Reference

Catalysis in competing isocyanate reactions

Catalysis in competing isocyanate reactions. Wong, S.; Frisch, K. C. (Polym. Inst., Univ. Detroit, Detroit, MI 48221, USA). Polym. Mater. Sci. Eng., 50, 480-4 (English) 1984. CODEN: PMSEDG. DOCUMENT TYPE: Journal CA Section: 35 (Chemistry of Synthetic High Polymers) High-performance liq. chromatog. was used to det. the products given by the reaction of phenyl isocyanate [103-71-9] with butanol [71-36-3], and the reaction was a model for the main and side reactions occurring in the prepn. of polyurethanes. The reaction in the presence of dibutyltin dilaurate [77-58-7] gave only Bu N-phenylcarbamate (I) [1538-74-5], but PhNHCONPhCO2Bu [21367-12-4] was detected in very early stages of the reaction. The reaction in the presence of N,N',N''-tris(3-dimethylaminopropyl)hexahydrotriazine [15875-13-5] gave I and N,N',N''-triphenylisocyanurate (II) [1785-02-0] simultaneously, but the reaction in the presence of N,N,N'-trimethylaminoethyl ethanolamine [2212-32-0] gave I and II in sequence. The reaction of Ph isocyanate with water gave mainly PhNHCONHPh [26763-63-3], with 5% PhNHCONPhCO2Bu and PhNHCONPhCONHPh [2645-39-8].

Alkyl polyamine ethers as catalysts for isocyanate reactions

Alkyl polyamine ethers as catalysts for isocyanate reactions. Harwell, Howard Lee (Air Products and Chemicals, Inc., USA). Eur. Pat. Appl. EP 102632 A2 14 Mar 1984, 12 pp. DESIGNATED STATES: R: BE, DE, FR, GB, NL. (English). (European Patent Organization). CODEN: EPXXDW. CLASS: IC: C08G018-18; C08G018-08. APPLICATION: EP 83-108688 2 Sep 1983. PRIORITY: US 82-414759 3 Sep 1982. DOCUMENT TYPE: Patent CA Section: 35 (Chemistry of Synthetic High Polymers) Alkyl polyamines R2NCH2CH2NRCH2CH2OCH2OCH2CH2(NRCH2CH2)nNR2 (R = Me, Et; n = 0, 1), useful as catalysts for the polymn. of isocyanates with active H-contg. compds., are prepd. Thus, a mixt. of 63.8 g Na and 608 g N,N',N'-trimethylaminoethylethanolamine (I) [2212-32-0] was heated to 100°. b-Chloroethyldimethylamine hydrochloride [4584-46-7] (200 g) and 100 g addnl. I were added and the mixt. was heated at 100° for 3 h. A mixt. of Multranol M3901 (polyol) 65, Multranol E 9151 (polyol-polyurea mixt.) 35, water 3.0, Genetron 11SBA (polyol-polyurea mixt.) 20.0, L 5307 (silicone) 1.5, UL 1 (Sn carboxylate) 0.05, and Iso-E-494 (MDI-TDI mixt.) 38.8 parts was combined with 0.75 parts above-prepd. catalyst. The cream time, rise time, and hard gel time of the product were 5, 80, and 80 s, resp., compared with 7, 120, and 125 s, resp., using Me2NCH2CH2CH2OCH2CH2NMe2 as catalyst.