Polymerisable monocyclic compounds
AssigneeMerck Patent Gesellschaft mit beschraenkter Haftung
InventorsMatthias Bremer, Melanie Klasen-Memmer, Dagmar Klement, Stephan Derow
Life of this patent
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Abstract
The invention relates to polymerisable monocyclic compounds, their use in liquid crystal mixtures, polymers and polymer films, and the use of the compounds, mixtures, polymers and polymer films in optical, electrooptical and electronic devices, for decorative and security applications.
Claims23
A polymerizable compound of formula I
- wherein
- P is a polymerizable group CH2═CW1—COO—,
- CH2═CW2—O—, CH3—CH═CH—O—, or CH2═CW1—CO—NH—, with W1 being H, Cl, CN, phenyl or alkyl with 1 to 5 C-atoms, W2 being H or alkyl with 1 to 5 C-atoms, and k is 0 or 1,
- Sp is a spacer group or a single bond,
- X is —O—, —S—, —OCH2—, —CH2O—, —CO—, —COO—, —OCO—, —OCO—O—, —CO—NR0—, —NR0—CO—, —OCH2—, —CH2O—, —SCH2—, —CH2S—, —CH═CH—COO—, —OOC—CH═CH— or a single bond,
- R is P-Sp-X,
- R0 is H or alkyl with 1 to 4 C atoms,
- L is F, CF3, OCF3, OCHF2, or alkoxy with 2 to 7 C atoms, or alkylcarbonyl, alkoxycarbonyl or alkylcarbonyloxy with 2 to 7 C atoms, wherein one or more H atoms are optionally substituted by F, and
- r is 1, 2 or 3.
A polymerizable compound of formula I
- wherein
- P is a polymerizable group CH2═CW1—COO—,
- CH2═CW2—O—, CH3—CH═CH—O—, or CH2═CW1—CO—NH—, with W1 being H, Cl, CN, phenyl or alkyl with 1 to 5 C-atoms, W2 being H or alkyl with 1 to 5 C-atoms, and k is 0 or 1,
- Sp is alkylene with 1 to 12 C atoms that is optionally mono- or polysubstituted by F and wherein one or more non-adjacent CH2 groups are replaced, in each case independently from one another, by —O—, —CH═CH— or —C═C—, and X is —O—, —COO—, —OCO—, —OCOO— or a single bond,
- X is —O—, —S—, —OCH2—, —CH2O—, —CO—, —COO—, —OCO—, —OCO—O—, —CO—NR0—, —NR0—CO—, —OCH2—, —CH2O—, —SCH2—, —CH2S—, —CH═CH—COO—, —OOC—CH═CH— or a single bond,
- R is P-Sp-X,
- R0 is H or alkyl with 1 to 4 C atoms,
- L is F, or alkyl or alkoxy with 1 to 7 C atoms, or alkylcarbonyl, alkoxycarbonyl or alkylcarbonyloxy with 2 to 7 C atoms, wherein one or more H atoms are substituted by F, and
- r is 1, 2 or 3.
A polymerizable compound of formula I1a, I1b, or I1c,
- wherein
- P is a polymerizable group selected from CH2═CW1—COO—,
- CH2═CW2—O—, CH3—CH═CH—O—, HS—CW2W3—, HW2N—, HO—CW2W3—NH—, CH2═CW1—CO—NH—, OCN— and W4W5W6Si—, with W1 being H, Cl, CN, phenyl or alkyl with 1 to 5 C-atoms, W2 and W3 being independently of each other H or alkyl with 1 to 5 C-atoms, W4, W5 and W6 being independently of each other Cl, oxaalkyl or oxacarbonylalkyl with 1 to 5 C-atoms, and k is 0 or 1,
- m and n are identical or different integers from 0 to 12, and
- p and q are independently of each other 0 or 1,
- with the proviso that p is 0 when m is 0 and q is 0 when n is 0.
A liquid crystal mixture comprising at least one polymerizable compound of formula I
- wherein
- P is a polymerizable group selected from CH2═CW1—COO—,
- CH2═CW2—(O)k1—, CH3—CH═CH—O—, HO—CW2W3—, HS—CW2W3—, HW2N—, HO—CW2W3—NH—, CH2═CW1—CO—NH—, OCN— and W4W5W6Si—, with W1 being H, Cl, CN, phenyl or alkyl with 1 to 5 C-atoms, W2 and W3 being independently of each other H or alkyl with 1 to 5 C-atoms, W4, W5 and W6 being independently of each other Cl, oxaalkyl or oxacarbonylalkyl with 1 to 5 C-atoms, and k1 and k being independently of each other 0 or 1,
- Sp is a spacer group or a single bond,
- X is —O—, —S—, —OCH2—, —CH2O—, —CO—, —COO—, —OCO—, —OCO—O—, —CO—NR0—, —NR0—CO—, —OCH2—, —CH2O—, —SCH2—, —CH2S—, —CH═CH—COO—, —OOC—CH═CH— or a single bond,
- R is P-Sp-X,
- R0 is H or alkyl with 1 to 4 C atoms,
- L is F, Cl, Br, I, CN, NO2, or alkyl, or alkoxy with 1 to 7 C atoms, alkylcarbonyl, alkoxycarbonyl or alkylcarbonyloxy with 2 to 7 C atoms, wherein one or more H atoms are optionally substituted by F or Cl, and
- r is 1, 2 or 3.
A liquid crystal display comprising in its active layer a polymerizable compound of formula I
- wherein
- P is a polymerizable group selected from CH2═CW1—COO—,
- CH2═CW2—(O)k1—, CH3—CH═CH—O—, HO—CW2W3—, HS—CW2W3—, HW2N—, HO—CW2W3—NH—, CH2═CW1—CO—NH—, OCN— and W4W5W6Si—, with W1 being H, Cl, CN, phenyl or alkyl with 1 to 5 C-atoms, W2 and W3 being independently of each other H or alkyl with 1 to 5 C-atoms, W4, W5 and W6 being independently of each other Cl, oxaalkyl or oxacarbonylalkyl with 1 to 5 C-atoms, and k1 and k being independently of each other 0 or 1,
- Sp is a spacer group or a single bond,
- X is —O—, —S—, —OCH2—, —CH2O—, —CO—, —COO—, —OCO—, —OCO—O—, —CO—NR0—, —NR0—CO—, —OCH2—, —CH2O—, —SCH2—, —CH2S—, —CH═CH—COO—, —OOC—CH═CH— or a single bond,
- R is P-Sp-X,
- R0 is H or alkyl with 1 to 4 C atoms,
- L is F, Cl, Br, I, CN, NO2, or alkyl, or alkoxy with 1 to 7 C atoms, alkylcarbonyl, alkoxycarbonyl or alkylcarbonyloxy with 2 to 7 C atoms, wherein one or more H atoms are optionally substituted by F or Cl, and
- r is 1, 2 or 3,
- or a mixture, polymer, or polymer film, comprising the polymerizable compound of formula I.
A polymerizable compound of formula I
- wherein
- P is a polymerizable group CH2═CW1—COO—,
- CH2═CW2—O—, CH3—CH═CH—O—, HS—CW2W3—, HW2N—, HO—CW2W3—NH—, CH2═CW1—CO—NH—, or OCN—, with W1 being H, Cl, CN, phenyl or alkyl with 1 to 5 C-atoms, W2 and W3 being independently of each other H or alkyl with 1 to 5 C-atoms, and k is 0 or 1,
- Sp is a spacer group or a single bond,
- X is —O—, —S—, —OCH2—, —CH2O—, —CO—, —COO—, —OCO—, —OCO—O—, —CO—NR0—, —NR0—CO—, —OCH2—, —CH2O—, —SCH2—, —CH2S—, —CH═CH—COO—, —OOC—CH═CH— or a single bond,
- R is P-Sp-X,
- R0 is H or alkyl with 1 to 4 C atoms,
- L is F, or alkyl or alkoxy with 1 to 7 C atoms, or alkylcarbonyl, alkoxycarbonyl or alkylcarbonyloxy with 2 to 7 C atoms, wherein one or more H atoms are substituted by F, and
- r is 2 or 3.
Dependencies are inferred from the claim text.