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    • 1. 发明授权
    • Uretidione dimer of isophorone diisocyanate and method of preparation
    • 异佛尔酮二异氰酸酯的尿嘧啶二聚体及其制备方法
    • US4476054A
    • 1984-10-09
    • US292499
    • 1981-08-13
    • Josef DisteldorfWerner HubelElmar Wolf
    • Josef DisteldorfWerner HubelElmar Wolf
    • B01J31/02C07B61/00C07D229/00C08G18/79C09D5/46C09D175/00C09D175/04
    • C07D229/00C08G18/798C08G2150/20
    • A process for producing a substantially isocyanurate-free uretidione dimer of isophorone diisocyanate, which is more than 98% decomposable by heat to isophorone diisocyanate, which comprises dimerizing isophorone diisocyanate, optionally in an inert organic solvent, in the presence of a catalyst of the formula X.sub.m P(NR.sub.2).sub.3-m wherein m=0, 1, 2; X=Cl OR of R wherein R is selected from the group consisting of the same or different aklyl radical, aralkyl radical, cycloalkyl radical, substituted cycloalkyl radical and radicals wherein two or more of the aforementioned radicals form a hererocyclic ring together with the nitrogen atom; at temperatures of 0.degree.-80.degree. C., isolating the resulting 1,3-diazacyclobutane-2,4-dione, after 5-70% conversion, without previous inactivation of the catalyst, from the reaction mixture as the residue of a thin film distillation and isolating the catalyst and monomer as the distillate.
    • 制备异佛尔酮二异氰酸酯的基本上不含异氰脲酸酯的脲基二酮二聚体的方法,其通过加热至异佛尔酮二异氰酸酯可分解98%以上,该方法包括二异丙氧基异氰酸酯,任选在惰性有机溶剂中,在式 XmP(NR2)3-m,其中m = 0,1,2; X = R的Cl OR,其中R选自相同或不同的甲酰基,芳烷基,环烷基,取代的环烷基和基团,其中两个或更多个上述基团与氮原子一起形成本环 ; 在0°-80℃的温度下,分离得到的1,3-二氮杂环丁烷-2,4-二酮,在转化5-70%之后,未反应催化剂失活,作为薄的残留物 薄膜蒸馏和分离催化剂和单体作为馏出物。
    • 2. 发明授权
    • Isocyanate-uretdiones and a method for their production
    • 异氰酸酯 - 脲酶及其生产方法
    • US4668780A
    • 1987-05-26
    • US822965
    • 1986-01-28
    • Josef DisteldorfWerner HubelElmar Wolf
    • Josef DisteldorfWerner HubelElmar Wolf
    • C07D229/00C08G18/00C08G18/79C08G18/80C09D5/03C09D175/00C07D403/06C07D403/14
    • C08G18/798C07D229/00C08G18/807C08G2150/20
    • Isocyanate-uretdiones having the formula: ##STR1## wherein the R groups are identical or different and are hydrocarbon groups having the formulas: ##STR2## and n is an integral or fractional number from 1 to 5. Production of the isocyanate-uretdiones, which can be dissociated by heat up to an extent of greater than 70%, is accomplished through dimerization of aliphatic diisocyanates having the formula: ##STR3## with a phosphine catalyst having the formula:X.sub.m P(NR.sub.2).sub.3-mwherein:m is 0, 1 or 2;x is a --Cl, --OR or --R group, wherein R is identical or different alkyl-, arylalkyl-, cycloalkyl, or alkyl-substituted cycloalkyl groups. The reaction temperatures are 0.degree.-80.degree. C.The reaction product is subjected to thin-layer distillation after a conversion of 5-70%, by weight, without deactivation of the catalyst. The compounds of the present invention are useful as intermediates in the production of starting materials for the production of polyurethanes.
    • 具有下式的异氰酸酯 - uretiones:其中R基团相同或不同,并且是具有下式的烃基:< IMAGE>和n是1至5的整数或分数。产生异氰酸酯 - uretionion,其中 可以通过加热分解达到大于70%的程度,这是通过用具有下式的膦催化剂二聚制得的具有下式的脂族二异氰酸酯:具有下式的化合物:XmP(NR2)3-m其中 m为0,1或2; x是-Cl,-OR或-R基团,其中R是相同或不同的烷基 - ,芳烷基 - ,环烷基或烷基取代的环烷基。 反应温度为0°-80℃。反应产物在5-70%(重量)的转化率下进行薄层蒸馏,而不使催化剂失活。 本发明的化合物可用作生产聚氨酯的起始原料的中间体。
    • 4. 发明授权
    • Process for the trimerization of diisocyanates
    • 二异氰酸酯三聚的方法
    • US4454317A
    • 1984-06-12
    • US400992
    • 1982-07-23
    • Josef DisteldorfWerner HubelElmar Wolf
    • Josef DisteldorfWerner HubelElmar Wolf
    • C07B61/00C07D251/34C08G18/79
    • C08G18/791C07D251/34
    • In a process for the trimerization of diisocyanates in the presence of a catalyst comprising quaternary ammonium salts of organic acids having the formula: ##STR1## wherein X represents the same or different radicals selected from the group consisting of C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.8 cycloalkyl, and C.sub.2 -C.sub.20 aralkyl; two X radicals taken together with at least one other heteroatom forming a hetero-ring and three X radicals taken together with the quaternary nitrogen atoms forming a hetero-ring through a common hetero-atom such that said heterocyclic ring structure is selected from the group consisting of triethylene diamine, methyl triethylene diamine, quinuclidine, N-methylmorpholine, N-ethylmorpholine, and N,N'-dimethylpiperazine; R is alkyl, cycloalkyl or aralkyl, R" is R or hydrogen; R+R" together form a C.sub.1 -C.sub.12 alkyl radical; R' is hydrogen, hydroxyl or a C.sub.1 -C.sub.12 alkyl radical, optionally containing a CH.sub.(3-b) Z.sub.b group, wherein b=1 to 3 and Z is OH, the improvement comprising: reacting said diisocyanate with said catalyst in an amount of 0.02 to 0.1% by weight calculated on the weight of the compound to be trimerized at a temperature ranging from 40.degree. to 120.degree. C.
    • 在含有下式的有机酸季铵盐的催化剂存在下使二异氰酸酯三聚的方法:其中X代表相同或不同的选自C 1 -C 20烷基,C 3 -C 8的基团 环烷基和C 2 -C 20芳烷基; 两个X基团与至少一个其它杂原子一起形成杂环,三个X基团与季氮原子一起通过共同杂原子形成杂环,使得所述杂环结构选自 的三亚乙基二胺,甲基三亚乙基二胺,奎宁环,N-甲基吗啉,N-乙基吗啉和N,N'-二甲基哌嗪; R是烷基,环烷基或芳烷基,R“是R或氢; R + R“一起形成C 1 -C 12烷基; R'是氢,羟基或任选含有CH(3-b)Zb基团的C 1 -C 12烷基,其中b = 1至3,Z是OH,其改进包括:使所述二异氰酸酯与所述催化剂反应, 按40至120℃的温度下待三元化合物的重量计算为0.02至0.1重量%