Novel palladium(II)-catalyzed direct synthesis of polymers with oxamide and urea linkages

Journal Article · Mon Mar 29 00:00:00 EST 1993 · Macromolecules; (United States)

DOI:https://doi.org/10.1021/ma00059a047· OSTI ID:6482468

Dahlen, G M; Sen, A ^[1]

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1. Pennsylvania State Univ., University Park (United States)

Polyoxamides and polyureas are interesting classes of polymers because the high concentration of hydrogen bonds present results in high melting points and superior mechanical properties. Herein, the authors report novel palladium(2)-catalyzed carbonylation of [alpha],[omega]-diamines leading to the synthesis of (a) polyureas and (b) polymers with both oxamide and urea linkages, the relative proportions of which can be varied rationally. The reactions were carried out under an oxidative condition using iodine as promoter. Remarkably, the ratio of oxamide to urea linkages in the resultant polymers was a sensitive function of the added iodine, with the ratio decreasing from 1.5 to 0 with increasing iodine concentration. Unreacted amines constituted the end groups, and, thus, further reactions of the polymers through reactions of the termini should be possible.

• DOE Contract Number: FG02-84ER13295
• OSTI ID: 6482468
• Journal Information: Macromolecules; (United States), Vol. 26:7; ISSN 0024-9297
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
36 MATERIALS SCIENCE
AMINES
CARBONYLATION
PALLADIUM
CATALYTIC EFFECTS
POLYMERS
SYNTHESIS
AMIDES
CATALYSIS
MECHANICAL PROPERTIES
UREASE
AMIDINASES
CHEMICAL REACTIONS
ELEMENTS
ENZYMES
HYDROLASES
METALS
NON-PEPTIDE C-N HYDROLASES
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PLATINUM METALS
PROTEINS
TRANSITION ELEMENTS
400201* - Chemical & Physicochemical Properties
360601 - Other Materials- Preparation & Manufacture