EP2748133A1 - Procede de preparation d'une composition inhibitrice comprenant un compose a base d'au moins deux solides inhibiteurs de polymerisation - Google Patents

Procede de preparation d'une composition inhibitrice comprenant un compose a base d'au moins deux solides inhibiteurs de polymerisation

Info

Publication number
EP2748133A1
EP2748133A1 EP12747922.8A EP12747922A EP2748133A1 EP 2748133 A1 EP2748133 A1 EP 2748133A1 EP 12747922 A EP12747922 A EP 12747922A EP 2748133 A1 EP2748133 A1 EP 2748133A1
Authority
EP
European Patent Office
Prior art keywords
solids
temperature
polymerization
mixer
pmp
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP12747922.8A
Other languages
German (de)
English (en)
French (fr)
Inventor
Jacques Cavezzan
Jean-Claude Masson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhodia Operations SAS
Original Assignee
Rhodia Operations SAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rhodia Operations SAS filed Critical Rhodia Operations SAS
Publication of EP2748133A1 publication Critical patent/EP2748133A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
    • C08F2/40—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation using retarding agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00—Purification; Separation; Use of additives
    • C07C7/20—Use of additives, e.g. for stabilisation

Definitions

  • Said step i) of the preparation process according to the invention implements at least two elementary solids powder, that is to say in the form of powder.
  • Said solids are monomer polymerization inhibitors. They are chosen so that the composition prepared according to the process of the invention is in pulverulent form at room temperature.
  • the ambient temperature is defined by a temperature range generally ranging from 10 to 30 ° C, preferably from 15 to 30 ° C and more preferably from 15 to 25 ° C.
  • said pulverulent elementary solids used as polymerization inhibitor advantageously have a melting point greater than or equal to 40 ° C, very advantageously greater than or equal to 50 ° C and even more advantageously greater than or equal to 100 ° C.
  • Said elemental solids used as a polymerization inhibitor generally have a melting point of less than 220 ° C.
  • said elementary solids used as a polymerization inhibitor are preferably chosen from the following ternary combinations: HQ-PC-R, HQ-PC-PYRO, HQ-PC-PMP, HQ-PC-TBC, HQ R-PYRO, HQ-R-PMP, HQ-R-TBC, HQ-PYRO-PMP, HQ-PYRO-TBC, HQ-PMP-TBC, PC-R-PYRO, PC-R-PMP, PC-R -TBC, R-PYRO-PMP, R-PYRO-TBC, R-PMP-TBC, HQ-PMP-PTZ and PYRO-PMP-TBC.
  • hydroquinone and resorcinol are introduced into said mixer in the following proportions: from 17 to 27%, preferably from 20 to 25%, more preferably from 21 to 23%, by weight of hydroquinone and from 73 to 83%, preferably from 75 to 80%, more preferably preferred from 77 to 79%, by weight of resorcinol.
  • the catechol and para-methoxyphenol are introduced into said mixer in the following proportions: from 23 to 33 %, preferably 25 to 30%, more preferably 27 to 29%, by weight of catechol and 67 to 77%, preferably 70 to 75%, more preferably 71 to 73%, weight of para-methoxyphenol.
  • a preferred embodiment of implementing said step ii) of the method according to the invention consists in producing said mixture of said solids in a humid atmosphere.
  • the humidity is for example ensured by a flow of dry steam, a flow of wet nitrogen.
  • Said composition is recovered before or after cooling. Operated inside or outside said mixer, the cooling of said composition obtained is carried out at a temperature below 40 ° C, preferably below 35 ° C.
  • the lower limit of the cooling temperature is advantageously ambient temperature.
  • Said composition is advantageously allowed to cool inside or outside said mixer.
  • a cooling system outside the mixer is used in which the composition prepared according to the method of the invention is introduced.
  • composition prepared according to the process of the invention results from the conversion of the elementary polymerization inhibiting solids used in said process into a defined compound.
  • the composition prepared according to the process of the invention is a composition exhibiting inhibiting properties on the polymerization of monomers, preferably on the radical polymerization of ethylenically unsaturated monomers.
  • composition prepared according to the process of the invention is further characterized by its melting temperature denoted Tf, which is different from each of the melting temperatures of each of said elementary solids used in the process according to the invention and lower than the most low melting temperatures of the solids used in the process according to the invention.
  • a pulverulent composition with inhibiting properties comprising a compound based on hydroquinone and catechol (HQ-PC) has a melting temperature equal to 90 ⁇ 2 ° C.
  • a pulverulent composition with inhibiting properties comprising a compound based on hydroquinone and pyrogallol (HQ-PYRO) has a melting temperature of 11 ⁇ 2 ° C.
  • a pulverulent composition with inhibiting properties comprising a compound based on catechol and para-methoxyphenol (PC-PMP) has a melting point of 36 ⁇ 2 ° C.
  • the mixer is preheated for one hour at a temperature of 32 ° C +/- 1 ° C, maintaining the jacket at a temperature of 34 ° C +/- 1 ° C to compensate for heat losses.
  • the mixer is swept by a nitrogen flow dry of 240 liters per hour.
  • the granulator operates at atmospheric pressure. Lift granulator is equipped with a bag filter.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Analytical Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Water Supply & Treatment (AREA)
  • Polymerisation Methods In General (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP12747922.8A 2011-08-25 2012-08-13 Procede de preparation d'une composition inhibitrice comprenant un compose a base d'au moins deux solides inhibiteurs de polymerisation Withdrawn EP2748133A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1157522A FR2979348B1 (fr) 2011-08-25 2011-08-25 Procede de preparation d'une composition inhibitrice comprenant un compose a base d'au moins deux solides inhibiteurs de polymerisation
PCT/EP2012/065784 WO2013026729A1 (fr) 2011-08-25 2012-08-13 Procede de preparation d'une composition inhibitrice comprenant un compose a base d'au moins deux solides inhibiteurs de polymerisation

Publications (1)

Publication Number Publication Date
EP2748133A1 true EP2748133A1 (fr) 2014-07-02

Family

ID=46679267

Family Applications (1)

Application Number Title Priority Date Filing Date
EP12747922.8A Withdrawn EP2748133A1 (fr) 2011-08-25 2012-08-13 Procede de preparation d'une composition inhibitrice comprenant un compose a base d'au moins deux solides inhibiteurs de polymerisation

Country Status (5)

Country Link
EP (1) EP2748133A1 (ko)
KR (1) KR20140065424A (ko)
CN (1) CN103889939B (ko)
FR (1) FR2979348B1 (ko)
WO (1) WO2013026729A1 (ko)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2979192B1 (fr) 2011-08-25 2014-10-10 Rhodia Operations Procede de preparation d'une composition aromatique comprenant un compose a base de deux solides presentant des proprietes organoleptiques
WO2017041204A1 (en) * 2015-09-07 2017-03-16 Rhodia Operations Use of polymerization inhibitor compositions
WO2021022550A1 (en) * 2019-08-08 2021-02-11 Rhodia Operations Polymerization inhibitor compositions and uses thereof

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2478710A (en) * 1945-12-21 1949-08-09 Standard Oil Dev Co Method of stabilizing hydrocarbons
JP2527206B2 (ja) * 1987-12-22 1996-08-21 三菱化学株式会社 スチレン類の重合禁止方法
DE19918970A1 (de) 1999-04-27 1999-09-23 Basf Ag Verfahren zur Sofortbeendigung von radikalen Polymerisationen
US6339177B1 (en) * 2000-05-24 2002-01-15 Sea Lion Technology, Inc. Dinitroalkyl aromatics polymerization retarders or inhibitors and methods for making and for using same
US6960279B2 (en) * 2002-05-06 2005-11-01 Fina Technology, Inc. Method for stabilizing vinyl aromatic monomers using selected polymerization inhibitors and polymers prepared therewith
CN1823716A (zh) * 2004-10-13 2006-08-30 欧莱雅 成膜组合物用于化妆处理角蛋白物质的用途
US7553896B2 (en) * 2005-06-17 2009-06-30 Chemtura Corporation Ortho-nitrosophenols as polymerization inhibitors

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2013026729A1 *

Also Published As

Publication number Publication date
FR2979348A1 (fr) 2013-03-01
FR2979348B1 (fr) 2013-08-09
KR20140065424A (ko) 2014-05-29
CN103889939A (zh) 2014-06-25
WO2013026729A1 (fr) 2013-02-28
CN103889939B (zh) 2017-02-15

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