AU2002225523A1

AU2002225523A1 - Peroxide compositions with reactive diluents

Info

Publication number: AU2002225523A1
Application number: AU2002225523A
Authority: AU
Inventors: Thomas Burgel; Armin Pfeil; Lutz Sager; Jan Henderikus Udding; Heinz Wilhelm; Agnes Elisabeth Wolters
Original assignee: Hilti AG; DSM IP Assets BV
Current assignee: Hilti AG; DSM IP Assets BV
Priority date: 2000-12-22
Filing date: 2001-12-19
Publication date: 2002-07-08

Claims

- 17 -C L A I M S

1. Peroxide compositions comprising a reactive diluent for the peroxide, characterized in that the diluent is either a component containing one or more vinyl ether group(s) and having a (monomeric) structure according to formula 1

(A-CH=CH-O)_n-R (formula 1)

where

A represents hydrogen or an alkyl group with 1-3 C atoms, and where, if there is more than one A, the individual A groups may be the same or different R either represents an aliphatic group, optionally branched, with 1-20 C atoms, which may also contain a cyclohexyl or a

1 ,4-dimethylenecyclohexyl group and in the carbon chain optionally also one or more O and/or S atoms, which group may be substituted with one or more functional group(s) chosen from either a hydroxyl group or an amino group, optionally substituted with one or two alkyl groups with 1-3 C atoms, or represents a polyethylene glycol or a polypropylene glycol with an average chain length of between 2 and 120 glycol units, optionally with an aliphatic group with 1-5 C atoms attached to the chain's free hydroxyl group and n is 1 , 2, 3 or 4 or is a suitable resinous compound comprising, in a covalently built-in manner, a component containing one or more vinyl ether group(s).

2. Peroxide compositions according to claim 1 , characterized in that the monomeric component containing one or more vinyl ether group(s) is selected from the group of mono- or divinyl ether monomers.

3. Peroxide compositions according to claim 2, characterized in that the component containing one or more vinyl ether group(s) is hydroxybutyl vinyl ether (HBUVE), diethyleneglycol divinyl ether (DEGDVE) or triethyleneglycol divinyl ether (TEGDVE). - 18 -

4. Peroxide compositions according to claim 1 , characterized in that the resinous compound comprising, in a covalently built-in manner, a component containing one or more vinyl ether group(s) is obtained by reaction of a mixture of appropriate amounts of: a) a first compound (the HVE-compound) containing at least one hydroxyl group and at least one vinyl ether group, and b) a second compound (the D/HIC-compound), being a diisocyanate (or higher isocyanate), reacting with formation of one or more urethane group(s), and c) a third compound (the G/P/HP-compound) chosen from the groups of (1 )

C₂-₆ glycols, (2) C₅.₂₀ polyols having 2-5 hydroxyl groups and (3) saturated or (ethylenically) unsaturated hydroxyl terminated polyester compounds, not being alkyd resins, having 1-5 free hydroxyl groups and from 2-50 monomeric ester units (the G/P/HP-compound), or mixtures thereof.

5. Peroxide compositions according to claim 4, characterized in that the HVE- compound is hydroxybutyl vinyl ether (HBUVE).

6. Peroxide compositions according to any of claims 4 or 5, characterized in that the resinous component carries one or more additional substituent groups for influencing the solubility of the peroxide in the peroxide composition and/or in the final application thereof.

7. Peroxide compositions according to any of claims 1 to 6, characterized in that the reactive diluent is a mixture of one or more components having one or more vinyl ether group(s).

8. Peroxide compositions according to any of claims 1 to 7, characterized in that the peroxide is selected from the group of acetylacetone peroxide, cyclohexanone peroxide, methylethylketone peroxide, dibenzoyl peroxide, alkylperoxides, hydroperoxides, percarbonates, perketals and inorganic peroxides.

9. Peroxide compositions according to claim 8, characterized in that the peroxide is acetylacetone peroxide, cyclohexanone peroxide, methylethylketone peroxide, or dibenzoyl peroxide.

10. Peroxide compositions according to any of claims 1 to 9, characterized in that the ratio between the amounts of peroxide and of diluent are chosen so that the content of peroxide in the composition is in the range of between 0.5 and 99, preferably between 1.0 and 60 wt.% of the peroxide composition. - 19 -

11. Method for preparing peroxide compositions comprising a reactive diluent for the peroxide, characterized in that an organic or inorganic peroxide is blended either with a reactive diluent selected from the group of components containing one or more vinyl ether group(s) and having a structure according to formula 1

(A-CH=CH-O)_n-R (formula 1)

or is blended with a suitable resinous compound comprising, in a covalently built-in manner, a component containing one or more vinyl ether group(s) as is obtained by reaction of a mixture of appropriate amounts of a), b) and c) as indicated in claim 4.

12. Use of a reactive diluent containing peroxide composition according to one of claims 1-10 or prepared according to claim 11 in processes for curing of radically curable resins.

13. Products obtained by curing with a peroxide composition according to one of claims 1-10 or prepared according to claim 11.