Composition comprising glycerol, process for obtaining same and use thereof in the manufacture of dichloropropanol

• US 8,507,643 B2
• Filed: 03/31/2009
• Issued: 08/13/2013
• Est. Priority Date: 04/03/2008
• Status: Expired due to Fees

• Current Assignee: Solvay SA (Solvac SA)
• Original Assignee: Solvay SA (Solvac SA)
• Inventors: Gilbeau, Patrick, Jestin, Bruno
• Primary Examiner(s): Truong, Duc
• Application Number:
  US12/935,538
• Publication Number:
  US 20110028683A1
• Time in Patent Office: 1,596 Days
• Field of Search: 528/418, 528/397, 528/500, 528/501, 528/502.R, 568/844, 549/514
• US Class Current: 528/418
• CPC Class Codes: C07C 29/62 by introduction of halogen; by substitution of halogen atoms by other halogen atoms
• CPC Class Codes: C07C 29/76 by physical treatment
• CPC Class Codes: C07C 31/225 Glycerol
• CPC Class Codes: C07C 31/36 the halogen not being fluorine
• CPC Class Codes: C07D 303/08 with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
• CPC Class Codes: C08G 2101/00 Manufacture of cellular products

Abstract

A composition comprising glycerol and at least one cyclic oligomer of glycerol, a process for obtaining the composition, and its use in the manufacture of dichloropropanol and of derived products such as epichlorohydrin and epoxy resins.

Claims

1. A process for manufacturing dichloropropanol, wherein a composition comprising:

glycerol in an amount greater than or equal to 500 g of glycerol per kg of composition, and

at least one cyclic dimer of glycerol in an amount of 0.01 g to 20 g of cyclic dimer per kg of composition is reacted with a chlorinating agent to produce dichloropropanol.

2. The method according to claim 1, wherein said composition further comprises at least one glycerol dimer selected from the group consisting of glycerol dimers of linear structure, non cyclic glycerol dimers of branched structure, and mixtures thereof.

3. The process according to claim 1, further comprising subjecting the dichloropropanol to a dehydrochlorination reaction to produce epichlorohydrin.

4. The process according to claim 3, wherein the epichlorohydrin is further subjected to a reaction with at least one compound selected from the group consisting of monoalcohols, monocarboxylic acids, polyols, polyamines, amino alcohols, polyimides, polyamides, polycarboxylic acids, ammonia, amines, polyaminoamides, polyimines, amine salts, phosphoric acid, phosphoric acid salts, phosphorus oxychlorides, phosphoric acid esters, phosphonic acids, esters of phosphonic acids, salts of phosphonic acids, phosphinic acids, esters of phosphinic acids, salts of phosphinic acids, phosphine oxides, phosphines, ethoxylated alcohols, alkylene oxides, phenylene oxides, and mixtures of at least two of these compounds, or

wherein the epichlorohydrin is further subjected to a homopolymerization reaction, or

wherein the epichlorohydrin is further subjected to a reaction selected from the group consisting of oligomerisation, co-oligomerisation, condensation, dehydrochlorination, and hydrolysis, with water, or with a di- or polyhydroxylated compound which optionally is halogenated and/or optionally has ether oxide bonds and/or double bonds capable of being halogenated in a subsequent stage, or

wherein the epichlorohydrin is further subjected to a reaction with water,

in order to manufacture epoxy resins or glycidyl ethers or glycidyl esters or glycidyl amides or glycidyl imides or glycidyl amines or products that can be used as coagulants or water-resistant resins or cationization agents or flame retardants or ingredients for detergents or epichlorohydrin elastomers or halogenated polyethers-polyols or monochloropropanediol.

5. The process according to claim 1, wherein said at least one cyclic dimer of glycerol is selected from the group consisting of cis- and trans-2,5-bis-(hydroxymethyl)-1,4-dioxane, cis- and trans-2,6-bis(hydroxymethyl)-1,4-dioxane, cis- and trans-6-hydroxy-2-hydroxymethyl-1,4-dioxepane, cis- and trans-3,7-dihydroxy-1,5-dioxocane, and any mixture thereof.

6. The process according to claim 1, wherein said composition comprises glycerol in an amount greater than or equal to 950 g of glycerol per kg of composition.

7. The process according to claim 1, wherein said composition comprises glycerol in an amount greater than or equal to 999 g of glycerol per kg of composition.

8. The process according to claim 1, wherein said composition comprises glycerol in an amount greater than or equal to 999.9 g of glycerol per kg of composition.

9. The process according to claim 5, wherein said composition comprises glycerol in an amount greater than or equal to 999 g of glycerol per kg of composition.

10. The process according to claim 5, wherein said composition comprises glycerol in an amount greater than or equal to 999.9 g of glycerol per kg of composition.

11. The process according to claim 1, wherein said composition comprises said at least one cyclic dimer of glycerol in an amount of 0.05 g to 10 g of cyclic dimer per kg of composition.

12. The process according to claim 1, wherein said composition comprises said at least one cyclic dimer of glycerol in an amount of 0.05 g to 1 g of cyclic dimer per kg of composition.

13. The process according to claim 7, wherein said composition comprises said at least one cyclic dimer of glycerol in an amount of 0.05 g to 10 g of cyclic dimer per kg of composition.

14. The process according to claim 7, wherein said composition comprises said at least one cyclic dimer of glycerol in an amount of 0.05 g to 1 g of cyclic dimer per kg of composition.

15. The process according to claim 5, wherein said composition comprises glycerol in an amount greater than or equal to 950 g of glycerol per kg of composition.