Quaternary ureidomethyl phosphonium salts
AssigneeThe United States of America as represented by the Secretary of Agriculture
InventorArlen W. Frank
Life of this patent
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Abstract
Novel quaternary ureidomethyl phosphonium salts having the general formula ##STR1## are prepared by condensing a urea having the formula RNHC(O)NR'R" with a quaternary hydroxymethyl phosphonium salt having the formula (HOCH.sub.2).sub.4 P.sup.+ X.sup.- in a molar ratio of at least 2:1. The products, which are characterized by the absence of residual hydroxymethyl groups, are useful as finishing agents for imparting flame retardant properties to cotton fabrics.
Claims25
A quaternary ureidomethyl phosphonium salt having the formula ##STR10## where R, R' and R" are radicals selected from the group consisting of hydrogen, alkyl, and substituted alkyl, n is an integer from 2 to 3, and X is an acid radical.
A process for preparing a quaternary ureidomethyl phosphonium salt which comprises condensing a urea having the formula RNHC(O)NR'R", where R, R' and R" are radicals selected from the group consisting of hydrogen, alkyl, and substituted alkyl, with a quaternary hydroxymethyl phosphonium salt having the formula (HOCH.sub.2).sub.4 P.sup.+ X.sup.-, where X is an acid radical, in a molar ratio of from 2:1 to 3:1, and revovering the product from the resulting reaction mixture.
A process for preparing a quaternary ureidomethyl phosphonium salt which comprises condensing a urea having the formula RNHC(O)NH.sub.2, wherein R is a radical selected from the group consisting of hydrogen, alkyl, and substituted alkyl, with a quaternary ureidomethyl phosphonium salt having the formula ##STR11## wherein R is similarly defined and X is acid radical, in a molar ratio of at least 2:1, and recovering the product from the resulting reaction mixture.
A quaternary ureidomethyl phosphonium salt having the formula ##STR12## wherein R and R' are radicals selected from the group consisting of alkyl and substituted alkyl, and X is an acid radical.
A process for preparing a quaternary ureidomethyl phosphonium salt which comprises condensing a urea having the formula RNHC(O)NHR', where R and R' are radicals selected from the group consisting of alkyl and substituted alkyl, with a quaternary hydroxymethyl phosphonium salt having the formula (HOCH.sub.2).sub.4 P.sup.- X.sup.-, where X is an acid radical, in a molar ratio of approximately 2:1, and recovering the product from the resulting reaction mixture.
A quaternary ureidomethyl phosphonium salt having the formula ##STR13## wherein R is a radical selected from the group consisting of hydrogen, alkyl, and substituted alkyl, and X is an acid radical.
A process for preparing a quaternary ureidomethyl phosphonium salt which comprises condensing a urea having the formula RNHC(O)NH.sub.2, where R is a radical selected from the group consisting of hydrogen, alkyl, and substituted alkyl, with a quaternary hydroxymethyl phosphonium salt having the formula (HOCH.sub.2).sub.4 P.sup.- X.sup.-, where X is an acid radical, in a molar ratio approximately 2:1, and recovering the product from the resulting reaction mixture.
A process for preparing a quaternary ureidomethyl phosphonium salt which comprises condensing a quaternary ureidomethyl phosphonium salt having the formula ##STR14## wherein R is a radical selected from the group consisting of hydrogen, alkyl, and substituted alkyl and X is an acid radical, with a quaternary hydroxymethyl phosphonium salt having the formula (HOCH.sub.2).sub.4 P.sup.+ X.sup.-, wherein X is similarly defined, in a molar ratio of approximately 1:1, and recovering the product from the resulting reaction mixture.
A quaternary ureidomethyl phosphonium salt having the formula ##STR15## wherein R and R' are radicals selected from the group consisting of alkyl and substituted alkyl, and X is an acid radical.
A process for preparing a quaternary ureidomethyl phosphonium salt which comprises condensing a urea having the formula RNHC(O)NHR', wherein R and R' are radicals selected from the group consisting of alkyl and substituted alkyl, with a quaternary hydroxymethyl phosphonium salt having the formula (HOCH.sub.2).sub.4 P.sup.+ X.sup.-, wherein X is an acid radical, in a molar ratio of approximately 3:1, and recovering the product from the resulting reaction mixture.
A process for preparing a quaternary ureidomethyl phosphonium salt which comprises condensing a urea having the formula RNHC(O)NHR', wherein R and R' are radicals selected from the group consisting of alkyl and substituted alkyl, with a quaternary ureidomethyl phosphonium salt having the formula ##STR16## wherein R and R' are similarly defined and X is an acid radical, in a molar ratio of at least 1:1, and recovering the product from the resulting reaction mixture.
A quaternary ureidomethyl phosphonium salt having the formula ##STR17## wherein R is a radical selected from the group consisting of hydrogen, alkyl, and substituted alkyl, and X is an acid radical.
A process for preparing a quaternary ureidomethyl phosphonium salt which comprises condensing a urea having the formula RNHC(O)NH.sub.2, wherein R is a radical selected from the group consisting of hydrogen, alkyl, and substituted alkyl, with a quaternary hydroxymethyl phosphonium salt having the formula (HOCH.sub.2).sub.4 P.sup.- X.sup.-, wherein X is an acid radical, in a molar ratio of approximately 3:1, and recovering the product from the resulting reaction mixture.
Dependencies are inferred from the claim text.