Catalytic properties of Fe(acac)3 and Cu(acac)2 in the formation of urethane from a diisocyanate derivative and EtOH

被引:37
作者
Ligabue, RA [1 ]
Monteiro, AL [1 ]
de Souza, RF [1 ]
de Souza, MO [1 ]
机构
[1] Univ Fed Rio Grande Sul, Inst Quim, Grp Catalise, BR-91501970 Porto Alegre, RS, Brazil
关键词
urethanes; hexamethylene diisocyanate; catalytic synthesis; metal beta-diketone complexes;
D O I
10.1016/S1381-1169(97)00203-3
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The catalytic performance of metal-beta-diketone complexes Fe(acac)(3) and Cu(acac)(2) is described for urethane formation reactions from hexamethylene diisocyanate (HDI) and ethanol. This is a model reaction for the synthesis of polyurethane resin that takes place during the application of reactive paint. The best results are obtained for the reaction between HDI and EtOH catalysed by the Fe(acac)(3) complex. The diurethane adduct selectivity is 90% with a turnover rate of 74 h(-1). Similar experiments conducted with a commercial catalyst, dibutyltin dilaurate (DBTDL), show that for the same reaction conditions no diurethane adduct is formed and that the turnover rate is lower (29 h(-1)). (C) 1998 Elsevier Science B.V.
引用
收藏
页码:101 / 105
页数:5
相关论文
共 7 条
[1]  
Corain B., 1978, J ORGANOMET CHEM, V19, P57
[2]   REACTIONS OF BIS(2,4-PENTANEDIONATO)NICKEL(II) WITH ISOCYANATES AND OTHER ELECTROPHILES - ELECTROPHILIC ADDITION TO 2,4-PENTANEDIONE CATALYZED BY NI(ACAC)2 [J].
ECKBERG, RP ;
NELSON, JH ;
KENNEY, JW ;
HOWELLS, PN ;
HENRY, RA .
INORGANIC CHEMISTRY, 1977, 16 (12) :3128-3132
[3]   Mechanism of tin(IV)-catalysed urethane formation [J].
Houghton, RP ;
Mulvaney, AW .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 518 (1-2) :21-27
[4]  
LIPATOVA TE, 1981, ADV URETHANE SCI TEC, V8, P217
[5]   PREPARATION AND INVESTIGATION OF BIS(ACETYLACETONATO) COPPER(II) [J].
PEACOCK, RD .
JOURNAL OF CHEMICAL EDUCATION, 1971, 48 (02) :133-&
[6]  
SENEKER SD, 1991, J COATING TECHNOL, V63, P793
[7]   DIFFERENTIAL THERMAL-ANALYSIS OF SOME TERVALENT METAL-CHELATES OF 1,5-DIALKYLPENTANE-2,4-DIONATES [J].
YOSHIDA, I ;
KOBAYASH.H ;
UENO, K .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1974, 47 (09) :2203-2207