Selective ether cleavage synthesis of liquid crystals
First Claim
Patent Images
1. A method for making platform molecules comprising reacting 4-alkoxy benzoyl chloride with R2-hydroquinone under first conditions effective to produce bis 1,4 [4-alkoxy-benzoyloxy]-R2-phenylene comprising bis terminal alkoxy groups wherein, when both bis terminal alkoxy groups are converted to polymerizable groups, R2 provides sufficient steric hindrance to achieve a nematic state at room temperature while suppressing crystallinity at room temperature.
1 Assignment
0 Petitions
Accused Products
Abstract
Selective ether cleavage for making platform molecules and polymerizable mesogens.
107 Citations
144 Claims
- 1. A method for making platform molecules comprising reacting 4-alkoxy benzoyl chloride with R2-hydroquinone under first conditions effective to produce bis 1,4 [4-alkoxy-benzoyloxy]-R2-phenylene comprising bis terminal alkoxy groups wherein, when both bis terminal alkoxy groups are converted to polymerizable groups, R2 provides sufficient steric hindrance to achieve a nematic state at room temperature while suppressing crystallinity at room temperature.
-
42. A method for making platform molecules comprising:
-
reacting 4-alkoxy benzoyl chloride with a R2-hydroquinone under first conditions effective to produce bis 1,4 [4-alkoxybenzoyloxy]-R2-phenylene comprising bis terminal alkoxy groups comprising alkyl groups wherein, when both bis terminal alkoxy groups are converted to polymerizable groups, R2 provides sufficient steric hindrance to achieve a nematic state at room temperature while suppressing crystallinity at room temperature;
exposing a quantity of said bis 1,4 [4-alkoxybenzoyloxy]-R2-phenylene to second conditions comprising an amount of solvent, a concentration of Lewis acid at a ratio of about 4;
1 or more based on said quantity of bis 1,4 [4-alkoxybenzoyloxy]-R2-phenylene, and an amount of nucleophile sufficient to dissolve said Lewis acid in said solvent in the presence of said quantity of bis 1,4 [4-alkoxybenzoyloxy]-R2-phenylene, said second conditions being effective to precipitate out of said solution precipitated complexes comprising said platform molecules comprising intact aromatic ester bonds, said amount of said solvent being effective to maintain said precipitated complexes in slurry form. - View Dependent Claims (43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 101, 102)
-
-
103. A method of making platform molecules comprising:
-
reacting 4-alkoxy benzoyl chloride with R2-hydroquinone under first conditions effective to produce bis 1,4 [4-alkoxybenzoyloxy]-R2-phenylene comprising bis terminal alkoxy groups comprising alkyl groups having from about 1 to 6 carbon atoms wherein, when both bis terminal alkoxy groups are converted to polymerizable groups, R2 provides sufficient steric hindrance to achieve a nematic state at room temperature while suppressing crystallinity at room temperature;
exposing a quantity of said bis 1,4 [4-alkoxy benzoyloxy]-R2-phenylene to second conditions to produce a final solution, said second conditions comprising an amount of methylene chloride, a concentration of aluminum chloride at a ratio of 4;
1 or more to said quantity of bis 1,4 [4-alkoxy benzoyloxy]-R2-phenylene, and an amount of ethane thiol sufficient to dissolve said concentration of aluminum chloride in said amount of methylene chloride in the presence of said quantity of bis 1,4 [4-alkoxy benzoyloxy]-R2-phenylene, said second conditions being effective to precipitate complexes out of said final solution substantially as they are formed, the precipitated complexes comprising said platform molecules comprising intact aromatic ester bonds, said amount of said methylene chloride being effective to maintain said precipitated complexes in slurry form. - View Dependent Claims (104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137)
-
-
138. The method of claim 147 wherein said method further comprising
exposing a monoester solution comprising said monoester product to an alkyloyl chloride solution comprising bifunctional alkyloyl chloride under fourth conditions effective to react said at least one terminal ester group with said bifunctional alkyloyl chloride and to precipitate mesogenic dimer from said monoester solution, wherein said bifunctional alkyloyl chloride comprises an alkyl group having from about 2 to about 20 carbon atoms.
Specification