Process for making triazine UV absorbers using lewis acids...

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C544S217000

Reexamination Certificate

active

06900314

ABSTRACT:
It has been now surprisingly discovered after extensive research that 2-halo-4,6-bisaryl-1,3,5-triazine can be prepared with unprecedented selectivity, efficiency, mild conditions, and in high yield by the reaction of cyanuric halide with aromatics in the presence of at least one Lewis acid and at least one reaction promoter. This reaction is also unprecedently general as a variety of aromatics can be used to produce a wide selection of 2-halo-4,6-bisaryl-1,3,5-triazines. The novel approach includes the use of the reaction promoters in combination with at least one Lewis acid under certain reaction conditions to promote the formation of 2-halo-4,6-bisaryl-1,3,5-triazine compounds from cyanuric halide. Preferably, the Lewis acids and reaction promoters are combined to form a complex. 2-Halo-4,6-bisaryl-1,3,5-triazines are key intermediates for making 2-(2-oxyaryl)-4,6-bisaryl-1,3,5-triazine class of UV absorbers.

REFERENCES:
patent: 1551095 (1925-12-01), Fritzsche et al.
patent: 3118837 (1964-01-01), Briggs
patent: 3242175 (1966-03-01), Duennenberger et al.
patent: 3244708 (1966-04-01), Duennenberger et al.
patent: 3249608 (1966-05-01), Biland et al.
patent: 3268474 (1966-08-01), Hardy et al.
patent: 3423360 (1969-01-01), Huber et al.
patent: 3444164 (1969-05-01), Luethi et al.
patent: 3843371 (1974-10-01), Piller et al.
patent: 4068062 (1978-01-01), Lepert
patent: 4092466 (1978-05-01), Fletcher et al.
patent: 4619956 (1986-10-01), Susi
patent: 4740542 (1988-04-01), Susi
patent: 4775707 (1988-10-01), Slongo et al.
patent: 4826978 (1989-05-01), Migdal et al.
patent: 4831068 (1989-05-01), Reinert et al.
patent: 4962142 (1990-10-01), Migdal et al.
patent: 5030731 (1991-07-01), Slongo et al.
patent: 5059647 (1991-10-01), Kawaguchi
patent: 5071981 (1991-12-01), Son et al.
patent: 5084570 (1992-01-01), Burdeska et al.
patent: 5106891 (1992-04-01), Valet
patent: 5185445 (1993-02-01), Meuwly et al.
patent: 5189084 (1993-02-01), Birbaum et al.
patent: 5198498 (1993-03-01), Valet et al.
patent: 5288788 (1994-02-01), Shieh et al.
patent: 5298067 (1994-03-01), Valet et al.
patent: 5300414 (1994-04-01), Leppard et al.
patent: 5323868 (1994-06-01), Kawashima
patent: 5354794 (1994-10-01), Stevenson et al.
patent: 5364749 (1994-11-01), Leppard et al.
patent: 5369140 (1994-11-01), Valet et al.
patent: 5410048 (1995-04-01), Leppard et al.
patent: 5412008 (1995-05-01), Michaelis
patent: 5420204 (1995-05-01), Valet et al.
patent: 5445872 (1995-08-01), Suhadolnik et al.
patent: 5461151 (1995-10-01), Waterman
patent: 5476937 (1995-12-01), Stevenson et al.
patent: 5478935 (1995-12-01), Reinehr et al.
patent: 5489503 (1996-02-01), Toan
patent: 5538840 (1996-07-01), Van Toan et al.
patent: 5543518 (1996-08-01), Stevenson et al.
patent: 5545836 (1996-08-01), Reinehr et al.
patent: 5563224 (1996-10-01), Szita et al.
patent: 5575958 (1996-11-01), Jollenbeck et al.
patent: 5591850 (1997-01-01), Birbaum et al.
patent: 5597854 (1997-01-01), Birbaum et al.
patent: 5612084 (1997-03-01), Szita et al.
patent: 5637706 (1997-06-01), Stevenson et al.
patent: 5648488 (1997-07-01), Stevenson
patent: 5672704 (1997-09-01), Toan et al.
patent: 5675004 (1997-10-01), Stevenson
patent: 5681955 (1997-10-01), Stevenson
patent: 5686233 (1997-11-01), Valet et al.
patent: 5705643 (1998-01-01), Reinehr et al.
patent: 5726309 (1998-03-01), Stevenson et al.
patent: 5726310 (1998-03-01), Orban et al.
patent: 5741905 (1998-04-01), Bacher et al.
patent: 5760111 (1998-06-01), Birbaum et al.
patent: 6242598 (2001-06-01), Stevenson et al.
patent: 6486316 (2002-11-01), Gupta et al.
patent: 1 246 238 (1967-11-01), None
patent: 2 053 414 (1970-10-01), None
patent: 884802 (1958-12-01), None
patent: 497734 (1992-01-01), None
patent: 654469 (1995-05-01), None
patent: 779280 (1997-06-01), None
patent: 6-65217 (1994-08-01), None
patent: 6-298674 (1994-10-01), None
patent: 9-59263 (1997-04-01), None
patent: 9-152701 (1997-06-01), None
Brunetti, H. et al.,Helv. Chimica, Acta, 55, (1972) 1566-1595.
Harris, R.L.N. et al.,Aust. J. Chem., 34, (1981) 623-634.
Hirt, von R et al.,Helv. Chimica Acta, 33(1950) 1365-1369.
Schmelzer, H.G. et al.,Angew, Chem. Internat. Edit., 5(1966) 960-961.
Tanimoto, S. et al.,Senryo to Yakahin, 40, (1995) 339.
Yanagida, S. et al.,J. Org. Chem., 34,(1969) 4125-4130.
Chem. Abstract; vol. 81, No. 23 ; Dec. 9, 1974.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Process for making triazine UV absorbers using lewis acids... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for making triazine UV absorbers using lewis acids..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for making triazine UV absorbers using lewis acids... will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3459133

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.