Liquid crystal propene or propenyl nitrile derivatives

An acetylene derivative of the formula I

• in which
• R is an alkyl or alkenyl radical having 1 to 15 carbon atoms which is unsubstituted, monosubstituted by CN or CF3 or at least monosubstituted by halogen, where, in addition, one or more —CH2— groups in these radicals may be replaced, in each case independently of one another, by —O—, —S—,
• —CO—, —CO—O—, —O—O— or —O—CO—O— in such a way that O atoms are not linked directly to one another,
• A1 and A2 are each, independently of one another,
• (a) a trans-1,4-cyclohexylene radical, in which, in addition, one or more nonadjacent —CH2— groups may be replaced by —O— and/or —S—,
• (b) a 1,4-phenylene radical, in which, in addition, one or two CH groups may be replaced by N,
• (c) trans-1,4-cyclohexenylene,
• (d) a radical from the group consisting of 1,4-bicyclo[2.2.2]octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl and 1,2,3,4-tetrahydronaphthalene, 2,6-diyl,
• where the radicals (a) to (c) may be monosubstituted or disubstituted by fluorine or CH3,
• Z1, Z2 and Z3 are each, independently of one another, —CO—O—, —O—CO—, —CH2O—, —OCH2—, —CH2CH2—, —CH═CH—, —C≡C—, —(CH2)4—, —OCF2—, —CF2O—, —CH═CH—CH2CH2— or a single bond,
• m is 0, 1 or 2,
• n is 0 or 1,
• L1, L2, and L3 are each, independently of one another, H or F, and
• Y is —CF═CH—, —CH═CF— or —CF═CF—.

An acetylene derivative of the formula I

• in which
• R R is an alkyl or alkenyl radical having 1 to 15 carbon atoms which is unsubstituted, monosubstituted by CN or CF3 or at least monosubstituted by halogen, where, in addition, one or more —CH2— groups in these radicals may be replaced, in each case independently of one another, by —O—, —S—,
• —CO—, —CO—O—, —O—O— or —O—CO—O— in such a way that O atoms are not linked directly to one another,
• A1 and A2 are each, independently of one another,
• (a) a trans-1,4-cyclohexylene radical, in which, in addition, one or more nonadjacent —CH2— groups may be replaced by —O— and/or —S—,
• (b) a 1,4-phenylene radical, in which, in addition, one or two CH groups may be replaced by N,
• (c) trans-1,4-cyclohexenylene,
• (d) a radical from the group consisting of 1,4-bicyclo[2.2.2]octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl and 1,2,3,4-tetrahydronaphthalene, 2,6-diyl,
• where the radicals (a) to (c) may be monosubstituted or disubstituted by fluorine or CH3,
• Z1, Z2 and Z3 are each, independently of one another, —CO—O—, —O—CO—, —CH2O—, —OCH2—, —CH2CH2—, —CH═CH—, —C≡C—, —(CH2)4—, —OCF2—, —CF2O—, —CH═CH—CH2CH2— or a single bond, wherein at least one of Z1, Z2 and Z3 is —OCF2— or —CF2O—,
• m is 0, 1 or 2,
• n is 0 or 1,
• L1, L2, and L3 are each, independently of one another, H or F, and
• Y is —C≡C—, —CH═CH—, —CF═CH—, —CH═CF— or —CF═CF—.

An acetylene derivative of the formula I

• in which
• R is an alkyl or alkenyl radical having 1 to 15 carbon atoms which is unsubstituted, monosubstituted by CN or CF3 or at least monosubstituted by halogen, where, in addition, one or more —CH2— groups in these radicals may be replaced, in each case independently of one another, by —O—, —S—,
• —CO—, —CO—O—, —O—O— or —O—CO—O— in such a way that O atoms are not linked directly to one another,
• A1 and A2 are each, independently of one another,
• (a) a trans-1,4-cyclohexylene radical, in which, in addition, one or more nonadjacent —CH2— groups may be replaced by —O— and/or —S—,
• (b) a 1,4-phenylene radical, in which, in addition, one or two CH groups may be replaced by N,
• (c) trans-i1,4-cyclohexenylene,
• (d) a radical from the group consisting of 1,4-bicyclo[2.2.2]octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl and 1,2,3,4-tetrahydronaphthalene, 2,6-diyl,
• where the radicals (a) to (c) may be monosubstituted or disubstituted by fluorine or CH3, and wherein at least one of A1 and A2 is a radical (c) or (d),
• Z1, Z2 and Z3 are each, independently of one another, —CO—O—, —O—CO—, —CH2O—, —OCH2—, —CH2CH2—, —CH═CH—, —C≡C—, —(CH2)4—, —OCF2—, —CF2O—, —CH═CH—CH2CH2— or a single bond,
• m is 0, 1 or 2,
• n is 0 or 1,
• L1, L2, and L3 are each, independently of one another, H or F, and
• Y is —C≡C—, —CH═CH—, —CF═CH—, —CH═CF— or —CF═CF—,
• with the proviso that, in the case where
• Y=—C≡C— or is —CH═CH—,
• a) n=1 and Z3 is a single bond or
• b) L1 and/or L2 is/are fluorine or
• c) R is alkenyl or alkenyloxy having 2 to 12 carbon atoms or
• d) A2 is a pyridine radical, a pyrimidine radical or a trans-1,4-cyclohexylene radical which is monosubstituted or disubstituted by fluorine or CH3or
• e) one of the radicals Z1, Z2 or Z3 is —CO—O—.

An acetylene derivative of the formula I

• in which
• R is an alkyl or alkenyl radical having 1 to 15 carbon atoms which is unsubstituted, monosubstituted by CN or CF3 or at least monosubstituted by halogen, where, in addition, one or more —CH2— groups in these radicals may be replaced, in each case independently of one another, by —O—, —S—,
• —CO—, —CO—O—, —O—O— or —O—CO—O— in such a way that O atoms are not linked directly to one another,
• A1 is, in each case, independently,
• (a) a trans-1,4-cyclohexylene radical, in which, in addition, one or more nonadjacent —CH2— groups may be replaced by —O— and/or —S—,
• (b) a 1,4-phenylene radical, in which, in addition, one or two CH groups may be replaced by N,
• (c) trans-1,4-cyclohexenylene,
• (d) a radical from the group consisting of 1,4-bicyclo[2.2.2]octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl and 1,2,3,4-tetrahydronaphthalene, 2,6-diyl,
• where the radicals (a) to (c) may be monosubstituted or disubstituted by fluorine or CH3,
• A2 is trans-1,4-cyclohexenylene monosubstituted by F or is pyridine-2,5-diyl,
• Z1, Z2 and Z3 are each, independently of one another, —CO—O—, —O—CO—, —CH2O—, —OCH2—, —CH2CH2—, —CH═CH—, —C≡C—, —(CH2)4—, —OCF2—, —CF2O—, —CH═CH—CH2CH2— or a single bond,
• m is 0, 1 or 2,
• n is 0 or 1,
• L1, L2, and L3 are each, independently of one another, H or F, and
• Y is —C≡C—, —CH═CH—, —CF═CH—, —CH═CF— or —CF═CF—.