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Citric acid esters based on mixtures of alcohols – New kind of polymer additives and plasticizers for a variety of polymers

IP.com Disclosure Number: IPCOM000029795D
Publication Date: 2004-Jul-13

Publishing Venue

The IP.com Prior Art Database

Related People

Georg Schupfner: ATTORNEY [+6]

Abstract

The objectives of this invention are polymer additives and polymeric compositions containing citric acid esters based on mixtures of alcohols.

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Citric acid esters based on mixtures of alcohols – New kind of polymer additives and plasticizers for a variety of polymers

Frank Alber, Dirk Kloppenburg, Hans Kloppenburg, Dirk Schär*, Rainer Utz

SASOL GERMANY GmbH, Plant Brunsbüttel, Fritz-Straiger-Str. 15, D-25541 Brunsbüttel, Germany

The objectives of this invention are polymer additives and polymeric compositions containing citric acid esters based on mixtures of alcohols.

The structures of commercially available alcohols differ due to starting materials and production processes. Linear saturated fatty alcohols of chain length C8 up to C22 could be prepared based on natural fats and oils via hydrolysis as well as methanolysis followed by a hydrogenation of the resulting acids and methyl esters, respectively. On the other hand even longer chain fatty alcohols C22 up to C40 could be manufactured based on natural waxes like bees wax or montan wax. A petrochemical route provideslinear saturated fatty alcohols of chain length C6 up to C20 (is give) via the Ziegler process based on aluminium, hydrogen and ethylene. Finally even longer chain C20 up to C60 alcohols could be manufactured via ethylene oligomerisation and transformation of the resulting a-olefines into alcohols (so called Unilin alcohols).

So called „normal“ oxo-alcohols (NO) are manufactured via an oxo process based on linear olefines. Such olefins are produced by dehydrogenation of paraffins which are isolated from paraffin rich crude oil. Approx. 50% of the resulting fatty alcohol are primary linear saturated alcohols. The branched fractions contains mainly (in) 2‑position branched alcohols. It is known that this alcohol stream could be separated into a linear and a branched fraction.

Semi-linear fatty alcohols like NEODOL® alcohols are produced via selective hydroformylation of a-olefins. The resulting products contain approx. 80 weight% linear and saturated primary alcohols (modified oxo-alcohol, MO) and approx. 20 weight% of 2-alkyl branched alcohols.

In addition multiple branched alcohols are known. This alcohols are manufactured by hydroformylation of oligomers of propene and/or butene. The typical chain length of these alcohols is C6 up to C15 i.e. isononanol, isodecanol and isotridecanol.

A new class of fatty alcohols is available via  hydroformylation of Fischer-Tropsch (FT) based olefins. In contrast such fatty alcohols show some unique structures. On one hand the content of primary linear saturated alcohols is as in the case of normal oxo-alcohols approx. 50 weight% but on the other hand the branching is not in the 2-position.

Further to this defined 2-alkyl branched alcohols are known. Such alcohols could be manufactured via the Guerbet reaction - dimerisation of linear or branched primary alcohols - or a two step process via an aldol condensation of aldehydes and a hydrogenation step of the resulting 2-alkyl branched unsaturated aldehyde. The product of choice is 2-ethyl hexanol but also 2-propyl heptan...