Composition preventing the polymerization of ethylenically unsaturated monomers and the removal thereof before polymerization

Patent metadata

Field	Value
Publication number	US-2016230089-A1
Application number	US-201415021994-A
Country	US
Kind code	A1
Filing date	Sep 11, 2014
Priority date	Sep 19, 2013
Publication date	Aug 11, 2016
Grant date	—

Abstract

The invention describes a composition that inhibits the polymerization of ethylenically unsaturated monomers, including at least 98% by weight of 4-tert-butylcatechol (4-TBC), 0.03% to 0.2% by weight of catechol (PC), and at least one impurity selected among 3-tert-butylcatechol, tert-butylhydroquinone, 3,5-di-tert-butylcatechol and mixture thereof, the total quantity of said impurities and of the PC being 0.1% to 0.8% by weight of said composition. The invention also describes a method for removing in said polymerization-inhibiting composition present in a mixture including at least one ethylenically unsaturated monomer.

First claim

1 . A composition for inhibiting the polymerization of ethylenically unsaturated monomers, comprising:
at least 98% by weight of 4-tert-butylcatechol from 0.03% to 0.2% by weight of catechol, and at least one impurity from selected from the group consisting of 3-tert-butylcatechol, tert-butylhydroquinone and 3,5-di-tert-butylcatechol and mixtures thereof,
wherein the composition comprises, based on the weight of the composition, a total amount of from 0.1% to 0.8% by weight of the catechol and at least one impurity.

2 . The composition as claimed in claim 1 , wherein the composition comprises from 0.02% to 0.1% by weight 3-tert-butylcatechol.

3 . The composition as claimed in claim 1 , wherein the composition comprises from 0.03% to 0.1% by weight catechol.

4 . The composition as claimed in claim 1 , wherein the composition comprises from 0.003% to 0.005% by weight tert-butylhydroquinone.

5 . The composition as claimed in claim 1 , wherein the composition comprises from 0.1% to 0.6% by weight 3,5-di-tert-butylcatechol.

6 . The composition as claimed in claim 1 , wherein the composition comprises from 0.15% to 0.5% by weight 3,5-di-tert-butylcatechol.

7 . The composition as claimed in claim 1 , further comprising one or more additives chosen from dispersants, detergents, antioxidants, antifoams, rust inhibitors and corrosion inhibitors.

8 . A solution for inhibiting the polymerization of ethylenically unsaturated monomers, comprising the composition as claimed in claim 1 and at least one solvent.

9 . The solution as claimed in claim 8 , wherein the solvent is chosen from the group consisting of methanol, water and toluene, and mixtures thereof.

10 . A mixture comprising an ethylenically unsaturated monomer and the composition as claimed in claim 1 .

11 . The mixture as claimed in claim 10 , wherein said monomer is chosen from the group consisting of monoolefins and diolefins, vinyl monomers, cyclopentadiene, and dicyclopentadiene.

12 . A process, comprising removing the 4-tert-butylcatechol, catechol, and at least one impurity from the mixture as claimed in claim 10 .

13 . The process as claimed in claim 12 , comprising placing said mixture in contact with at least one solid inorganic oxide.

14 . The process as claimed in claim 12 , comprising washing said mixture with an alkaline solution.

15 . The process as claimed in claim 12 , comprising distilling said mixture.

16 . A process for polymerizing the ethylenically unsaturated monomers of a mixture according to claim 10 , comprising removing the 4-tert-butylcatechol, catechol, and at least one impurity from the mixture, followed by initiating polymerization of the ethylenically unsaturated monomers.

17 . The process of claim 16 , wherein the step of removing comprises placing said mixture in contact with at least one solid inorganic oxide, or washing said mixture with an alkaline solution, or distilling said mixture.

Assignees

• Rhodia Operations

Inventors

• Chretien Christelle
• Fischer Lars
• Verdier Stephan
• Cavezzan Jacques

Classifications

• C08F2/38

  Polymerisation using regulators, e.g. chain terminating agents {, e.g. telomerisation} · CPC title

• C08F136/08

  Isoprene · CPC title

• C07C37/68

  Purification; separation; Use of additives, e.g. for stabilisation {(C07C37/004 and C07C37/005 take precedence)} · CPC title

• C07C37/14

  by addition reactions, i.e. reactions involving at least one carbon-to-carbon unsaturated bond · CPC title

• C07C37/74

  by distillation · CPC title