CA1218777A - Stabilization system for impact polystyrene - Google Patents
Stabilization system for impact polystyreneInfo
- Publication number
- CA1218777A CA1218777A CA000437770A CA437770A CA1218777A CA 1218777 A CA1218777 A CA 1218777A CA 000437770 A CA000437770 A CA 000437770A CA 437770 A CA437770 A CA 437770A CA 1218777 A CA1218777 A CA 1218777A
- Authority
- CA
- Canada
- Prior art keywords
- irganox
- impact polystyrene
- tert
- butyl
- triazine
- 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.)
- Expired
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
- C08K5/13—Phenols; Phenolates
- C08K5/134—Phenols containing ester groups
- C08K5/1345—Carboxylic esters of phenolcarboxylic acids
-
- 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/378—Thiols containing heterocyclic rings
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
3-14119/CGC 998/=
Stabilization system for impact polystyrene Abstract of the Disclosure A blend of 2,4-bis(n-octylthio)-6-(4-hydroxy-3,5-di-tert.butyl-anilino)-1,3,5-triazine and octadecyl-3,5-di-tert.butyl-4-hydroxy-hydrocinnamate in appropriate proportions for use in stabilizing impact polystyrene against oxidative and thermal degradation.
Stabilization system for impact polystyrene Abstract of the Disclosure A blend of 2,4-bis(n-octylthio)-6-(4-hydroxy-3,5-di-tert.butyl-anilino)-1,3,5-triazine and octadecyl-3,5-di-tert.butyl-4-hydroxy-hydrocinnamate in appropriate proportions for use in stabilizing impact polystyrene against oxidative and thermal degradation.
Description
Stabilization system for impact polystyrene Impact polystyrenes in many different varieties are well known to those skilled in the art. Such materials improve upon practical toughness and overcome the brittleness and low impact strength of general-purpose polystyrene by combining polystyrene with rubber, generally of the polybutadiene type. The rubber ls dispersed iD the polystyrene matrix in the form of discrete particles. Corresponding-ly, most impact polystyrenes are graft copolymers or mechanical mixtures of the components (polyblends). Processes for the prepara-tions of these various impact polystyrenes are likewise well known to those skilled in the art. Impact polystyrene exhibits most of the advantages of polystyrene such as rigidity, ease of fabrication, certain chemical resistance, variety of available shapes and colors.
In addition, it improves upon polystyrenes by exhibiting the prop-erties noted hereinabove. As such, impact polystyrene is used in a variety of applicatlons such as appliances, cabinets, packaging, toys, housewares, industrial parts, decorative panels, and the like.
Impact polystyrene is fully described in numerous texts, for example, Boundy ~ Boyer "Styrene - Its Polymers, Copolymers and Derivatives", Reichhold Publishing Co., New York.
Since impact polystyrene is sub~ect to oxidatlve and tharmal degradation and discoloration, a wide variety of light ~tabilizers and antioxidants have been ~ecommended for use therein. The triazine and cinnamate compounds noted herein are among such recommended stabilizers and have shown good performance characte}istics in impact polystyrene. These compounds have, howPver, exhibited ~r.
.
In addition, it improves upon polystyrenes by exhibiting the prop-erties noted hereinabove. As such, impact polystyrene is used in a variety of applicatlons such as appliances, cabinets, packaging, toys, housewares, industrial parts, decorative panels, and the like.
Impact polystyrene is fully described in numerous texts, for example, Boundy ~ Boyer "Styrene - Its Polymers, Copolymers and Derivatives", Reichhold Publishing Co., New York.
Since impact polystyrene is sub~ect to oxidatlve and tharmal degradation and discoloration, a wide variety of light ~tabilizers and antioxidants have been ~ecommended for use therein. The triazine and cinnamate compounds noted herein are among such recommended stabilizers and have shown good performance characte}istics in impact polystyrene. These compounds have, howPver, exhibited ~r.
.
- 2 - 12~8777 lnadequate activity in the prevention of thermal degradation, a property of signlficance in thermo-forming operations wherein heat-softened fllm or sheet i8 forced against a cold mold.
It is, accordingly, the primary ob~ect of this invention to provide a total stabilization system for impact polystyrene.
It is a further object to provide a combined system which improves upon the stabilization performance of the individual components thereof.
Various other objects and advantages of this inventlon will become apparent from the following detailed description thereof.
It has now been found that by utilizing a combination of 2,4-bis(n-octylthio)-6-(4-hydroxy-3,5-di-tert.butylanilino)-1,3,5-triazine and octadecyl-3,5-di-tert.butyl-4-hydroxyhydrocinnamate in the propor-tions noted hereinafter as a stabilizlng system for impact poly-styrene, total stabilizing activity is achleved. Thus, thls blend provides excellent stabilization against both oxidative and thermal degradation. Of primary importance, the comblnation provides significantly improved performance in the area where the individual compounds are lacking, namely, in providing effective thermal stability. In fact, a synergistlc effect i5 noted in that the performance of the combination exceeds the sum of the performances of the individ~al compounds at comparable concentrations. In addition, the stabillzer system imparts minimal color to the impact polystyrene and, after for~ulation, said polystyrene i9 character-ized by ~ubstantial ability to retaln good color under processlng conditions.
2,4-bis(n-octylthio)-6-(4-hydroxy-3,5-dl-tert.butyl-anillno)-1,3,5-triazlne ls commercially available under the trademar~ IRGANOX 565 from CIBA-GEIGY Corporation. The compound, methods ~or its prepsra-tion and its antioxidant utility in a variety of substrate~, including impact polystyrene, are well known.
~r /~
~ 3 ~ 12~8777 Octadecyl-3,5-di-tert.butyl-4-hydroxyhydrocinnamate is commercially available under the trademark IRGANOX 1076 Erom CIBA-GEIGY Corpor-ation. The compound, methods for its preparations and lts anti-oxidant utility in a variety of substrates, including impact polyYtyrene, are well known.
In order to exhibit the properties noted herein, the combination contains the individual compounds in concentrations ranging from 0.01 to 0.04 % of triazine to 0.08 to 0.02 % of cinnamate, based on the weight of the impact polystyrene. Preferred ranges include 0.01~S to 0.0375 % triazine and 0.075 to 0.025 % cinnamate.
Especially preferred is a combination of 0.0375 % triazine and 0.~25 % cinnamate.
All varieties of impact polystyrene are available for stabilization by the synergistic combination of this invention. As previously noted, the impact polystyrene may comprise polystyrene combined with rubbers such as styrene - butadiene and polybutadiene.
The stabilizer combination may be incorporated into the impact polystyrene by conventional techniques at any convenient stage.
Thus, it may be added prior to polymerization in conjunction with the styrene monomer. Correspondingly, it may be added subsequent to polymerization by being dissolved in a solvent such as methylene chloride, hexane, cyclohexane, and the like, blending the solution with the impact polystyrene and evaporation the solvent. In addition, various secondary stabilizers may be included such as ultraviolet absorbers, phosphitss, dialkyl thiodipropionates, and the like.
The following example further illustrates the embodiments of this invention.
--; t ~ 4 ~ 1~ 7~
Example This example illustrates the stabilizing effectiveness of the instant stabili~er combination in impact polystyrene.
In the laboratory procedure utilized herein, a solution of eight weight percent polybutadi~ne rubber (Firestone - DIENE 55) dissolved in styrene monomer was prepared on a roller mill. The indicated amount of stabilizer was also introduced at this point. 500 ppm of zinc stearate were added to aid in removing the bottle after the polymerization. The bottle was screwed into the polymerization apparatus which was equipped with a double helical ribbon stirrer.
Since most commercial IPS bulk polymerizations are thermally initiated processes, no initiator was used in the laboratory process. A nitrogen atmosphere was established and then the rPactor was heated to 121C within 1/2 hour. Heatlng continued at 121C with efficient stirring until there was a 30 to 35 % monomer conversion ~~ 2-1/2 hours). The stirring rate was controlled to yield a two to four ~m rubber particle size. The bottlss were removed from the polymerization apparatus, blanketed with nitrogen, capped, and then placed in a fluidized bed sand bath to complete the polymerizatlon.
The bottles were heated in the bath in the following fashion: one hour at 100C to equilibrate the temperature, one hour to reach 140C and then an additional eight hours with the temperatur increasing at the rate of 10C per hour to a maximum of 220C. After the resin had cooled, the bottle was broken and the glass was removed. The average weight of the polymer block was slightly over 600 grams. The block was placed into a vacuum oven at 200C and a vacuum of 1 mm appl~ed as the polymer was heated for 45 ~inutes in order to remove all volatiles. The block was removed fsom the oven, immediately placed in a heated (205C) hydraulic press and then pressed into a thick slab between two sheets of aluminium Poil (three minutes heating, five minutes ln a cold press). The slab was split with a band saw and the pieces were granulated.
.~
~ 5 ~ 12~7~
All the batches were extruded at 205C and then pelleti~ed. The pellets were compression molded at 205C into 125 mil t2nsile bara.
The bars were then aged at 150C on glass plates placed on rotating shelves in a forced air oven. Other tensile bars were aged at 80C
suspended from rotatlng shelves in a forced air oven. The specimen yellowness index was determined on the bars at various intervals according to ASTM D1925-63T. Correspondingly, the bars were periodically measured for percent elongation in the Instron Tenaile Testing Apparatus (Instron Engineering Corp., Mass.) at a pull rate of 5 mm/minute according to ASTM D638.
The results of these tests are noted in Tables 1-4. Parts I and II
reflect experimental tests conducted at two different times.
~7 ~"~
6 12~L~3777 Table 1 Percent Elongation Hours at 150C
-Conc. (%) 0 1/2 1 1-1/2 Part I
IRGANOX 1076 0.1 56 38 10 7 IRGA~OX 565 0.05 66 45 22 7 0.035 63 38 19 7 0.025 39 31 9 7 IRGANOX 1076 0.05 53 36 22 8 IRGANOX 565 0.025 IRGANOX 1076 0.075 57 53 13 7 IRGANOX 565 0.0125 IRGANOX 1076 0.025 59 45 22 11 IRGANOX 565 0.0375 Part II
IRGANOX 1076 0.1 50 31 8 6 0.0875 43 29 8 6 0.~75 51 28 10 8 0.0625 61 16 11 8 IRGA~OX 1076 0.075 40 38 13 7 IRGANOX 565 0.0125 IRGANOX 1076 0.05 40 29 19 9 IRGANOX 565 0.025 IRGANOX 1076 0.025 47 34 22 7 IRGANOX 565 0.0375 ..,~
rf i;~
~ 7 ~ 1 2 ~ 8 7~7 7 Table 2 Yellowness Index _ Hours at 150C
Conc. (%) O 1/2 1 1-112 2 hrs.
Part I
IRGANOX 1076 0.1 -6 -1 7 13 ~-IRGANOX 565 0.05 -3 4 5 8 0.035 -8 3 1 5 0.025 -8 4 ~2 5 IRGANOX 1076 0.05 -7 -1 1 3 IRGANOX 565 0.025 IRGANOX 1076 0.075 -6 -2 1 3 IRGANOX 565 0.0125 IRGANOX 1076 0.025 -6 -2 3 5 IRGA~OX 565 0.0375 Psrt II
IRGANOX 1076 0.1 -4 -3 -1 -1 0.0875 -6 -3 -2 -3 -1 0.075 -2 1 3 11 8 0.0625 -7 -5 -3 -3 -1 IRGANOX 1076 0.075 -3 -2 -1 0 -1 IRGANOX 565 0.0125 IRGANOX 1076 0.05 -3 -4 -2 -2 +
IRGANOX 565 0.025 IRGANOX 1076 0.025 -3 -2 -2 -2 -1 + +
IRGANOX 565 0.0375 ~r i~
~2~L8~77 Table 3 Percent Elon~ation Hours at 80C __ -Conc. (%) 0 300 600 900 1200 Part I
IRGANOX 1076 0.1 56 36 17 3 3 IRGANOX 565 0.05 66 23 14 7 3 0.035 63 26 9 7 3 0.025 39 14 4 3 3 IRGANOX 1076 0.05 53 33 32 15 8 IRGANOX 565 0.025 IRGANOX 1076 0.075 57 36 36 14 13 IRGANOX 565 0.0125 IRGANOX 1076 0.025 59 32 27 22 19 IRGANOX 565 0.0375 Part II
IRGANOX 1076 0.1 50 22 11 6 0.087543 14 9 4 7 0.075 51 26 20 10 7 0.062561 16 8 4 8 IRGANOX 1076 0.075 40 30 15 13 10 + +
IRGANOX 565 0.0125 IRGANOX 1076 0.05 40 31 13 7 4 + +
IRGANOX 565 0.02S
IRGANOX 1076 0.025 47 32 18 14 15 + +
IRGANOX 565 0.0375 9 ~LZ~877~7 Table 4 .
Yellowness Index Hours at 80C
Conc. (%) O 300 600 900 1200 Part I
IRGANOX 1076 0.1 6 1 5 40 44 IRGANOX 565 0.05 -3 9 17 24 36 0.035 -8 -1 13 22 35 0.025 -8 2 17 38 43 IRGANOX 1076 0.05 -7 5 10 16 19 IRGA~OX 565 0.025 IRGANOX 1076 0.075 ~6 5 7 9 16 IRGANOX 565 0.0125 IRGANOX 1076 0.025 ~6 4 11 14 16 IRGANOX 565 0.0375 Part II
IRGANOX 1076 0.1 -4 -1 7 0.0875 -~ -1 12 33 48 0.075 -2 10 13 20 29 0.0625 -7 -2 6 22 46 IR~ANOX 1076 0.075 -3 9 14 - -IRGANOX 565 0.0125 IRGANOX 1076 0.05 -3 1 8 IRGANOX 565 0.025 IRGANOX 1076 0.025 -3 5 16 IRGANOX 565 0.0375 - 10- 12~L877~
It i5 thus seen that the instant combination of antioxldants provides significantly improved stabilization effectiveness in impact polystyrene. This improvement is particularly seen in the pattern of "total" stabilization, i.e., the combination provides meaningful performance characteristics in each indicia of stabilization as contrasted with the absence thereof in the performance of the individual compounds.
In summary, this invention provides a synergistic system for stabilizing impact polystyrene against oxidative and thermal degra-dation. Variations may be made in various elements thereof without departing from the scope of the invention as defined by th~ follow-ing claims.
~, . J
It is, accordingly, the primary ob~ect of this invention to provide a total stabilization system for impact polystyrene.
It is a further object to provide a combined system which improves upon the stabilization performance of the individual components thereof.
Various other objects and advantages of this inventlon will become apparent from the following detailed description thereof.
It has now been found that by utilizing a combination of 2,4-bis(n-octylthio)-6-(4-hydroxy-3,5-di-tert.butylanilino)-1,3,5-triazine and octadecyl-3,5-di-tert.butyl-4-hydroxyhydrocinnamate in the propor-tions noted hereinafter as a stabilizlng system for impact poly-styrene, total stabilizing activity is achleved. Thus, thls blend provides excellent stabilization against both oxidative and thermal degradation. Of primary importance, the comblnation provides significantly improved performance in the area where the individual compounds are lacking, namely, in providing effective thermal stability. In fact, a synergistlc effect i5 noted in that the performance of the combination exceeds the sum of the performances of the individ~al compounds at comparable concentrations. In addition, the stabillzer system imparts minimal color to the impact polystyrene and, after for~ulation, said polystyrene i9 character-ized by ~ubstantial ability to retaln good color under processlng conditions.
2,4-bis(n-octylthio)-6-(4-hydroxy-3,5-dl-tert.butyl-anillno)-1,3,5-triazlne ls commercially available under the trademar~ IRGANOX 565 from CIBA-GEIGY Corporation. The compound, methods ~or its prepsra-tion and its antioxidant utility in a variety of substrate~, including impact polystyrene, are well known.
~r /~
~ 3 ~ 12~8777 Octadecyl-3,5-di-tert.butyl-4-hydroxyhydrocinnamate is commercially available under the trademark IRGANOX 1076 Erom CIBA-GEIGY Corpor-ation. The compound, methods for its preparations and lts anti-oxidant utility in a variety of substrates, including impact polyYtyrene, are well known.
In order to exhibit the properties noted herein, the combination contains the individual compounds in concentrations ranging from 0.01 to 0.04 % of triazine to 0.08 to 0.02 % of cinnamate, based on the weight of the impact polystyrene. Preferred ranges include 0.01~S to 0.0375 % triazine and 0.075 to 0.025 % cinnamate.
Especially preferred is a combination of 0.0375 % triazine and 0.~25 % cinnamate.
All varieties of impact polystyrene are available for stabilization by the synergistic combination of this invention. As previously noted, the impact polystyrene may comprise polystyrene combined with rubbers such as styrene - butadiene and polybutadiene.
The stabilizer combination may be incorporated into the impact polystyrene by conventional techniques at any convenient stage.
Thus, it may be added prior to polymerization in conjunction with the styrene monomer. Correspondingly, it may be added subsequent to polymerization by being dissolved in a solvent such as methylene chloride, hexane, cyclohexane, and the like, blending the solution with the impact polystyrene and evaporation the solvent. In addition, various secondary stabilizers may be included such as ultraviolet absorbers, phosphitss, dialkyl thiodipropionates, and the like.
The following example further illustrates the embodiments of this invention.
--; t ~ 4 ~ 1~ 7~
Example This example illustrates the stabilizing effectiveness of the instant stabili~er combination in impact polystyrene.
In the laboratory procedure utilized herein, a solution of eight weight percent polybutadi~ne rubber (Firestone - DIENE 55) dissolved in styrene monomer was prepared on a roller mill. The indicated amount of stabilizer was also introduced at this point. 500 ppm of zinc stearate were added to aid in removing the bottle after the polymerization. The bottle was screwed into the polymerization apparatus which was equipped with a double helical ribbon stirrer.
Since most commercial IPS bulk polymerizations are thermally initiated processes, no initiator was used in the laboratory process. A nitrogen atmosphere was established and then the rPactor was heated to 121C within 1/2 hour. Heatlng continued at 121C with efficient stirring until there was a 30 to 35 % monomer conversion ~~ 2-1/2 hours). The stirring rate was controlled to yield a two to four ~m rubber particle size. The bottlss were removed from the polymerization apparatus, blanketed with nitrogen, capped, and then placed in a fluidized bed sand bath to complete the polymerizatlon.
The bottles were heated in the bath in the following fashion: one hour at 100C to equilibrate the temperature, one hour to reach 140C and then an additional eight hours with the temperatur increasing at the rate of 10C per hour to a maximum of 220C. After the resin had cooled, the bottle was broken and the glass was removed. The average weight of the polymer block was slightly over 600 grams. The block was placed into a vacuum oven at 200C and a vacuum of 1 mm appl~ed as the polymer was heated for 45 ~inutes in order to remove all volatiles. The block was removed fsom the oven, immediately placed in a heated (205C) hydraulic press and then pressed into a thick slab between two sheets of aluminium Poil (three minutes heating, five minutes ln a cold press). The slab was split with a band saw and the pieces were granulated.
.~
~ 5 ~ 12~7~
All the batches were extruded at 205C and then pelleti~ed. The pellets were compression molded at 205C into 125 mil t2nsile bara.
The bars were then aged at 150C on glass plates placed on rotating shelves in a forced air oven. Other tensile bars were aged at 80C
suspended from rotatlng shelves in a forced air oven. The specimen yellowness index was determined on the bars at various intervals according to ASTM D1925-63T. Correspondingly, the bars were periodically measured for percent elongation in the Instron Tenaile Testing Apparatus (Instron Engineering Corp., Mass.) at a pull rate of 5 mm/minute according to ASTM D638.
The results of these tests are noted in Tables 1-4. Parts I and II
reflect experimental tests conducted at two different times.
~7 ~"~
6 12~L~3777 Table 1 Percent Elongation Hours at 150C
-Conc. (%) 0 1/2 1 1-1/2 Part I
IRGANOX 1076 0.1 56 38 10 7 IRGA~OX 565 0.05 66 45 22 7 0.035 63 38 19 7 0.025 39 31 9 7 IRGANOX 1076 0.05 53 36 22 8 IRGANOX 565 0.025 IRGANOX 1076 0.075 57 53 13 7 IRGANOX 565 0.0125 IRGANOX 1076 0.025 59 45 22 11 IRGANOX 565 0.0375 Part II
IRGANOX 1076 0.1 50 31 8 6 0.0875 43 29 8 6 0.~75 51 28 10 8 0.0625 61 16 11 8 IRGA~OX 1076 0.075 40 38 13 7 IRGANOX 565 0.0125 IRGANOX 1076 0.05 40 29 19 9 IRGANOX 565 0.025 IRGANOX 1076 0.025 47 34 22 7 IRGANOX 565 0.0375 ..,~
rf i;~
~ 7 ~ 1 2 ~ 8 7~7 7 Table 2 Yellowness Index _ Hours at 150C
Conc. (%) O 1/2 1 1-112 2 hrs.
Part I
IRGANOX 1076 0.1 -6 -1 7 13 ~-IRGANOX 565 0.05 -3 4 5 8 0.035 -8 3 1 5 0.025 -8 4 ~2 5 IRGANOX 1076 0.05 -7 -1 1 3 IRGANOX 565 0.025 IRGANOX 1076 0.075 -6 -2 1 3 IRGANOX 565 0.0125 IRGANOX 1076 0.025 -6 -2 3 5 IRGA~OX 565 0.0375 Psrt II
IRGANOX 1076 0.1 -4 -3 -1 -1 0.0875 -6 -3 -2 -3 -1 0.075 -2 1 3 11 8 0.0625 -7 -5 -3 -3 -1 IRGANOX 1076 0.075 -3 -2 -1 0 -1 IRGANOX 565 0.0125 IRGANOX 1076 0.05 -3 -4 -2 -2 +
IRGANOX 565 0.025 IRGANOX 1076 0.025 -3 -2 -2 -2 -1 + +
IRGANOX 565 0.0375 ~r i~
~2~L8~77 Table 3 Percent Elon~ation Hours at 80C __ -Conc. (%) 0 300 600 900 1200 Part I
IRGANOX 1076 0.1 56 36 17 3 3 IRGANOX 565 0.05 66 23 14 7 3 0.035 63 26 9 7 3 0.025 39 14 4 3 3 IRGANOX 1076 0.05 53 33 32 15 8 IRGANOX 565 0.025 IRGANOX 1076 0.075 57 36 36 14 13 IRGANOX 565 0.0125 IRGANOX 1076 0.025 59 32 27 22 19 IRGANOX 565 0.0375 Part II
IRGANOX 1076 0.1 50 22 11 6 0.087543 14 9 4 7 0.075 51 26 20 10 7 0.062561 16 8 4 8 IRGANOX 1076 0.075 40 30 15 13 10 + +
IRGANOX 565 0.0125 IRGANOX 1076 0.05 40 31 13 7 4 + +
IRGANOX 565 0.02S
IRGANOX 1076 0.025 47 32 18 14 15 + +
IRGANOX 565 0.0375 9 ~LZ~877~7 Table 4 .
Yellowness Index Hours at 80C
Conc. (%) O 300 600 900 1200 Part I
IRGANOX 1076 0.1 6 1 5 40 44 IRGANOX 565 0.05 -3 9 17 24 36 0.035 -8 -1 13 22 35 0.025 -8 2 17 38 43 IRGANOX 1076 0.05 -7 5 10 16 19 IRGA~OX 565 0.025 IRGANOX 1076 0.075 ~6 5 7 9 16 IRGANOX 565 0.0125 IRGANOX 1076 0.025 ~6 4 11 14 16 IRGANOX 565 0.0375 Part II
IRGANOX 1076 0.1 -4 -1 7 0.0875 -~ -1 12 33 48 0.075 -2 10 13 20 29 0.0625 -7 -2 6 22 46 IR~ANOX 1076 0.075 -3 9 14 - -IRGANOX 565 0.0125 IRGANOX 1076 0.05 -3 1 8 IRGANOX 565 0.025 IRGANOX 1076 0.025 -3 5 16 IRGANOX 565 0.0375 - 10- 12~L877~
It i5 thus seen that the instant combination of antioxldants provides significantly improved stabilization effectiveness in impact polystyrene. This improvement is particularly seen in the pattern of "total" stabilization, i.e., the combination provides meaningful performance characteristics in each indicia of stabilization as contrasted with the absence thereof in the performance of the individual compounds.
In summary, this invention provides a synergistic system for stabilizing impact polystyrene against oxidative and thermal degra-dation. Variations may be made in various elements thereof without departing from the scope of the invention as defined by th~ follow-ing claims.
~, . J
Claims (4)
1. Impact polystyrene stabilized against oxidative and thermal degradation comprising impact polystyrene containing from about 0.01 to 0.04 %, by weight, of 2,4-bis(n-octylthio)-6-(4-hydroxy-3,5-di-tert.butylanilino)-1,3,5-triazine and from about 0.08 to 0.02 %, by weight, of octadecyl-3,5-di-tert.butyl-4-hydroxyhydrocinnamate.
2. The stabilized composition of claim 1 which contains from about 0.0125 to 0.0375 %, by weight, of 2,4-bis(n-octylthio)-6-(4-hydroxy-3,5-di-tert.butylanilino)-1,3,5-triazine and from about 0.075 to 0.025 %, by weight, of octadecyl-3,5-di-tert.butyl-4-hydroxyhydro-cinnamate.
3. The stabilized composition of claim 1 which contains 0.0375 %, by weight, of 2,4-bis(n-octylthio)-6-(4-hydroxy-3,5-di-tert.butyl-anilino)-1,3,5-triazine and 0.025 %, by weight, of octadecyl-3,5-di-tert.butyl-4-hydroxyhydrocinnamate.
4. A method for stabilizing impact polystyrene against oxidative and thermal degradation comprising incorparating into said impact polystyrene the triazine and cinnamate compounds of claims 1, 2 or 3.
F0 7.3/PT/sm*
F0 7.3/PT/sm*
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43064682A | 1982-09-30 | 1982-09-30 | |
| US430,646 | 1995-04-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1218777A true CA1218777A (en) | 1987-03-03 |
Family
ID=23708438
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000437770A Expired CA1218777A (en) | 1982-09-30 | 1983-09-28 | Stabilization system for impact polystyrene |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0107616B1 (en) |
| JP (1) | JPS5984944A (en) |
| CA (1) | CA1218777A (en) |
| DE (1) | DE3363185D1 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW224494B (en) * | 1991-07-25 | 1994-06-01 | Kuraray Co | |
| EP0643094B1 (en) * | 1993-08-25 | 1999-05-26 | Shell Internationale Researchmaatschappij B.V. | Block copolymer composition, hot melt adhesive composition containing it and process for the preparation thereof |
| MX2013005437A (en) * | 2010-11-16 | 2013-07-03 | Basf Se | Stabilizer composition for polymers. |
| WO2024017820A1 (en) * | 2022-07-18 | 2024-01-25 | Ineos Styrolution Group Gmbh | Method for improving the degradation stability of polystyrene compositions in recycling processes |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3285855A (en) * | 1965-03-11 | 1966-11-15 | Geigy Chem Corp | Stabilization of organic material with esters containing an alkylhydroxy-phenyl group |
| US3334046A (en) * | 1965-07-20 | 1967-08-01 | Geigy Chem Corp | Compositions stabilized with substituted 1, 3, 5-triazines |
-
1983
- 1983-09-26 DE DE8383810432T patent/DE3363185D1/en not_active Expired
- 1983-09-26 EP EP19830810432 patent/EP0107616B1/en not_active Expired
- 1983-09-28 CA CA000437770A patent/CA1218777A/en not_active Expired
- 1983-09-30 JP JP18297483A patent/JPS5984944A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0107616B1 (en) | 1986-04-23 |
| DE3363185D1 (en) | 1986-05-28 |
| JPS5984944A (en) | 1984-05-16 |
| EP0107616A1 (en) | 1984-05-02 |
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