# US 4,393,173 A · Complexes of N-methylolacrylamides with polyalkoxylates and polymerization to ungelled poly(N-methylolacrylamides) > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 4,393,173 A - Document ID: US4393173A - Status: Granted - Kind: A - Application number: 06/303,732 - Filed: 1981-09-21 - Granted: 1983-07-12 - Earliest claimed: 1981-09-21 - Assignees: Air Products and Chemicals, Inc. - Inventors: Wiley E. Daniels; Dennis J. Nagy - Web page: https://patentgrep.com/patent/US4393173A ## CPC - C08F 20/58: containing oxygen in addition to the carbonamido oxygen {, e.g. N-methylolacrylamide, N-acryloylmorpholine} - C08L 33/24: Homopolymers or copolymers of amides or imides - C08L 71/02: Polyalkylene oxides - Y10S 516/01: Wetting, emulsifying, dispersing, or stabilizing agents - Y10S 516/07: Organic amine, amide, or n-base containing - Y10S 526/911: Emulsifying agents - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) - Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS ## Abstract A composition of matter comprising (1) an N-methylol monomer of the following general formula: ##STR1## wherein R is hydrogen, lower alkyl (C.sub.1 -C.sub.4), isopropenyl, or phenyl and R.sub.1 is hydrogen or methyl, and (2) a polyalkoxylate substance having at least a portion of its structure represented by (alkylene oxide).sub.x, wherein x is an integer, the composition containing about x molecules of the N-methylol monomer per molecule of polyalkoxylated substance. Such N-methylol monomer/polyalkoxylated complexes are polymerized to yield ungelled cross-linkable N-methylol polymers. The N-methylol polymers are cross-linked in a controlled manner with polyvinyl alcohol. ## Claims ### Claim 1 A composition of matter comprising a complex consisting essentially of (1) an N-methylol monomer of the following general formula: ##STR9## wherein R is hydrogen, lower alkyl (C.sub.1 -C.sub.4), isopropenyl, or phenyl radical and R.sub.1 is hydrogen or methyl radical and (2) a polyalkoxylate substance having at least a portion of its structure represented by (alkylene oxide).sub.x, wherein x is an integer greater than one, the complex containing at least about x molecules of the N-methylol monomer per molecule of polyalkoxylate. ### Claim 2 (depends on 1) The composition of matter of claim 1 wherein the N-methylol monomer has been polymerized to the N-methylol polymer. ### Claim 3 (depends on 1, 2) The composition of matter of claims 1 or 2 wherein the polyalkoxylate substance is a polyethoxylate or polypropoxylate having at least a portion of its structure represented by the formula: ##STR10## wherein R.sub.2 is hydrogen or methyl. ### Claim 4 (depends on 3) The composition of matter of claim 3 wherein the composition contains about x to 2x molecules of the N-methylol monomer per molecule of polyalkoxylate. ### Claim 5 (depends on 3) The composition of matter of claim 3 wherein the composition contains about x molecules of the N-methylol monomer per molecule of polyalkoxylate. ### Claim 6 (depends on 3) The compositon of matter of claim 3 wherein x is from about 4 to 500. ### Claim 7 (depends on 3) The composition of matter of claim 3 wherein x is from about 4 to 150. ### Claim 8 (depends on 3) The composition of matter of claim 3 wherein the N-methylol monomer is N-methylolacrylamide. ### Claim 9 (depends on 1, 2) The composition of matter of claims 1 or 2 wherein the polyalkoxylate is a polyethoxylated substance. ### Claim 10 (depends on 9) The composition of matter of claim 9 wherein the composition contains about x to 2x molecules of the N-methylol monomer per molecule of polyethoxylate. ### Claim 11 (depends on 9) The composition of matter of claim 9 wherein the composition contains about x molecules of the N-methylol monomer per molecule of polyethoxylate. ### Claim 12 (depends on 11) The composition of matter of claim 11 wherein the N-methylol monomer is N-methylolacrylamide. ### Claim 13 (depends on 12) The composition of matter of claim 12 wherein the polyethoxylated substance is a polyethoxylated alkylphenol. ### Claim 14 (depends on 12) The composition of matter of claim 12 wherein x is from about 4 to 500. ### Claim 15 (depends on 12) The composition of matter of claim 12 wherein x is from about 4 to 150. ### Claim 16 (depends on 1, 2) The composition of matter of claims 1 or 2 wherein the composition contains about 2x molecules of N-methylol monomer per molecule of polyalkoxylate substance. ### Claim 17 A composition of matter comprising a complex consisting essentially of (1) a polymer of an N-methylol monomer the following general formula: ##STR11## and (2) a polyalkoxylate having at least a portion of its structure represented by the formula: ##STR12## wherein R is hydrogen, lower alkyl (C.sub.1 -C.sub.4), isopropenyl or phenyl radical; R.sub.1 is hydrogen or methyl radical; R.sub.2 is hydrogen or methyl and x is an integer greater than one, and the polymer comprises about x N-methylol monomer units per molecule of polyalkoxylate.