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US 12,644,050 B2Granted
Polymerizable liquid crystal material and polymerized liquid crystal film
AssigneeMerck Patent GmbH
InventorsStephen Mulcahy, Owain Llyr Parri, Sarabjot Kaur
Life of this patent
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Abstract
A polymerizable LC material containing one or more reactive mesogenic compounds, one or more chiral compounds and one or more compounds of formula I, wherein the individual radicals have one of the meanings as defined herein, is suitable for use in preparing a polymer film with improved thermal and UV stability. Polymer films made from the polymerizable LC material can be used in optical, electro-optical, decorative or security devices.
Claims30
A polymerizable liquid crystal material comprising:
- one or more chiral compounds;
- one or more compounds of formula I,
- wherein
- R1 denotes each and independently from another, an alkyl radical, or aryl radicals, but at least 80% of the radicals R1 are methyl radicals, and
- R2 denotes each and independently from another
- (a)
- wherein
- R3 is denotes each and independently from another a hydrogen or alkyl radical,
- R4 denotes each and independently from another is a hydrogen, alkyl, or carboxyl radical
- c denotes an integer from 1 to 20,
- d denotes an integer from 0 to 50, and
- e is a number from 0 to 50, or
- —(CH2—)fOR5, (b)
- in which
- R5 denotes each and independently from another hydrogen, alkyl, or carboxyl radical or a dimethyl propane radical optionally containing ether groups, and
- f denotes an integer from 2 to 20, or
- —(CH2—)g(OC2H4—)h(OC3H8)j(OCH2CH(C6H5))kOR6 (c)
- in which
- R6 is a hydrogen, alkyl, or carboxyl radical,
- g is a number from 2 to 6,
- h is a number from 0 to 20,
- i is a number from 1 to 50,
- j is a number from 0 to 10, and
- k is a number from 0 to 10, or
- (d) an alkyl radical or aryl radical,
- wherein at least one radical R2 has the definition (a),
- a is a number from 1 to 500, and
- b is a number from 0 to 10;
- and
- one or more reactive mesogens selected from formula RMTa, one or more reactive mesogens selected from formula RMTb, and optionally one or more reactive mesogens selected from formula RMT which are not mesogens of formula RMTa or formula RMTb,
- wherein
- P is a polymerizable group,
- Sp is a spacer group or a single bond,
- r1, r2 and r3 are independently of each other 0, 1, 2, 3 or 4,
- R11 is P-Sp-, alkyl, alkoxy, thioalkyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy optionally fluorinated,
- A and B denote, in case of multiple occurrences independently of one another, an aromatic or alicyclic group, which optionally contains one or more heteroatoms selected from N, O and S, and is optionally mono- or polysubstituted by L,
- L is P-Sp-, F, Cl, Br, I, —CN, —NO2, —NCO, —NCS, —OCN, —SCN, —C(═O)NRxRy, —C(═O)ORx, —C(═O)Rx, —NRxRy, —OH, —SF5, straight chain alkyl or alkoxy having 1 to 12 C atoms, straight chain alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 2 to 12 C atoms, branched alkyl or alkoxy having 3 to 12 C atoms, or branched alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 4 to 12 C atoms, wherein one or more H atoms are each optionally replaced by F, Cl, —CN, straight chain alkyl or alkoxy having 1 to 6 C atoms, straight chain alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 2 to 6 C atoms, branched alkyl or alkoxy having 3 to 6 C atoms, or branched alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 4 to 6 C atoms,
- Rx and Ry independently of each other denote H or alkyl with 1 to 12 C-atoms,
- Z11 and Z12 denotes, in case of multiple occurrence independently of one another, —O—, —S—, —CO—, —COO—, —OCO—, —S—CO—, —CO—S—, —O—COO—, —CO—NR00—, —NR00—CO—, —NR00—CO—NR000, —NR00—CO—O—, —O—CO—NR00—, —OCH2—, —CH2O—, —SCH2—, —CH2S—, —CF2O—, —OCF2—, —CF2S—, —SCF2—, —CH2CH2—, —(CH2)n1, —CF2CH2—, —CH2CF2—, —CF2CF2—, —CH═N—, —N═CH—, —N═N—, —CH═CR00—, —CY1═CY2—, —C≡C—, —CH═CH—COO—, —OCO—CH═CH— or a single bond,
- Y1 and Y2 independently of each other denote H, F, Cl or CN,
- n is 1, 2, 3 or 4,
- m is 0, 1, 2, 3 or 4, and
- n1 is an integer from 1 to 10.
40 more elements
Dependencies are inferred from the claim text.