Compositions comprising polythiols, unsaturated compounds and dyes, and methods relating to such compositions
A technology of composition, compound, applied to composition comprising polythiol, unsaturated compound and dye
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preparation example Construction
[0046] Polythioethers can be prepared, for example, by reacting dithiols with dienes, diynes, divinyl ethers, diallyl ethers, en-ynes, or combinations of these species under free radical conditions. Useful dithiols include any of the dithiols, dienes, diynes, divinyl ethers, diallyl ethers, and en-yne compounds listed above. Examples of useful polythioethers are found in, for example, U.S. Pat. et al.) and 6,509,418 (Zook et al.). In some embodiments, the polythioether is represented by the formula: HS-R 3 -[S-(CH 2 ) 2 -O-[-R 4 -O-] m -(CH 2 ) 2 -S-R 3 -] n -SH, where each R 3 and R 4 independently for C 2-6 Alkylene, where the alkylene can be straight chain or branched C 6-8 Cycloalkylene, C 6-10 Alkylcycloalkylene, -[(CH 2 -) p -X-I q -(-CH 2 -) r , where at least one -ch 2 - optionally substituted by a methyl group, X is selected from a group consisting of O, S and -NR 5 - Composition, R 5 represents hydrogen or methyl, m is a number from 0 to 10, n i...
Embodiment
[0128] The following abbreviations are used to describe the examples:
[0129] ℃: Celsius temperature
[0130] cm: cm
[0131] g / cm 3 g / cubic centimeter
[0132] LED: light emitting diode
[0133] mg: milligram
[0134] mil: 10 -3 inch
[0135] mL: milliliter
[0136] mm: mm
[0137] mmol: millimole
[0138] uL: microliter
[0139] μmol: micromole
[0140] nm: nanometer
[0141] NMR: nuclear magnetic resonance
[0142] Pa.s: Pascal seconds
[0143] T g : glass transition temperature
[0144] W: watts
[0145] Reagent .
[0146] Unless otherwise noted, all other reagents were obtained or can be purchased from fine chemical suppliers such as: Sigma-Aldrich Company, St. Louis, Missouri; Billerica, Mass. EMD Millipore Chemicals, Billerica, Massachusetts; Alfa Aesar, Ward Hill, Massachusetts; J.T. Baker, Philipsburg, New Jersey; Baker, Phillipsburg, New Jersey); BDH Merck Ltd., Poole, Dorset, UK, and Cambridge Isotope Laboratories, Inc., Andover, MA. Andover,...
preparation example 1
[0159] 2-Methacrylic acid 2-{(2-cyano-ethyl)-[4-(6-nitro-benzothiazol-2-ylazo)-phenyl]-ammonia Synthesis of )-ethyl esters :
[0160]
[0161]At about 21°C, 0.29 mL (2.1 mmol) of triethylamine was added to a 50 mL flask containing 0.55 g (1.39 mmol) of 3-{(2-hydroxy-ethyl)-[4-6-nitrate yl-benzothiazol-2-ylazo)-phenyl]-amino}-propionitrile in 20 mL of tetrahydrofuran, which was then cooled to 0°C. Then 162 μL (1.67 mmol) of methacryloyl chloride was added, and the mixture was stirred under a nitrogen atmosphere for 16 hours while maintaining the temperature at 0°C. The reaction mixture was filtered, and the filtrate was concentrated on a rotary evaporator. The resulting purple substance was dissolved in chloroform, washed twice with saturated sodium carbonate solution, twice with deionized water, and once with saturated sodium chloride solution. The organic portion was then dried over a bed of anhydrous sodium sulfate, filtered and concentrated on a rotary evaporator. ...
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