherein Z is cyano, straight-chain alkyl of 1 to 9 carbon atoms, straight-chain alkoxy of 1 to 9 carbon atoms or straight-chain alkanoyloxy of 1 to 10 carbon atoms and R.sub.8 is straight-chain alkyl of 4 to 8 carbon atoms, straight-chain alkoxy of 5 to 8 carbon atoms, straight-chain alkanoyloxy of 2 to 8 carbon atoms or straight-chain alkylcarbonate of 3 to 11 carbon atoms.
A nematic composition which comprises at least one pyrimidine derivative of the formula ##STR24## wherein when X is nitrogen, Y and Z are --CH--;
- or when Y is nitrogen, X and Z are --CH--;
- or when Z is nitrogen, X and Y are --CH--;
- and one of R.sub.1 and R.sub.2 is cyano and the other is straight-chain alkyl of 1 to 7 carbon atoms, straight-chain alkoxy of 1 to 7 carbon atoms or straight-chain alkanoyloxy of 2 to 7 carbon atoms, and at least one compound of the formula ##STR25## wherein R.sub.9 is straight-chain alkyl of 4 to 8 carbon atoms, straight-chain alkoxy of 4 to 8 carbon atoms, straight-chain alkanoyloxy of 4 to 9 carbon atoms or straight-chain alkylcarbonate of 4 to 11 carbon atoms.
A nematic composition which comprises at least one pyrimidine derivative of the formula ##STR26## wherein when X is nitrogen, Y and Z are --CH--;
- or when Y is nitrogen, X and Z are --CH--;
- or when Z is nitrogen, X and Y are --CH--;
- and one of R.sub.1 and R.sub.2 is cyano and the other is straight-chain alkyl of 1 to 7 carbon atoms, straight-chain alkoxy of 1 to 7 carbon atoms or straight-chain alkanoyloxy of 2 to 7 carbon atoms, and at least one compound of the formula ##STR27## wherein R.sub.10 is straight-chain alkyl of 1 to 8 carbon atoms.
A nematic composition which comprises at least one pyrimidine derivative of the formula ##STR28## wherein when X is nitrogen, Y and Z are --CH--;
- or when Y is nitrogen, X and Z are --CH--;
- or when Z is nitrogen, X and Y are --CH--;
- and one of R.sub.1 and R.sub.2 is cyano and the other is straight-chain alkyl of 1 to 7 carbon atoms, straight-chain alkoxy of 1 to 7 carbon atoms or straight-chain alkanoyloxy of 2 to 7 carbon atoms, and at least one compound of the formula ##STR29## wherein one of R.sub.11 and R.sub.12 is cyano and the other is straight-chain alkyl of 3 to 9 carbon atoms, straight-chain alkoxy of 2 to 9 carbon atoms or straight-chain alkanoyloxy of 2 to 9 carbon atoms.
An electro-optical display cell comprising liquid crystal means comprising one or more compounds selected from the group consisting of compounds of the formula ##STR30## wherein when X is nitrogen, Y and Z are --CH--;
- or when Y is nitrogen, X and Z are --CH--;
- or when Z is nitrogen, X and Y are --CH--;
- and one of R.sub.1 and R.sub.2 is cyano and the other is straight-chain alkyl of 1 to 7 carbon atoms, straight-chain alkoxy of 1 to 7 carbon atoms or straight-chain alkanoyloxy of 2 to 7 carbon atoms, and one or more nematic compounds having a positive anisotropy.
Dependencies are inferred from the claim text.