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US 6,632,944 B2Granted
Process for isolation of monophenolic-bisaryl triazines
AssigneeCytec Technology Corp.
InventorsRam Baboo Gupta, Hargurpreet Singh, Russell C. Cappadona
Life of this patent
Estimating the term…
Abstract
This invention relates to a novel, efficient, economic and general-purpose process for isolating monophenolic-bisaryl triazine compounds from polyphenolic-triazines compounds and other impurities. More specifically, this invention relates to a process for isolating the monophenolic-bisaryl triazine compounds by contacting it with a base, an alcohol or a hydrocarbon solvent.
Claims37
A process for isolating a compound of Formula 1
- wherein Ar1 and Ar2 are the same or different and are radicals of the compound of Formula 2
- and wherein R1 is hydrogen and R2, R3, R4 and R5, are the same or different and are hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthalene, OR, NRR′, CONRR′, OCOR, CN, SR, SO2R, and optionally with either of R3 and R4 or R4 and R5 taken together being a part of a saturated or unsaturated fused carbocyclic ring and wherein each R, R′, R6, R7, R8, R9, and R10 are the same or different and each is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthalene, and optionally with either of R6 and R7, R7 and R8, R8 and R9, or R9 and R10, taken together being a part of a saturated or unsaturated fused carbocyclic ring optionally having O, N, or S atoms in the ring, and R6, R7, R8, R9, and R10, may be an alkoxy of 1 to 24 carbons, and Y is a direct bond, O, NR″, or wherein R″ is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms;
- wherein said process comprises the step of:
- contacting a product mixture with a base to form an isolation blend,
- wherein said product mixture comprises said compound of Formula 1 and a polyphenolic-triazine compound.
2 more elements
A process for isolating a compound of Formula 1
- wherein Ar1 and Ar2 are the same or different and are radicals of the compound of Formula 2
- and wherein R1 is hydrogen and R2, R3, R4 and R5, are the same or different and are hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthalene, OR, NRR′, CONRR′, OCOR, CN, SR, SO2R, and optionally with either of R3 and R4 or R4 and R5 taken together being a part of a saturated or unsaturated fused carbocyclic ring and wherein each R, R′, R6, R7, R8, R9, and R10 are the same or different and each is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthalene, and optionally with either of R6 and R7, R7 and R8, R8 and R9, or R9 and R10, taken together being a part of a saturated or unsaturated fused carbocyclic ring optionally having O, N, or S atoms in the ring, and R6, R7, R8, R9, and R10, may be an alkoxy of 1 to 24 carbons, and Y is a direct bond, O, NR″, or SRI!wherein R″ is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms;
- wherein said process comprises the steps of:
- contacting a product mixture with an alcohol to form an isolation blend;
- heating said isolation blend at a temperature of about 40° C. to about 200° C. for a period of 10 minutes to 10 hours,
- wherein said product mixture comprises said compound of Formula 1 and a polyphenolic-triazine compound.
3 more elements
A process for isolating a compound of Formula 1
- wherein Ar1 and Ar2 are the same or different and are radicals of the compound of Formula 2
- and wherein R1 is hydrogen and R2, R3, R4 and R5, are the same or different and are hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthalene, OR, NRR′, CONRR′, OCOR, CN, SR, SO2R, and optionally with either of R3 and R4 or R4 and R5 taken together being a part of a saturated or unsaturated fused carbocyclic ring and wherein each R, R′, R6, R7, R8, R6, and R10 are the same or different and each is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthalene, and optionally with either of R6 and R7, R7 and R8, R8 and R9, or R9 and R10, taken together being a part of a saturated or unsaturated fused carbocyclic ring optionally having O, N, or S atoms in the ring, and R6, R7, R8, R9, and R10, may be an alkoxy of 1 to 24 carbons, and Y is a direct bond, O, NR″, or wherein R″ is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms;
- wherein said process comprises the step of:
- contacting a product mixture with a hydrocarbon solvent to form an isolation blend, wherein said product mixture is in solid form and comprises said compound of Formula 1 and a trisaryl-triazine compound.
1 more element
A process for isolating a compound of Formula 1
- wherein Ar1 and Ar2 are the same or different and are radicals of the compound of Formula 2
- and wherein R1 is hydrogen and R2, R3, R4 and R5, are the same or different and are hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthalene, OR, NRR′, CONRR′, OCOR, CN, SR, SO2R, and optionally with either of R3 and R4 or R4 and R5 taken together being a part of a saturated or unsaturated fused carbocyclic ring and wherein each R, R′, R6, R7, R8, R9, and R10 are the same or different and each is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthalene, and optionally with either of R6 and R7, R7 and R8, R8 and R9, or R9 and R10, taken together being a part of a saturated or unsaturated fused carbocyclic ring optionally having O, N, or S atoms in the ring, and R6, R7, R8, R9, and R10, may be an alkoxy of 1 to 24 carbons, and Y is a direct bond, O, NR″, or wherein R″ is hydrogen, alkyl of 1 to 24 carbon atoms, haloalkyl of 1 to 24 carbon atoms, aryl of 6 to 24 carbon atoms, alkenyl of 2 to 24 carbon atoms, acyl of 1 to 24 carbon atoms, cycloalkyl of 1 to 24 carbon atoms, cycloacyl of 5 to 24 carbon atoms, aralkyl of 7 to 24 carbon atoms, or aracyl of 6 to 24 carbons atoms;
- wherein said process comprises the step of:
- contacting a product mixture with at least two components selected from the group consisting of a base, an alcohol and a hydrocarbon solvent,
- wherein said product mixture comprises said compound of Formula 1 and a polyphenolic-triazine compound.
2 more elements
Dependencies are inferred from the claim text.