Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Mixing of two or more solid polymers; mixing of solid...
Patent
1992-05-18
1993-12-14
Welsh, Maurice J.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Mixing of two or more solid polymers; mixing of solid...
528 28, 528 65, 528 66, 528 73, 528 75, 528 76, 528 80, 528 83, 528 85, C08G 1804
Patent
active
052703894
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to the introduction of vinyl sequences into polyurethanes. It therefore relates to polyurethanes containing vinyl sequences, to production processes for these polyurethanes and to their application in the formulation of paints.
Thiuram disulphides are known as agents having the triple function of initiator, chain transfer agent and terminating agent (denoted by the abbreviation "iniferters") in the free radical polymerisation of vinyl monomers. Thus, tetraalkylthiuram disulphide iniferters have been described by Takayuki Ostu et al. in "Makromol. Chem. Rapid., Commun. 3, 127-132 (1982). Functional thiuram disulphides are proposed as iniferters in European Patent Application EP-A-0,237,792, the proposed functional groups comprising the hydroxyl, carboxyl and amine groups.
The present invention relates to the application of some functional thiuram disulphide iniferters in the production of vinyl polymers in which the end groups may, in their turn, be fused with an organic compound containing at least two alcohol groups or two isocyanate groups.
The present invention therefore firstly relates to a polyurethane containing units of the type ##STR1## where: A is chosen from alkyl, cycloalkyl, aryl, arylalkyl and alkylaryl groups and the polyoxyalkylene and polyester sequences, arylalkylene groups and may contain at least one hetero-atom, such as nitrogen or oxygen, ##STR2## group, in which case G represents the hydrocarbon backbone of an organic compound containing at least two alcohol groups, or ##STR3## group, in which case G represents the hydrocarbon backbone of an organic compound containing at least two isocyanate groups, and
These polyurethanes are preferably such that the polymer sequence Pv has a number-average molecular mass of between 10.sup.2 and 10.sup.6 approximately and more particularly between 10.sup.3 and 10.sup.5 approximately.
They mainly have a linear character in the case where G represents the hydrocarbon backbone of an organic compound not containing more than two alcohol or isocyanate groups, although secondary reactions of isocyanates on the urethane bonds may lead to allophanate bonds and thus to partial crosslinking. In the case where G represents the hydrocarbon backbone of an organic compound containing more than two alcohol or isocyanate groups, the polyurethanes according to the invention are crosslinked products.
The presence of vinyl sequences in these polyurethanes makes it possible, in particular, to improve the stability to sunlight (UV) of paints based on polyurethanes and to impart a gloss to these paints.
The alkyl and alkylene groups involved, respectively, in the definitions of A and D are especially C.sub.1 -C.sub.12 and in particular C.sub.1 -C.sub.6 groups; the cycloalkyl and cycloalkylene groups are especially monocyclic or polycyclic C.sub.3 -C.sub.12 and in particular C.sub.5 -C.sub.7 groups; the aryl and arylene groups are especially C.sub.6 -C.sub.15 groups including one or more aromatic rings, such as phenyl or naphthyl.
The polyoxyalkylene sequence which may be involved in the definition of A may be represented by one of the following formulae: ##STR4## where: R.sub.10 represents an alkyl, cycloalkyl or aryl radical; and
The polyester sequence which may be involved in the definition of A may be represented by one of the following formulae: ##STR5## where: R.sub.11 is as defined above for R.sub.10 ; alkenylene and alkenylarylene groups and may contain at least one hetero-atom and/or at least one ##STR6## radical, R.sub.14 being chosen from alkyl, cycloalkyl and aryl groups and being able to contain substituents; and
The following may be mentioned in particular as vinyl monomers from which the polymer sequence Pv may have resulted: straight-chain or branched and contains, if appropriate, at least one hetero-atom in the form, for example, of a halogen atom or a carbonyl, hydroxyl or amino group, possesses from 1 to 20 carbon atoms, such as methyl, ethyl, n-butyl, tert-butyl, 2-ethylhexyl, stearyl, 2,2,2-trifluoroethyl, hydroxyethyl, h
REFERENCES:
patent: 4053446 (1977-10-01), Watabe et al.
Cray Valley S.A.
Welsh Maurice J.
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