Glycerol polycarbonate, organic compositions containing same and method for obtaining said compositions
AssigneesCondat S.A., INRA (Institut National de Recherche Agronomique), INPT (Institut National Polytechnique de Toulouse)
InventorsNguyen T. Dinh, Zéphirin Mouloungui, Philippe Marechal
Life of this patent
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Abstract
An organic composition including a) a glycerol polycarbonate of the formula: in which m is equal to at least 2, and has a value from 2 to 100; b) a glycerol of formula: in which n and p are each equal to at least 2, each having a value from 2 to 150; and c) a [(α-hydroxymethyl) oxyethylene (α-hydroxymethyl) ethylene carbonate)] copolymer of the formula: in which x is equal to at least 2 and has a value between 2 and 100, y is equal to at least 2 and has a value between 2 and 100 and q is equal to at least 2 and has a value between 2 and 100.
Claims40
Organic composition having characteristics of high thermal stability, fire resistance, tribological multifunctionality, biodegradability, non-toxicity to humans, animals and the environment, resistance to oxidation and hydrolysis, high wettability, excellent rheological and electrical properties, said composition comprising
- a) a glycerol polycarbonate of the formula:
- in which m is equal to at least 2, and has a value from 2 to 100;
- b) a glycerol of formula:
- in which n and p are each equal to at least 2, each having a value from 2 to 150;
- c) a [α-hydroxymethyl)oxyethylene (α-hydroxymethyl)ethylene carbonate)] copolymer of the formula:
- in which x is equal to at least 2 and has a value between 2 and 100, y is equal to at least 2 and has a value between 2 and 100 and q is equal to at least 2 and has a value between 2 and 100;
- d) optionally, an [(α-alkyl)oxyethylene/(α-alkyl)ethylene carbonate] copolymer of the formula:
- in which z is equal to at least 2 and has a value from 2 to 100, w is equal to at least 2, and has a value from 2 to 100, and s is equal to at least 2, and has a value from 2 to 100, while R is H or a C1 to C4 hydrocarbon chain;
- and
- e) optionally, an [(α-alkyl)oxyethylene/(α-hydroxyalkyl)oxyethylene] copolymer of the formula:
- in which a is equal to at least 2 and has a value from 2 to 100, b is equal to at least 2, and has a value from 2 to 100, and u is equal to at least 2, and has a value from 2 to 100, while R is H or a chain at C1 to C4 hydrocarbon chain and R′ is a C1 to C4 hydroxylated hydrocarbon chain.
A homopolymer glycerol polycarbonate, of the formula:
- in which m is equal to at least 2, and has a value from 2 to 100.
An [(α-hydroxymethyl)oxyethylene/(α-hydroxymethyl)ethylene carbonate] copolymer of the formula:
- x is equal to at least 2, and has a value from 2 to 100, y is equal to at least 2, and has a value from 2 to 100, and q is equal to at least 2, and has a value from 2 to 100.
An [(α-alkyl)oxyethylene/(α-alkyl)ethylene carbonate] copolymer of the formula:
- in which z is equal to at least 2, and has a value from 2 to 100, w is equal to at least 2, and has a value from 2 to 100, and s is equal to at least 2, and has a value from 2 to 100, while R is H or a C1 to C4 hydrocarbon chain.
An [(α-alkyl)oxyethylene/(α-hydroxyalkyl)oxyethylene] copolymer of the formula:
- in which a is equal to at least 2, and has a value from 2 to 100, b is equal to at least 2, and has a value from 2 to 100, and u is equal to at least 2, and has a value from 2 to 100, while R is H or a C1 to C4 hydrocarbon chain and R′ is a C1 to C4 hydroxylated hydrocarbon chain.
Method for catalytic production of an organic composition, including a glycerol carbonate, in a mixture at least one compound selected from the group consisting of polyglycerols, [(α-hydroxymethyl)oxyethylene/(α-hydroxymethyl ethylene carbonate) copolymers;
- [(α-alkyl)oxyethylene/(α-alkyl)ethylene carbonate] copolymers, [(α-alkyl) oxyethylene/(α-hydroxyalkyl)oxyethylene] copolymers, glycerol carbonate and/or other organic carbonates, glycerol and/or other co-produced and residual compounds, said method comprising catalytic polymerisation in a heterogeneous reaction medium comprising an organic liquid phase made up of at least one compound providing hydroxyl functions and at least one compound providing carbonate functions, a solid phase that may be solubilised, formed by a catalyst containing active sites in the Lewis and/or Bronsted sense and an ambient gaseous phase, with the reaction medium being heated, the catalytic polymerisation further comprising:
- in a first step, bringing the heterogeneous reaction medium to a temperature no higher than 160° C., subjecting the reaction medium and the ambient gaseous phase to a pressure equal to at least 105 Pa, while controlling the flow of gaseous or liquid reaction co-products, throughout said step,
- in a second step, when the emission of CO2 begins, bringing the heterogeneous reaction medium to a temperature equal to at least the final temperature of the first step, subjecting the gaseous phase containing CO2 generated in situ to a pressure equal to at least 2.5×103 Pa while controlling nascent gaseous emission.
Dependencies are inferred from the claim text.