Claims
- 1. Compounds of the general formula ##STR58## in which X is NR.sup.1 with R.sup.1 being hydrogen or (C.sub.1 -C.sub.4)-alkyl,
- R.sup.3 is a (C.sub.1 -C.sub.4)-alkyl group which may be substituted, preferably monosubstituted, by halogen, especially chlorine, a cylcoalkyl group having up to 8 carbon atoms, especially cyclopentyl, cyclohexyl, an alkenyl group having up to 4 carbon atoms, especially vinyl and allyl, a phenyl or benzyl group optionally substituted by halogen, preferably chlorine and/or bromine, and preferably carrying 1 to 3 substituents,
- R.sup.4 is hydrogen or a (C.sub.1 -C.sub.4)-alkyl group, preferably methyl,
- R.sup.5 is hydrogen or a (C.sub.1 -C.sub.2)-alkyl group, preferably methyl, with at least one of the radicals R.sup.4 and R.sup.5 preferably being hydrogen,
- R.sup.6 is hydrogen, methyl, chloromethyl,
- R.sup.7 is hydrogen, methyl or ethyl, preferably hydrogen,
- m stands for numbers in the range of from 1 to 20, preferably from 2 to 20, especially from 2 to 6,
- n stands for numbers in the range of from 1 to 6, preferably from 2 to 6,
- r is 0 to 1, preferably 0,
- Z is a n-valent radical of the group consisting of C.sub.1 -C.sub.18 alkyl which may be interrupted by an amino group; phenyl which may be substituted by halogen atoms; benxyl; biphenyl or di-cyclohexylmethane.
- 2. Process for the preparation of compounds of formula I, which comprises mixing a compound of the formula
- Z(--X--H).sub.n II
- (a.sub.1) with the about n times molar amount of a phospholane of the formula ##STR59## heating it at a temperature of from 0.degree. to 180.degree. C., preferably 80.degree. to 150.degree. C., to give a phosphinic acid of the formula ##STR60## and, when this reaction has been completed, which can be seen from the disappearing of the phospholane peak at 5 500 m.mu.,
- (a.sub.2) mixing the product thus obtained with the about n times molar amount of an alkylene oxide of the formula ##STR61## reacting it at a temperature of from 80.degree. to 180.degree. C., preferably from 100.degree. to 150.degree. C., to give a phosphinic acid(hydroxyalkyl)-ester of the formula ##STR62## and, when this reaction has been completed, which can be seen from the acid number being 0 at the above reaction temperatures, i.e. from 80.degree. to 180.degree. C., preferably from 100.degree. to 150.degree. C., repeating the operation a.sub.1 (m-1+r) times and following every operation a.sub.1, repeating the operation a.sub.2 --(m-1) times altogether--, or, preferably,
- (b.sub.1) mixing a compound of the formula II with the about n(m+r) times molar amount of a phospholane of the formula III at a temperature of from 80.degree. to 180.degree. C., preferably from 100.degree. to 150.degree. C. and, after the reaction heat has cooled off,
- (b.sub.2) mixing the product with the about n.multidot.m times molar amount of an alkylene oxide of the formula IV and further maintaining the mixture, preferably while stirring, at the reaction temperature, until the reaction has been completed, which can be seen from the disappearing of the phospholane peak and/or when r equals 0, also of the acid number.
- 3. Process as claimed in claim 2, which comprises mixing the phosphinic acid of the formula IIa
- (a.sub.2) with the about n times molar amount of an alkylene carbonate of the formula ##STR63## reacting it at a temperature of from 130.degree. to 250.degree. C., preferably from 160.degree. to 220.degree. C., to give a phosphinic acid(hydroxyalkyl)-ester of the formula ##STR64## and after the reaction has been completed, which can be seen from the disappearing of the acid number at the above-mentioned reaction temperatures, repeating the operation a.sub.1 (m-1+r) times and following every operation a.sub.1, repeating the operation a.sub.2 --(m-1) times altogether--, or, preferably,
- (b.sub.1) mixing a compound of the formula II with the n.multidot.m times molar amount of a phospholane of the formula III at a temperature of from 10.degree. to 180.degree. C., preferably from 20.degree. to 120.degree. C., and after the reaction heat has cooled off,
- (b.sub.2) mixing the product with the about n.multidot.m times molar amount of an alkylene oxide of the formula IV and further maintaining the mixture, preferably while stirring, at the reaction temperature, until the reaction has been completed, which can be seen from the disappearing of the carbon dioxide development and/or for r=0, also of the acid number.
Priority Claims (3)
Number |
Date |
Country |
Kind |
2556482 |
Dec 1975 |
DE |
|
2645786 |
Oct 1976 |
DE |
|
2647745 |
Oct 1976 |
DE |
|
Parent Case Info
This application is a division of application Ser. No. 749,792 filed Dec. 13, 1976, now U.S. Pat. No. 4,096,208.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
3014910 |
Birum |
Dec 1961 |
|
Divisions (1)
|
Number |
Date |
Country |
Parent |
749792 |
Dec 1976 |
|