Patent US3742103A successfully refreshed from Google Patents.
Patent US3984439A successfully refreshed from Google Patents.
← Back to Patent Explorer
US3984439A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the manufacture of polylactones derived from poly-α-hydroxyacrylic acids

Assignee: Solvay SA
•
Filing: 1974-07-18
•
Granted: 1976-10-05
•
Expires: 1994-07-18
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Process for the manufacture of polylactones derived from poly-α-hydroxyacrylic acids comprises heating a liquid aqueous solution of α, β-dichloropropionic acid to a temperature above 100°C to convert the α,β-dichloropropionic acid to the corresponding α-chloroacrylic acid and polymerizing the α-chloroacrylic acid in the aqueous solution in the presence of a polymerization catalyst to polymerize, hydrolyze and lactonize the α-chloroacrylic acid. The products obtained can be used as intermediates for the synthesis of salts of poly-α-hydroxyacrylic acids.

Inventors

  • 👤 Noel Vanlautem
  • 👤 Julien Mulders

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 19:34
CPC Classifications
C; C08; C08F; C08F120/00; C08F120/02; C08F120/04; C08F120/06; C08F8/00; C08F8/14; C08F8/16

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 131 words
A process for the manufacture of polylactones derived from poly-α-hydroxyacrylic acids of the formula ##EQU1## wherein R 1 and R 2 independently represent a hydrogen atom or an alkyl group containing 1 to 3 carbon atoms and wherein n represents an integer greater than 3, comprising: a. heating a liquid aqueous solution containing α,β-dichloropropionic acid of the formula ##EQU2## wherein R 1 and R 2 are defined as above, to a temperature above 100°C to convert the α,β-dichloropropionic acid to the corresponding α-chloroacrylic acid and form a liquid aqueous solution containing α-chloroacrylic acid; and b. heating said liquid aqueous solution containing α-chloroacrylic acid at a temperature between 40°C and 200°C in the presence of a polymerization catalyst having a radical or ionic effect to polymerize, hydrolyze and lactonize the α-chloroacrylic acid.
Claim 2
Dependent Claim 131 words
A process for the manufacture of polylactones derived from poly-α-hydroxyacrylic acids of the formula ##EQU1## wherein R 1 and R 2 independently represent a hydrogen atom or an alkyl group containing 1 to 3 carbon atoms and wherein n represents an integer greater than 3, comprising: a. heating a liquid aqueous solution containing α,β-dichloropropionic acid of the formula ##EQU2## wherein R 1 and R 2 are defined as above, to a temperature above 100°C to convert the α,β-dichloropropionic acid to the corresponding α-chloroacrylic acid and form a liquid aqueous solution containing α-chloroacrylic acid; and b. heating said liquid aqueous solution containing α-chloroacrylic acid at a temperature between 40°C and 200°C in the presence of a polymerization catalyst having a radical or ionic effect to polymerize, hydrolyze and lactonize the α-chloroacrylic acid.
Claim 3
Dependent Claim 27 words
The process according to claim 1, wherein the concentration of α,β-dichloropropionic acid in the starting aqueous solution is between 0.1 and 4 mols per liter of solution.
Claim 4
Dependent Claim 31 words
The process according to claim 2, wherein the concentration of α,β-dichloropropionic acid in the starting liquid aqueous solution of step (a) is between 0.7 and 3 mols per liter of solution.
Claim 5
Dependent Claim 28 words
The process according to claim 1 wherein the heating of the liquid aqueous solution containing α,β-dichloropropionic acid is carried out at a temperature of between 100° and 150°C.
Claim 6
Dependent Claim 31 words
The process according to claim 1 wherein the polymerization catalyst is added when at least about 0.01 mol % of the α,β-dichloropropionic acid has been converted to the corresponding α-chloroacrylic acid.
Claim 7
Dependent Claim 15 words
The process according to claim 1, wherein the polymerization catalyst is a radical polymerization catalyst.
Claim 8
Dependent Claim 14 words
The process according to claim 6, wherein the polymerization catalyst is a peroxide-type compound.
Claim 9
Dependent Claim 13 words
The process according to claim 7, wherein the polymerization catalyst is potassium persulphate.
Claim 10
Dependent Claim 22 words
The process according to claim 1 wherein the amount of catalyst is between 0.0001 and 0.10 mole per mole of α,β-dichloropropionic acid.
Claim 11
Dependent Claim 14 words
The process according to claim 1 wherein R 1 and R 2 represent hydrogen.
Claim 12
Dependent Claim 18 words
The process according to claim 1 wherein R 1 represents hydrogen and R 2 represents the methyl group.
Claim 13
Dependent Claim 32 words
The process according to claim 1 wherein the polymerization catalyst is added to the aqueous solution of α,β-dichloropropionic acid before any of the α,β-dichloropropionic acid has been converted to the α-chloroacrylic acid.
Claim 14
Dependent Claim 26 words
Process according to claim 12 wherein said heating of said liquid aqueous solution containing α-chloroacrylic acid is carried out at a temperature between 100° and 150°C.
Claim 15
Dependent Claim 37 words
The process according to claim 1 wherein the polymerization catalyst is added to the aqueous solution of α,β-dichloropropionic acid as soon as about 0.01 mol % of the α,β-dichloropropionic acid has been converted to the α-chloroacrylic acid.
Claim 16
Dependent Claim 37 words
The process according to claim 1 wherein the polymerization catalyst is added to the aqueous solution of α,β-dichloropropionic acid after about 50 to 90 mol % of the α,β-dichloropropionic acid has been converted to the α-chloroacrylic acid.
Claim 17
Dependent Claim 39 words
The process according to claim 1 wherein the polymerization catalyst is added to the aqueous solution of α,β-dichloropropionic acid during conversion of the α,β-dichloropropionic acid to the corresponding α-chloroacrylic acid so that conversion, polymerization, hydrolysis and lactonization occur simultaneously.
Claim 18
Dependent Claim 32 words
Process according to claim 1 wherein said heating of a liquid aqueous solution containing said α,β-dichloropropionic acid and said heating of said liquid aqueous solution containing α-chloroacrylic acid are carried out simultaneously.

References Cited (Backward Citations)

US2338967A Cited
DE2061584A1 Cited
US3890288A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-10-05 1980-04-05 1980-10-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-10-05 1984-04-05 1984-10-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-10-05 1988-04-05 1988-10-05 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag