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Polyvinyl quaternaries
| Details |
Inventors: Redmore, Derek; Welge, Frederick T.;
Assignee: Petrolite Corporation (St. Louis, MO)
Primary Examiner: Thomas, Jr.; James O.
Assistant Examiner: Reamer; James H.
Attorney, Agent or Firm: Ring; Sidney B., Glass; Hyman F.
This invention relates to vinyl quaternaries and polymers thereof; and to the preparation thereof from ethylene dihalides and tertiary amines. |
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DETAILED DESCRIPTION We claim: 1. The process for preparing polyvinyl quaternary amines which comprises reacting an aqueous solution of a tertiary amine with ethylene dihalide in the mol ratio of about 2 to 1 at a temperature of at least about 100. degree. C. for a time sufficient to produce a vinyl quaternary amine, the tertiary amine being of a structure such that under the conditions of the reaction it is capable of both adding to one end of the ethylene dihalide and causing dehydrohalogenation to yield a vinyl quaternary amine, and continuing the reaction so that the vinyl quaternary amine is further polymerized to form the polyvinyl quaternary, the amine being a dimethyl aliphatic hydrocarbon amine where the aliphatic hydrocarbon group has 6 to 30 carbon atoms. 2. The process of claim 1 where the tertiary amine is where R is alkyl of 8-20 carbon atoms and the temperature is 100. degree. to 3. The process of claim 2 where the tertiary amine is ##STR7## where R is an alkyl group having about 12 to 18 carbon atoms, the reaction temperature is 120. degree. to 180. degree. C. , and the solvent component of the aqueous solution is water or water in combination with a water miscible alcohol. 4. The process of claim 1 where the ethylene dihalide is ethylene dichloride. 5. The process of claim 2 where the ethylene dihalide is ethylene dichloride. 6. The process of claim 3 where the ethylene dihalide is ethylene dichloride.
Description:
When ethylene dihalides react with tertiary amines, one expects the following reaction to occur which yields diquaternaries R. sub. 3 N + XCH. sub. 2 CH. sub. 2 X . fwdarw. R. sub. 3 N. sup. . sym. CH. sub. 2 CH. sub. 2 N. sup. . sym. R. sub. 3 . multidot. 2X. sup. . crclbar. (Eq. I) we have now discovered that the above reaction occurs more readily with certain amines than with other amines. For example, although pyridines yield diquaternaries according to Equation I in high yields, amines such as dimethylalkyl amines tend to yield vinyl quaternaries which then polymerize to yield polyvinyl quaternaries according to the following equation: ##STR1## The overall reaction is ##STR2## In addition, we have discovered that certain amines such as triethyl amine, tributylamine, dimethyl aniline, etc
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