WO1998013392B1 - No-compounds for pseudo-living radical polymerization - Google Patents

No-compounds for pseudo-living radical polymerization

Info

Publication number
WO1998013392B1
WO1998013392B1 PCT/EP1997/005009 EP9705009W WO9813392B1 WO 1998013392 B1 WO1998013392 B1 WO 1998013392B1 EP 9705009 W EP9705009 W EP 9705009W WO 9813392 B1 WO9813392 B1 WO 9813392B1
Authority
WO
WIPO (PCT)
Prior art keywords
groups
hydroxylamine
tris
radical polymerization
free radical
Prior art date
Application number
PCT/EP1997/005009
Other languages
French (fr)
Other versions
WO1998013392A1 (en
Filing date
Publication date
Application filed filed Critical
Priority to EP97910285A priority Critical patent/EP0928296B1/en
Priority to DE69708896T priority patent/DE69708896T2/en
Priority to JP10515215A priority patent/JP2001500914A/en
Priority to AT97910285T priority patent/ATE210156T1/en
Priority to AU47739/97A priority patent/AU4773997A/en
Publication of WO1998013392A1 publication Critical patent/WO1998013392A1/en
Publication of WO1998013392B1 publication Critical patent/WO1998013392B1/en

Links

Abstract

The invention pertains to a process for pseudo-living radical polymerization's in which use is made of specific NO-compounds, called initers, according to formula (I) or (II) wherein: R represents a group which has at least one carbon atom and is such that the free radical R. is capable of initiating the free radical polymerization of unsaturated monomers; at most five of the groups represented by X1-X6 are the same or different straight-chain or branched substituted or unsubstituted alkyl groups, wherein two or more of the groups may be linked to form cyclic structures, or wherein -CX1X2X3 and/or -CX4X5X6 are phenyl, the complementary groups X1-X6 are functional groups, and, X7 and X8 are independently selected from alkyl, aryl, alkaryl, and aralkyl, while X7 is optionally linked with X8 to form bridged structures. The invention further relates to certain NO compounds, (block) (co)polymers, and to a recycling process for such polymers.

Claims

AMENDED CLAIMS
[received by the International Bureau on 29 April 1998 (29.04.98); original claim 10 amended; remaining claims unchanged (2 pages)]
9. A (block) (co)polymer obtainable by any one of the processes of claims 1-8.
10. An NO-compound containing at least one moiety of the formula (I),
R O
Figure imgf000003_0001
wherein:
• R represents a group which has at least one carbon atom and is such that the free radical R* is capable of initiating the free radical polymerization of unsaturated monomers;
• at most five of the groups represented by X^ through Xβ are the same or different straight-chain or branched substituted or unsubstituted (cyclo) alkyl groups, while two or more of the groups may be linked to form cyclic structures, • the complementary groups Xi through Xβ are functional groups selected from substituted or unsubstituted phenyl, cyano, ether, hydroxy, nitro, dialkoxyphosphonyl, and carbonyl containing groups, such as ester, carboxyalkyl, aldehyde, anhydride, and ketoalk(ar)yl groups, and • R is not polymeric when -N(CXιX2X3) 0X4X5X5 is 2,5-dimethyl-2,5- diphenylpyrrolidin-1 -, with the proviso that the NO-compound is not tris-(2-cyano-2-propyl)- hydroxylamine, tris-(2-carboxyethyl-2-propyl) hydroxylamine, tris-(1- cyanocyclohexyl) hydroxylamine, and/or tris-(2-carboxymethyl-2-propyl) hydroxylamine. 11. An NO-compound according to claim 10, characterized in that the complementary groups X are selected from substituted or unsubstituted phenyl, cyano, ether, and carbonyl containing groups, such as ester, anhydride, and ketoalk(ar)yl groups.
12. A recycling process in which a polymer is converted into low-molecular weight fragments, characterized in that the polymer is obtained from a pseudo-living polymerization process according to any one of claims 1-8.
13. A recycling process according to claim 12, characterized in that the processing temperature is below 300°C.
PCT/EP1997/005009 1996-09-25 1997-09-11 No-compounds for pseudo-living radical polymerization WO1998013392A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP97910285A EP0928296B1 (en) 1996-09-25 1997-09-11 No-compounds for pseudo-living radical polymerization
DE69708896T DE69708896T2 (en) 1996-09-25 1997-09-11 NITROSO CONNECTIONS TO PSEUDO-LIVING RADICAL POLYMERIZATION
JP10515215A JP2001500914A (en) 1996-09-25 1997-09-11 NO compounds for simulated living radical polymerization
AT97910285T ATE210156T1 (en) 1996-09-25 1997-09-11 NITROSO COMPOUNDS FOR PSEUDO-LIVING RADICAL POLYMERIZATION
AU47739/97A AU4773997A (en) 1996-09-25 1997-09-11 No-compounds for pseudo-living radical polymerization

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP96202676 1996-09-25
EP96202676.1 1996-09-25

Publications (2)

Publication Number Publication Date
WO1998013392A1 WO1998013392A1 (en) 1998-04-02
WO1998013392B1 true WO1998013392B1 (en) 1998-06-18

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Country Status (6)

Country Link
EP (1) EP0928296B1 (en)
JP (1) JP2001500914A (en)
AT (1) ATE210156T1 (en)
AU (1) AU4773997A (en)
DE (1) DE69708896T2 (en)
WO (1) WO1998013392A1 (en)

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