1. An adhesive composition comprising a mixture of:
a maleimide terminated polyimide resin;
a thermoplastic resin compatible with the maleimide terminated polyimide resin;
a functionalized liquid rubber selected from polybutadienes, polyisoprenes, and copolymers of polybutadiene-styrene wherein the liquid rubber is functionalized with acrylate, methacrylate, diacrylate, dimethacrylate, maleic anhydride, or combinations thereof;
a thermally activated free radical curing agent; and optionally one or more of
a silane coupling agent;
an ethylenically unsaturated compound with an acid functionality; and
electrically conductive particles andor scrim.
2. The adhesive composition of claim 1 wherein the maleimide terminated polyimide resin comprises a reaction product of a primary aliphatic diamine with a tetracarboxylic dianhydride followed by reaction with maleic anhydride.
3. The adhesive composition of claim 1 wherein the maleimide terminated polyimide resin comprises a reaction product of a C-36 aliphatic diamine with a tetracarboxylic dianhydride.
4. The adhesive composition of claim 1 further comprising an ethylenically-unsaturated oligomer, which may be an acrylic oligomer.
5. The adhesive composition of claim 1 wherein the thermally activated curing agent is benzoyl peroxide or lauroyl peroxide.
6. The adhesive composition of claim 1 wherein the adhesive, after curing, provides a peel force of at least 1,000 gcm after bonding to ITO coated glass at a temperature of at least 140\xb0 C. andor a release liner peel level of above 1 gram per inch of sample width after bonding to the liner at room temperature.
7. The adhesive composition of claim 1 wherein the adhesive exhibits a peak exotherm temperature below 140\xb0 C.
8. An adhesive film comprising the adhesive composition of claim 1.
9. The adhesive composition of claim 1 wherein the electrically conductive particles are selected from metal particles and metal coated polymeric particles.
10. A curable adhesive film comprising the adhesive of claim 1, optionally wherein the adhesive film has a thickness of from about 5 to about 100 micrometers.
11. A tape comprising the curable adhesive film of claim 10 on a liner.
12. An electronic article comprising a flexible printed circuit and the adhesive composition according to claim 1 adhered to the flexible printed circuit.
13. A liquid-crystal display panel comprising an ITO-patterned glass adhered to the adhesive of claim 1.
14. The adhesive composition of claim 1 having a shelf life of at least about 4 weeks at room temperature.
15. The adhesive composition of claim 1 wherein the adhesive is curable at a temperature selected from below 175\xb0 C., below 150\xb0 C., and below 140\xb0 C.
16. The adhesive composition of claim 1 wherein the adhesive is curable at a temperature below 150\xb0 C. coupled with a bond time selected from below 10 seconds, below 8 seconds, and below 5 seconds.
The claims below are in addition to those above.
All refrences to claim(s) which appear below refer to the numbering after this setence.
1. A method for the preparation of an optically active amlodipine from optical resolution of (R,S)-amlodipines by using isopropanol solvent and optically active O,O\u2032-dibenzoyl tartaric acid.
2. A method of claim 1, comprising:
preparing an optically active (R)-(+)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate thereof by reacting (R,S)-amlodipines and dibenzoyl-L-tartaric acid in isopropanol solvent, and
preparing an optically active (R)-(+)-amlodipine by treating the optically active (R)-(+)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate thereof with a base.
3. The method of claim 2, wherein the dibenzoyl-L-tartaric acid is used in an amount of 0.2-0.6 moles per 1 mole of (R,S)-amlodipines.
4. The method of claim 2, wherein the base treatment is performed after recrystallization of the (R)-(+)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate.
5. The method of claim 2, further comprising:
recrystallizing an optically active (S)-(\u2212)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate thereof from the filtrate, and
preparing an optically active (S)-(\u2212)-amlodipine by treating the optically active (S)-(\u2212)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate thereof with a base.
6. The method of claim 1, comprising:
preparing an optically active (S)-(\u2212)-amlodipine-hemi-dibenzoyl-D-tartrate salt or its solvate thereof by reacting (R,S)-amlodipines and dibenzoyl-D-tartaric acid in isopropanol solvent, and
preparing an optically active (S)-(\u2212)-amlodipine by treating the optically active (S)-(\u2212)-amlodipine salt or its solvate thereof with a base.
7. The method of claim 6, wherein the dibenzoyl-D-tartaric acid is used in an amount of 0.2-0.6 moles per 1 mole of (R,S)-amlodipines.
8. The method of claim 6, wherein the base treatment is performed after recrystallization of the (S)-(\u2212)-amlodipine-hemi-dibenzoyl-D-tartrate salt or its solvate thereof.
9. The method of claim 6, further comprising:
recrystallizing an optically active (R)-(+)-amlodipine-hemi-dibenzoyl-D-tartrate salt or its solvate thereof from the filtrate, and
preparing an optically active (R)-(+)-amlodipine by treating the optically active (R)-(+)-amlodipine-hemi-dibenzoyl-D-tartrate salt or its solvate thereof with a base.
10. The method of claim 1, comprising:
reacting (R,S)-amlodipines with dibenzoyl-L-tartaric acid in isopropanol solvent, filtering off and preparing (R)-(+)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate thereof, and
reacting the filtrate with dibenzoyl-D-tartaric acid, filtering off and preparing (S)-(\u2212)-amlodipine-hemi-dibenzoyl-D-tartrate salt or its solvate thereof,
treating the (R)-(+)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate thereof with a base, and obtaining (R)-amlodipine, and
treating the (S)-(\u2212)-amlodipine-hemi-dibenzoyl-D-tartrate salt or its solvate thereof with a base, and obtaining (S)-amlodipine.
11. The method of claim 10, wherein the dibenzoyl-L-tartaric acid and the dibenzoyl-D-tartaric acid are used in an amount of 0.2-0.3 moles, respectively, per 1 mole of the (R,S)-amlodipines.
12. The method of claim 10, wherein the base treatment was performed after recrystallization of the (R)-(+)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate thereof and the (S)-(\u2212)-amlodipine-hemi-dibenzoyl-D-tartrate salt or its solvate thereof, respectively.
13. The method of claim 1, comprising:
reacting (R,S)-amlodipines with dibenzoyl-D-tartaric acid in isopropanol solvent, filtering off and preparing (S)-(\u2212)-amlodipine-hemi-dibenzoyl-D-tartrate salt or its solvate thereof, and
reacting the filtrate with dibenzoyl-L-tartaric acid, filtering off and preparing (R)-(+)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate thereof,
treating the (S)-(\u2212)-amlodipine-hemi-dibenzoyl-D-tartrate salt or its solvate thereof with a base, and obtaining (S)-amlodipine, and
treating the (R)-(+)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate thereof with a base, and obtaining (R)-amlodipine.
14. The method of claim 13, wherein the dibenzoyl-D-tartaric acid and the dibenzoyl-L-tartaric acid are used in an amount of 0.2-0.3 moles, respectively, per 1 mole of the (R,S)-amlodipines.
15. The method of claim 13, wherein the base treatment was preformed after recrystallization of the (S)-(\u2212)-amlodipine-hemi-dibenzoyl-D-tartrate salt or its solvate thereof and the (R)-(+)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate thereof, respectively.
16. The method according to claim 1, wherein the reaction solvent is a single solvent consisting of isopropanol alone or a mixture of isopropanol and a co-solvent selected from the group consisting of water, ketones, alcohols, ethers, amides, esters, hydrocarbons, chlorohydrocarbons and nitriles.
17. The method of claim 16, wherein the co-solvent is selected from the group consisting of water, acetone, acetonitrile, propiononitrile, dimethyl sulfoxide, dimethyl acetamide, methyl ethyl ketone, tetrahydrofuran, ethyl acetate, dichloromethane, dimethyl formamide, hexane, toluene, methanol, ethanol, t-butanol and N,N\u2032-dimethylpropylene urea.
18. The method according to claim 4, wherein the recrystallization is performed in a crystallization solvent, which is a single solvent consisting of isopropanol alone or a mixture of isopropanol and a co-solvent selected from the group consisting of water, ketones, alcohols, ethers, amides, esters, hydrocarbons, chlorohydrocarbons and nitriles.
19. The method according to claim 2, wherein the base is selected from the group consisting of hydroxide, oxide, carbonate, bicarbonate and amide of alkali metal or alkaline earth metal.
20. (R)-(+)-amlodipine-hemi-dibenzoyl-L-tartrate or its solvate thereof.
21. (S)-(\u2212)-amlodipine-hemi-dibenzoyl-D-tartrate or its solvate thereof.
22. (S)-(\u2212)-amlodipine-hemi-dibenzoyl-L-tartrate salt or its solvate thereof.
23. (R)-(+)-amlodipine-hemi-dibenzoyl-D-tartrate salt or its solvate thereof.