CATALYTIC PROCESS FOR PREPARING (METH)ACRYLIC ESTERS OF N-HYDROXYALKYLATED LACTAMS
申请人:Bergmann Hermann
公开号:US20100010236A1
公开(公告)日:2010-01-14
A process for preparing (meth)acrylic esters (F) of N-hydroxyalkylated lactams, in which cyclic N-hydroxyalkylated lactams (L)
in which
R
1
is C
1
-C
5
-alkylene, or C
2
-C
20
-alkylene interrupted by one or more oxygen and/or sulfur atoms and/or one or more substituted or unsubstituted imino groups and/or by one or more cycloalkyl, —(CO)—, —O(CO)O—, —(NH)(CO)O—, —O(CO)(NH)—, —O(CO)— or —(CO)O— groups, where the radicals mentioned may each be substituted by aryl, alkyl, aryloxy, alkyloxy, heteroatoms and/or heterocycles,
with the proviso that R
1
must not have any atom other than a carbon atom directly adjacent to the lactam carbonyl group,
R
2
is C
1
-C
20
-alkylene, C
5
-C
12
-cycloalkylene, C
6
-C
12
-arylene, or C
2
-C
20
-alkylene interrupted by one or more oxygen and/or sulfur atoms and/or one or more substituted or unsubstituted imino groups and/or by one or more cycloalkyl, —(CO)—, —O(CO)O—, —(NH)(CO)O—, —O(CO)(NH)—, —O(CO)— or —(CO)O— groups, where the radicals mentioned may each be substituted by aryl, alkyl, aryloxy, alkyloxy, heteroatoms and/or heterocycles, or
R
2
—OH is a group of the formula —[X
i
]
k
—H,
k is from 1 to 50 and
X
i
, for each i=1 to k, may each independently be selected from the group of —CH
2
—CH
2
—O—, —CH
2
—CH
2
—N(H)—, —CH
2
—CH
2
—CH
2
—N(H)—, —CH
2
—CH(NH
2
)—, —CH
2
—CH(NHCHO)—, —CH
2
—CH(CH
3
)—O—, —CH(CH
3
)—CH
2
—O—, —CH
2
—C(CH
3
)
2
—O—, —C(CH
3
)
2
—CH
2
—O—, —CH
2
—CH
2
—CH
2
—O—, —CH
2
—CH
2
—CH
2
—CH
2
—O—, —CH
2
—CHVin—O—, —CHVin—CH
2
—O—, —CH
2
—CHPh—O— and —CHPh—CH
2
—O—, in which Ph is phenyl and Vin is vinyl,
in the presence of at least one metal salt of C
1
-C
10
-alkoxides (A), is esterified with (meth)acrylic acid (S) or transesterified with at least one (meth)acrylic ester (D), in which the metal salt of C
1
-C
10
-alkoxides (A) used as a catalyst is added in the absence of solvents and completely at the start of the reaction.
一种制备N-羟基烷基化内酰胺的(甲基)丙烯酸酯(F)的方法,其中,环状的N-羟基烷基化内酰胺(L)中,R1为C1-C5烷基,或C2-C20烷基,其中间断有一个或多个氧和/或硫原子和/或一个或多个取代或未取代的亚胺基团和/或一个或多个环烷基,—(CO)—,—O(CO)O—,—(NH)(CO)O—,—O(CO)(NH)—,—O(CO)—或—(CO)O—基团,所述基团中每个都可以被芳香基,烷基,芳氧基,烷氧基,杂原子和/或杂环取代,但R1不能在内酰胺羰基团直接相邻的位置上有任何原子;R2为C1-C20烷基,C5-C12环烷基,C6-C12芳基烷基,或C2-C20烷基,其中间断有一个或多个氧和/或硫原子和/或一个或多个取代或未取代的亚胺基团和/或一个或多个环烷基,—(CO)—,—O(CO)O—,—(NH)(CO)O—,—O(CO)(NH)—,—O(CO)—或—(CO)O—基团,所述基团中每个都可以被芳香基,烷基,芳氧基,烷氧基,杂原子和/或杂环取代,或R2—OH是一个公式为—[Xi]k—H的基团,其中k为1至50,对于每个i=1至k,Xi可以各自独立地从—CH2—CH2—O—,—CH2—CH2—N(H)—,—CH2—CH2—CH2—N(H)—,—CH2—CH(NH2)—,—CH2—CH(NHCHO)—,—CH2—CH(CH3)—O—,—CH(CH3)—CH2—O—,—CH2—C(CH3)2—O—,—C(CH3)2—CH2—O—,—CH2—CH2—CH2—O—,—CH2—CH2—CH2—CH2—O—,—CH2—CHVin—O—,—CHVin—CH2—O—,—CH2—CHPh—O—和—CHPh—CH2—O—中的一组中选择,其中Ph为苯基,Vin为乙烯基,在至少一种C1-C10烷氧基金属盐(A)的存在下,与(甲基)丙烯酸(S)酯化或与至少一种(甲基)丙烯酸酯(D)交酯化,所述用作催化剂的C1-C10烷氧基金属盐(A)在反应开始时在无溶剂的情况下完全添加。