申请人:Hill Simon Jonathan
公开号:US20050054876A1
公开(公告)日:2005-03-10
A process for the preparation of sulphonated phenols of general formula (I) where R
1
is hydrogen, a C
1
-C
20
alkyl group which is unsubstituted or substituted by halogen, cyano, hydroxyl, C
1
-C
20
alkoxy, C
2
-C
20
alkoxycarbonyl, acyloxy and/or phenyl which is unsubstituted or substituted by C
1
-C
4
alkyl, C
1
-C
4
alkoxy and/or halogen, R
2
is hydrogen, C
1
-C
20
alkyl or benzoyl of general formula (II) where R
3
and R
4
independently of one another are each hydrogen, halogen, C
1
-C
12
alkyl, C
1
-C
12
alkoxy, C
1
-C
4
haloalkyl, C
3
-C
8
cycloalkyl, C
4
-C
12
cycloalkylalkyl, cyano, hydroxyl, or hydroxyethyl or are each phenoxy, C
7
-C
10
phenylalkyl or phenyl which is unsubstituted or substituted by C
1
-C
4
alkyl, C
1
-C
4
alkoxy and/or halogen, and R
5
is hydrogen or the group SO
3
X where X can be hydrogen, a monovalent metal or a group —N(R
6
)
3
, where each of the three radicals R
6
can be independently of one another hydrogen, C
1
-C
6
alkyl or C
1
-C
6
hydroxy alkyl, which process comprises reacting a phenol of general formula (III) where R
1
and R
2
are as defined above, with a halosulphonic acid in a solvent which is a mixture of a C
5
-C
10
aliphatic or cycloaliphatic hydrocarbon and a dialkyl carbonate of general formula (IV) R
7
—O—CO—O—R
8
where R
7
and R
8
each represent independently a C
1
-C
4
alkyl group.
一种制备通式(I)的磺化酚的方法,其中R1是氢、C1-C20烷基,未取代或被卤素、氰基、羟基、C1-C20烷氧基、C2-C20烷氧羰基、酰氧和/或未取代或被C1-C4烷基、C1-C4烷氧基和/或卤素取代的苯基取代;R2是氢、C1-C20烷基或通式(II)的苯甲酰基,其中R3和R4独立地是氢、卤素、C1-C12烷基、C1-C12烷氧基、C1-C4卤代烷基、C3-C8环烷基、C4-C12环烷基烷基、氰基、羟基或羟乙基,或者是各自的苯氧基、C7-C10苯基烷基或未取代或被C1-C4烷基、C1-C4烷氧基和/或卤素取代的苯基;R5是氢或SO3X基团,其中X可以是氢、一价金属或群—N(R6)3,其中三个基团R6可以独立地是氢、C1-C6烷基或C1-C6羟基烷基,该方法包括将通式(III)的酚与卤代磺酸在溶剂中反应,所述溶剂是C5-C10脂肪或环脂烃和通式(IV)的二烷基碳酸酯的混合物,其中R7-O-CO-O-R8,R7和R8各自独立地代表C1-C4烷基。