Continuous process for preparing chlorohydrins

• US 8,591,766 B2
• Filed: 09/21/2012
• Issued: 11/26/2013
• Est. Priority Date: 05/20/2005
• Status: Expired due to Fees

• Current Assignee: Solvay SA (Solvac SA)
• Original Assignee: Solvay SA (Solvac SA)
• Inventors: Gilbeau, Patrick
• Primary Examiner(s): OH, TAYLOR V
• Application Number:
  US13/623,979
• Publication Number:
  US 20130032755A1
• Time in Patent Office: 431 Days
• Field of Search: 549/521, 568/841, 568/844, 252/182.12
• US Class Current: 252/182.12
• 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 29/82 by azeotropic distillation
• CPC Class Codes: C07C 31/36 the halogen not being fluorine
• CPC Class Codes: C07D 301/26 Y being hydrogen
• CPC Class Codes: C07D 303/08 with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals

Abstract

Continuous process for producing a chlorohydrin, wherein a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof is reacted with a chlorinating agent and an organic acid in a liquid reaction medium whose steady-state composition comprises the polyhydroxylated aliphatic hydrocarbon and esters of the polyhydroxylated aliphatic hydrocarbon whose sum content, expressed as moles of polyhydroxylated aliphatic hydrocarbon, is greater than 1.1 mol % and less than or equal to 30 mol %, the percentage being based on the organic part of the liquid reaction medium.

Claims

1. A liquid composition having an organic part and comprising a chlorohydrin, chlorohydrin esters, a polyhydroxylated aliphatic hydrocarbon, esters of the polyhydroxylated aliphatic hydrocarbon, chlorinated oligomers of the polyhydroxylated aliphatic hydrocarbon and esters of chlorinated oligomers of the polyhydroxylated aliphatic hydrocarbon and wherein:

(a) the sum content of the polyhydroxylated aliphatic hydrocarbon and of the esters of the polyhydroxylated aliphatic hydrocarbon, expressed as moles of polyhydroxylated aliphatic hydrocarbon, in the organic part of the liquid composition is greater than 2 mol % and less than or equal to 30 mol %;

(b) the sum content of the chlorohydrin and of the chlorohydrin esters, expressed as moles of chlorohydrin, in the organic part of the liquid composition is greater than or equal to 10 mol % and less than 98 mol %; and

(c) the sum content of the chlorinated oligomers of the polyhydroxylated aliphatic hydrocarbon and of the esters of the chlorinated oligomers of the polyhydroxylated aliphatic hydrocarbon, expressed as moles of polyhydroxylated aliphatic hydrocarbon, in the organic part of the liquid composition is greater than or equal to 0.1 mol % and less than 20 mol %.

6. The liquid composition as claimed in claim 1, further comprising water.

7. The liquid composition as claimed in claim 6, further comprising hydrogen chloride.

2. A composition comprising an organic part, 1,3 dichloropropan-2 ol, water, hydrogen chloride and 2,3 dichloropropan-1 ol and having a total 1,3 dichloropropan-2 ol and 2,3 dichloropropan-1 ol content, based on the organic part, of greater than or equal to 950 g/kg.

3. A composition as claimed in claim 2, having a total 1,3 dichloropropan-2 ol and 2,3 dichloropropan-1 ol content, based on the organic part, of greater than or equal to 975 g/kg.

4. A composition as claimed in claim 2, having a total 1,3 dichloropropan-2 ol and 2,3 dichloropropan-1 ol content, based on the organic part, of greater than or equal to 985 g/kg.

5. A composition comprising an organic part, 1,3 dichloropropan-2 ol and 2,3 dichloropropan-1 ol having a total dichloropropan-2 ol and 2,3 dichloropropan-1 ol content, based on an organic part of said composition, of greater than or equal to 900 g/kg, wherein the 2,3 dichloropropan-1 ol content, based on the sum content of 1,3 dichloropropan-2 ol and 2,3 dichloropropan-1 ol is higher than or equal to 1 and is less than or equal to 4.8% by weight.

8. The liquid composition as claimed in claim 5, further comprising water.

9. The liquid composition as claimed in claim 8, further comprising hydrogen chloride.