WO2002077091A1 - UTILISATION DE β-DICETONE DIAROMATIQUE SUBSTITUEE COMME STABILISANT DE POLYMERES HALOGENES ET POLYMERE OBTENU - Google Patents
UTILISATION DE β-DICETONE DIAROMATIQUE SUBSTITUEE COMME STABILISANT DE POLYMERES HALOGENES ET POLYMERE OBTENU Download PDFInfo
- Publication number
- WO2002077091A1 WO2002077091A1 PCT/FR2002/001043 FR0201043W WO02077091A1 WO 2002077091 A1 WO2002077091 A1 WO 2002077091A1 FR 0201043 W FR0201043 W FR 0201043W WO 02077091 A1 WO02077091 A1 WO 02077091A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- diketone
- substituent
- amino
- halogenated
- chosen
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/07—Aldehydes; Ketones
Definitions
- a very advantageous method for preparing these ⁇ -diketones consists in reacting a ketone carrying an optionally substituted aromatic nucleus with an ester carrying an optionally substituted aromatic nucleus, depending on the nature of the desired ⁇ -diketone.
- the ester is chosen more particularly so that the alcohol from which it is derived is volatile under the reaction conditions.
- the molar ratio of the ketone to the ester is between 2/3: 1 and 1: 1.
- It can optionally comprise at least one additive chosen from polyols comprising 2 to 32 carbon atoms and having two to nine hydroxyl groups.
- the composition can also be used in combination with at least one compound comprising one or more epoxy functions.
- These compounds are more particularly chosen from epoxidized polyglycerides, or esters of epoxidized fatty acids, such as epoxidized linseed, soybean or fish oils.
- the content of this type of additive, when it is used, is advantageously between 0.5 and 10 g per 100 g of halogenated polymer.
- the formulations based on halogenated polymers can likewise comprise other white or colored pigments.
- the colored pigments there may be mentioned in particular cerium sulfide.
- the amount of lubricant entering the halogenated polymer formulation generally varies between 0.05 and 2 g per 100 g of halogenated polymer. It is also possible to use plasticizers chosen from alkyl phthalates. The most generally used compounds are chosen from di (ethyl-2-hexyl) phthalate, esters of C di-CI 2 linear diacids, trimellitates or also phosphate esters.
- the copolymers contain at least 50% by weight of vinyl chloride units and preferably at least 80% by weight of such units.
- any type of polyvinyl chloride is suitable, whatever its method of preparation.
- the polymers obtained for example by implementing bulk, suspension, emulsion processes can be stabilized using the composition according to the invention, and this regardless of the intrinsic viscosity of the polymer.
- the shaping of the halogenated polymer comprising the stabilizing composition can be done by any means known to those skilled in the art. It is thus possible to incorporate the various constituents into the halogenated polymer, individually or after having previously prepared a mixture of several of these constituents.
- this operation can be carried out in a mixer fitted with a blade and counter-blade system operating at a high speed.
- the mixing operation is carried out at a temperature below 130 ° C.
- the composition is formed according to the usual methods in the field such as injection, extrusion blow molding, extrusion, calendering or even rotational molding.
- the temperature at which the shaping is carried out generally varies from 150 to 220 ° C.
- Another object of the invention also consists of halogenated polymers stabilized by a composition free of amino-uracyl or 6-amino-thiouracyl type derivative, and comprising at least one ⁇ -diketone carrying two aromatic rings, one of which at minus carries at least one substituent on one of the two ortho positions or on the para position; said substituent being chosen from the radicals -R, -OR, -SR, -COOH, -O-CF 3 , -S-CF 3 formulas in which R is an alkyl radical.
- each sample is mixed for 10 minutes using a Braun brand household mixer.
- the powders thus homogenized are calendered for 3 minutes at 180 ° C. on a roller mixer. Leaves are obtained from which squares are cut (7 cm ⁇ 7 cm) which are pressed in pairs for 4 minutes in a mold heated to 180 ° C. Then cut circular specimens 1.5 cm in diameter and 1 mm thick.
- test pieces are placed in an oven with rotating trays heated to 180 ° C.
- the thermal degradation is quantified by following, as a function of time, the evolution of the color of the sample measured using a MINOLTA CR-300® colorimeter and expressed by its coordinates in the color space L * a * b * ( CIELAB).
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP02753735A EP1383830A1 (fr) | 2001-03-26 | 2002-03-26 | UTILISATION DE $g(b)-DICETONE DIAROMATIQUE SUBSTITUEE COMME STABILISANT DE POLYMERES HALOGENES ET POLYMERE OBTENU |
US10/472,749 US7001940B2 (en) | 2001-03-26 | 2002-03-26 | Use of substituted biaromatic β-diketone as stabilizing agent of halogenated polymers and resulting polymer |
MXPA03008431A MXPA03008431A (es) | 2001-03-26 | 2002-03-26 | Empleo de una-(beta)-dicetona diaromatica sustituida, como un estabilizador de polimeros halogenados, y los polimeros asi obtenidos. |
KR10-2003-7012480A KR20040024548A (ko) | 2001-03-26 | 2002-03-26 | 할로겐화 중합체의 안정화제로서의 치환 2방향족β-디케톤의 용도 및 생성된 중합체 |
CA002441097A CA2441097A1 (fr) | 2001-03-26 | 2002-03-26 | Utilisation de .beta.-dicetone diaromatique substituee comme stabilisant de polymeres halogenes et polymere obtenu |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0104012A FR2824067A1 (fr) | 2001-03-26 | 2001-03-26 | Utilisation de b-dicetone diaromatique substituee comme stabilisant de polymeres halogenes et polymere obtenu |
FR01/04012 | 2001-03-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2002077091A1 true WO2002077091A1 (fr) | 2002-10-03 |
Family
ID=8861517
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR2002/001043 WO2002077091A1 (fr) | 2001-03-26 | 2002-03-26 | UTILISATION DE β-DICETONE DIAROMATIQUE SUBSTITUEE COMME STABILISANT DE POLYMERES HALOGENES ET POLYMERE OBTENU |
Country Status (8)
Country | Link |
---|---|
US (1) | US7001940B2 (fr) |
EP (1) | EP1383830A1 (fr) |
KR (1) | KR20040024548A (fr) |
CN (1) | CN1500118A (fr) |
CA (1) | CA2441097A1 (fr) |
FR (1) | FR2824067A1 (fr) |
MX (1) | MXPA03008431A (fr) |
WO (1) | WO2002077091A1 (fr) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7750073B2 (en) * | 2005-12-21 | 2010-07-06 | Avon Products, Inc. | Use of thermoplastic elastomers in a composition and compositions thereof |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4221687A (en) * | 1977-07-07 | 1980-09-09 | Argus Chemical Corp. | Anti-yellowing composition |
EP0446685A1 (fr) * | 1990-03-15 | 1991-09-18 | Asahi Denka Kogyo Kabushiki Kaisha | Composition à base de résine halogénée |
US5283273A (en) * | 1990-11-30 | 1994-02-01 | Ciba-Geigy Corporation | Stabilized chlorine-containing polymers |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3041887A1 (de) * | 1980-11-06 | 1982-06-09 | Henkel KGaA, 4000 Düsseldorf | Stabilisatorkombination fuer thermoplaste, insbesondere polymerisate auf basis von vinylchlorid sowie verfahren zur warmverformung derartiger polymerisate |
US5102933A (en) * | 1990-05-22 | 1992-04-07 | Witco Corporation | Polyvinylchloride composition and stabilizers therefor |
DE59108223D1 (de) * | 1990-11-30 | 1996-10-31 | Ciba Geigy Ag | Stabilisierte chlorhaltige Polymere |
AU676689B2 (en) * | 1992-11-06 | 1997-03-20 | Rhone-Poulenc Chimie | Beta-diketones, processes for making beta-diketones and use of beta-diketones as stabilizers for PVC |
TW461911B (en) * | 1998-03-26 | 2001-11-01 | Ajinomoto Kk | Thermal stabilizer and thermally stabilized halogen-containing resin composition |
-
2001
- 2001-03-26 FR FR0104012A patent/FR2824067A1/fr active Pending
-
2002
- 2002-03-26 CN CNA028073886A patent/CN1500118A/zh active Pending
- 2002-03-26 US US10/472,749 patent/US7001940B2/en not_active Expired - Lifetime
- 2002-03-26 MX MXPA03008431A patent/MXPA03008431A/es unknown
- 2002-03-26 WO PCT/FR2002/001043 patent/WO2002077091A1/fr active Application Filing
- 2002-03-26 KR KR10-2003-7012480A patent/KR20040024548A/ko not_active Application Discontinuation
- 2002-03-26 EP EP02753735A patent/EP1383830A1/fr not_active Withdrawn
- 2002-03-26 CA CA002441097A patent/CA2441097A1/fr not_active Abandoned
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4221687A (en) * | 1977-07-07 | 1980-09-09 | Argus Chemical Corp. | Anti-yellowing composition |
EP0446685A1 (fr) * | 1990-03-15 | 1991-09-18 | Asahi Denka Kogyo Kabushiki Kaisha | Composition à base de résine halogénée |
US5283273A (en) * | 1990-11-30 | 1994-02-01 | Ciba-Geigy Corporation | Stabilized chlorine-containing polymers |
Also Published As
Publication number | Publication date |
---|---|
CA2441097A1 (fr) | 2002-10-03 |
MXPA03008431A (es) | 2004-01-29 |
US7001940B2 (en) | 2006-02-21 |
US20040097626A1 (en) | 2004-05-20 |
CN1500118A (zh) | 2004-05-26 |
FR2824067A1 (fr) | 2002-10-31 |
EP1383830A1 (fr) | 2004-01-28 |
KR20040024548A (ko) | 2004-03-20 |
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