Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Reexamination Certificate
2001-08-15
2003-05-20
Rotman, Alan L. (Department: 1625)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
C549S352000
Reexamination Certificate
active
06566391
ABSTRACT:
The present invention relates to two new trioxepan compounds, or substituted 1,2,4-trioxacycloheptanes.
Organic peroxides have long been known for a variety of uses. One such known compound, see for instance Kirk & Othmer's
Encyclopedia of Chem. Tech.,
3
rd
Ed, Vol.17, page 57, is a 1,2,4-trioxacycloheptane of formula (X)
WO 98/50354 discloses the use of this compound, as well as that of four related trioxepan compounds, including the product of formula (Y) together with a co-agent in cross-linking processes.
The compounds disclosed thus far were found not to be efficient enough and/or cost-efficient enough when used in, for instance, controlled degradation processes of polypropylene and/or high-solid acrylate polymerization processes. Probably for these reasons the trioxepan compounds are not commonly used in industry. Rather, typically use is made of other types of organic peroxides, even though such peroxides need to be phlegmatized (diluted) in order to allow safe handling and/or are costly.
Surprisingly, we have found two new 1,2,4-trioxacycloheptanes with improved properties that can be used as alternatives to the peroxides conventionally used in these processes, such as 2,5-di-tert.butylperoxy-2,5-dimethyl hexane and 3,6,9-triethyl-3,6,9-trimethyl-1,4,7-triperoxononane.
Accordingly, the present invention relates to these two new 1,2,4-trioxacycloheptane compounds. More particularly, we claim the two compounds of formulae I and II
The compounds could be synthesized in a conventional way by reacting HOC(CH
3
)HCH
2
C(CH
3
)
2
OOH with methyl ethyl ketone and methyl iso-butyl ketone, respectively. If so desired, they can be phlegmatized using suitable conventional phlegmatizing agents.
As said above, it was found that these compounds were particularly useful for degrading polypropylene and making polyacrylates for use in high-solid coating compositions, as is detailed in the examples below.
Experimental
Chemicals used:
Borealis® HC001A-B1 homo-polypropylene powder (PP) ex Borealis
Irganox® 1010 ex Ciba Specialty Chemicals
Trigonox® 101 (2,5-di-tert.butylperoxy-2,5-dimethyl hexane) ex Akzo Nobel
Trigonox® 301 3,6,9-triethyl-3,6,9-trimethyl-1,4,7-triperoxononane ex Akzo Nobel
Solvesso® 100 and Exxate® 700 ex ExxonMobil
All other chemicals used were supplied by Acros Chemicals, analytical quality, and used without further purification.
REFERENCES:
patent: 5856412 (1999-01-01), Bock et al.
patent: 355 733 (1990-02-01), None
patent: WO 96/03397 (1996-02-01), None
patent: WO 98/50354 (1998-11-01), None
Kirk Othmer's Encyclopedia of Chemical Technology, “Peroxides and Peroxy Compounds, Organic”, 3rdEd, vol. 17, pp. 27 and 57 (1982).
Gerritsen Rene
Hogt Andreas H.
Meijer John
Akzo Nobel N.V.
Covington Raymond
Fennelly Richard P.
Rotman Alan L.
LandOfFree
Trioxepan compounds does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Trioxepan compounds, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Trioxepan compounds will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3020283