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Highly branched primary alcohol compositions, and biodegradable detergents made therefrom

A technology of branched primary alcohols and compositions, applied in the field of highly branched primary alcohols compositions and biodegradable detergents prepared therefrom, capable of solving poor biodegradability, reducing hydrophobicity, increasing cold water detergency, etc. question

Inactive Publication Date: 2002-09-11
SHELL INT RES MAATSCHAPPIJ BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The solution to this problem is not simply to increase the branching of higher olefinic alcohols to reduce hydrophobicity and thus hopefully increase cold water detergency, as branched compounds have been recognized to be poorly biodegradable as mentioned earlier

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0142] This example illustrates the skeletal isomerization of C 16 Production of olefins followed by conversion to the skeletal isomerization C of the present invention 17 primary alcohol composition.

[0143] First, 1 liter of NEODENE 16 olefin (available from Shell Chemical Company as C 16linear α-olefin) and purified by alumina. The olefin was then passed through a tube furnace at about 250°C with the feed flow set at about 1.0 ml / min and using nitrogen flowing at about 91 ml / min. The tube furnace was charged from the top with glass wool, then 10 ml silicon carbide, then catalyst, then 5 ml silicon carbide, then glass wool at the bottom. The volume of the tube furnace was 66ml. The tube furnace reactor has three temperature zones, and multi-point thermocouples are inserted into the tube reactor at positions to monitor the temperature at three different locations at the top, bottom and in the catalyst bed. The reactor was inverted and installed in a furnace. During the...

Embodiment 2

[0153] This example illustrates the skeletal isomerization of C 13-14 Production of olefins followed by conversion to the skeletal isomerization C of the present invention 14-15 primary alcohol composition.

[0154] Using the same method and apparatus type as in Example 1, a C13-14 linear internal olefin backbone having a composition of 53.38% linear C13 olefins, 45.24% linear C14 olefins, 0.96% branched C13 olefins, and 0.29% branched C14 olefins isomerisation. The olefin was passed through the tube furnace over 26 hours, but after 8 hours the temperature of the tube furnace increased to 275°C in all three zones. At 13 hours, 18 hours, 20 hours, and 26 hours, samples of the skeletal isomerized olefin were collected and mixed for a total of 774 g.

[0155] Gaseous and liquid product samples collected after 4.5 hours (250°C) and 15.5 hours (275°C) in production were analyzed to determine its composition. At 250°C, 70.1% of the C13 olefin feed was converted, and 75.6% of the...

Embodiment 3

[0161] NEODENE14 alkene purchased from Shell Chemical Company (being C 14 α-olefins) skeletal isomerization, followed by conversion to skeletally isomerized C 15 primary alcohol composition. The tube furnace was maintained at 250°C. Collect the skeletal isomerization distillate fractions boiling at 133°C in the bottom of the tower and boiling at 64°C at the head of the tower, and use the device of Example 1 to form hydroformylation at 8963-9653 kPa for 5 hours, H 2 The molar ratio of / CO is 1.7:1.

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Abstract

There is provided a new composition of branched primary alcohols and their sulfates, alkoxylates, alkoxysulfates and carboxylates which exhibit good cold water detergency and biodegradability. The branched primary alcohol composition has an average number of branches per molecular chain of 0.7 to 3.0, has at least 8 carbon atoms, and contains methyl and ethyl branching. The primary alcohol composition may also contain less than 0.5 atomic percent of quaternary carbon atoms, and substantial ethyl branching, terminal isopropyl branching, and branching at the C#-[3] position relative to the hydroxyl carbons. It is produced by skeletal isomerization of olefinic feedstock having at least 7 carbon atoms or dimerization of C#-[6]-C#-[10]olefins followed by conversion to alcohols, e.g. by hydroformylation and finally sulphation , alkoxylation or both, to obtain surfactants for detergents. Suitable skeletal isomerization catalysts include zeolites having at least one channel with a crystallographic free diameter in the range of 42 to 70 nm along the x and / or y plane in the [001] diagram. Suitable dimerization catalysts include mixtures of nickel carboxylates and alkylaluminum halides, or mixtures of nickel chelates and alkylaluminum alkoxides.

Description

1. Field of invention [0001] The present invention relates to a new primary alcohol composition and its alkoxylates, sulfates and alkoxysulfates, their production and use. 2. Background of the invention [0002] Long chain olefinic alcohols, especially those having about 10 to 28 carbon atoms, are of considerable commercial importance in a variety of applications including detergents, soaps, surfactants, and freezing point depressants in lubricating oils. These alcohols are produced by any industrial process such as carbonylation (OXO) or hydroformylation of long chain olefins. Typical long chain alcohols are the commercially available NEODOL alcohols produced by Shell Chemical Company, the EXXAL alcohols available from Exxon Chemical, and the LIAL alcohols available from Enichem (NEODOL, EXXAL and LIAL are trademarks). [0003] In the production of NEODOL alcohols, carbon monoxide reacts with hydrogen on olefins in the presence of a carbonylation catalyst to form alcohols ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C31/125C07C43/13C07C305/06C07C53/126C11D1/72C11D1/14C11D1/29C07C2/24C07C5/27C07C29/16C07C41/03C07C43/11B01J29/65C07C45/50C07C305/10C11D1/04C11D1/66
CPCC07C31/125C07C43/11C07C305/06C07C305/10C11D1/04C11D1/146C11D1/29C11D1/72C07C43/13
Inventor L·克拉夫茨B·D·默里D·M·辛格尔顿
Owner SHELL INT RES MAATSCHAPPIJ BV