Acylamidomethylated polysulfone and process for production there

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525534, 525906, C08G 7520

Patent

active

054514380

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

The present invention relates to an aromatic polysulfone polymer having an aromatic nucleus to which an acylamidomethyl group with a halogen atom, hydroxyl group, amino compound residual group, acyloxyl group, alkoxyl group, steroid residual group, or sulfide group is introduced as a side chain, a molded article thereof, and a process for production thereof, more specifically, it relates to an acylamidomethylated aromatic polysulfone polymer capable of being suitably used for the absorption, separation, immobilization, etc. of ionic substances, bioactive substances, etc., a shaped article thereof, and a process for production thereof.


BACKGROUND ART

Heretofore, specific bioactive substances, etc. immobilized to an insoluble carrier have been widely used as adsorbents for affinity chromatography, therapeutic blood treatment agents, cell culturing equipment, antibiotic materials, analytical reagents, etc. This is an important field in which further broader applications may be expected in the future.
Polymers having reactive functional groups are usable for immobilization of bioactive substances, which are useful as materials for affinity chromatography adsorbents, therapeutic blood treatment agents, antibiotic materials, etc. As a polymer having reactive functional groups, derivatives of polystyrene are well known, but these are brittle polymers and therefore, there are limits to their molding. For example, they have the defect that they cannot be molded into hollow fibers or catheters.
Aromatic polysulfones are good in moldability, and therefore, are widely used as engineering plastics. Some are also used in the form of hollow fibers for applications for separating substances. If reactive functional groups are introduced to this polysulfone, the product can be used for immobilization of bioactive substances, the selective separation of substances, etc. and broader applications can be expected.
Reactions for introducing reactive functional groups to a polysulfone, however, are not much known. There are only a few examples, such as a sulfonating reaction (A. Noshay, L. M. Robeson, Journal of Applied Polymer Science, 20, 1885 (1976)) and a halomethylating reaction (Japanese Unexamined Patent Publication (Kokai) No. 51-8179, Japanese Unexamined Patent Publication (Kokai) No. 57-174104, Japanese Unexamined Patent Publication (Kokai) No. 62-42704, Japanese Unexamined Patent Publication (Kokai) No. 63-16204, A. Warshawsky et. al., Journal of Polymer Science, Part A, Polymer Chemistry, 28, 2885 (1990)), etc. There are only limited applications for the former (sulfonation), while the latter (halomethylation), which is expected to provide broad applications, has the defect of requiring the use of a dangerous, highly carcinogenic reagent (i.e., alkylhalomethyl ether). Further, the reactivity of the functional groups is too high and the chemical stability is poor. In addition, it is difficult to control the amount of the functional groups introduced.


DISCLOSURE OF THE INVENTION

One object of the present invention is to provide a soluble novel acylamidomethylated aromatic polysulfone polymer, and a molded article using the same, useful as a material for absorption, separation, immobilization, etc. of ionic substances or bioactive substances.
Another object of the present invention is to provide a process for the production of the above-mentioned haloacetamidomethylated aromatic polysulfone polymer, and a molded article thereof, by the use of a specific haloacetamidomethylating agent, and a process for the production of a novel acylamidomethylated aromatic polysulfone polymer, or a molded article thereof, using this haloacetamidomethylated aromatic polysulfone polymer as a manufacturing intermediate.
In accordance with the present invention, there are provided an aromatic polysulfone polymer, and a molded article thereof, having an aromatic nucleus to which is introduced a group having the following general formula (I): group, acyloxyl group, alkoxyl group, phenoxyl group, or sulfide group, R.sup.1

REFERENCES:
patent: 4340714 (1982-07-01), Schupp et al.
patent: 4952608 (1990-08-01), Klipper et al.
"Chemical Modifications of Polystyrene Surfaces by Amidomethylation Reaction with N-methylol-2-chloroacetamide," Kazuo Teramoto, Reactive Polymers, vol. 15, pp. 89-101 (1991).
"Sulfonated Polysulfone", A. Noshay, L. M. Robeson-Journal of Applied Polymer Science, vol. 20, pp. 1885-1903 (1976).
"Halomethylated Polysulfone: Reactive Intermediates to Neutral and Ionic Film-Forming Polymers", A. Warshawsky et al-Journal of Polymer Science: Part A: Polymer Chemistry, vol. 28, pp. 2885-2905 (1990).
Warshawsky et al. J. Polym. Sci: Part A: Polym. Chem., 28, 2885-2905 (1990).
"Streaming Potential of Microporous Membranes Made from Homogeneously Functionalized Polysulfone," Ekkehard Hinke and Eberhard Staude, Journal of Applied Polymer Science, vol. 42, pp. 2951-2958 (1991).

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