WO1990002151A1 - Improved expandable and expanded alkenyl aromatic polymer particles and methods of making the same - Google Patents

Improved expandable and expanded alkenyl aromatic polymer particles and methods of making the same Download PDF

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Publication number
WO1990002151A1
WO1990002151A1 PCT/US1989/002576 US8902576W WO9002151A1 WO 1990002151 A1 WO1990002151 A1 WO 1990002151A1 US 8902576 W US8902576 W US 8902576W WO 9002151 A1 WO9002151 A1 WO 9002151A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkenyl aromatic
aromatic polymer
expanded
percent
expandable
Prior art date
Application number
PCT/US1989/002576
Other languages
English (en)
French (fr)
Inventor
Martin H. Tusim
Original Assignee
The Dow Chemical Company
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 The Dow Chemical Company filed Critical The Dow Chemical Company
Priority to BR898907615A priority Critical patent/BR8907615A/pt
Publication of WO1990002151A1 publication Critical patent/WO1990002151A1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/0014Use of organic additives
    • C08J9/0023Use of organic additives containing oxygen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2325/00Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Derivatives of such polymers

Definitions

  • This, invention relates to improved expandable and expanded alkenyl aromatic polymer particles and methods for preparing these expandable and expanded particles.
  • Alkenyl aromatic polymer particles or beads which are expandable or expanded, are known to be highly desirable for a number of uses.
  • One highly desirable use is protection in packaging articles for shipping.
  • Another use for the expandable alkenyl aromatic polymer particles is as molding material.
  • expanded alkenyl aromatic polymer particles are highly desirable, they suffer from a substantial and significant problem of the high cost of shipping in the expanded state due to their very low bulk density. It is therefore generally desirable to ship a product having a maximum bulk density, as an expandable alkenyl aromatic polymer particle, and to subsequently expand the particle at or near the point of use into the desired form such as expanded alkenyl aromatic polymer packaging particles or expanded and molded alkenyl aromatic polymer foamed objects.
  • blowing agent used to prepare the expandable and expanded alkenyl aromatic polymer particles, especially if the blowing agent is a blowing agent which 5 is believed to cause damage to the earth's atmospheric laye .
  • the present invention provides expandable particles comprising an alkenyl aromatic polymer, a 0 volatile fluid blowing agent and a density modifier in an amount from 0.005 percent to 0.5 percent by weight of the total mixture.
  • the present invention provides also expanded particles comprising an alkenyl aromatic polymer and a density modifier in an amount from 0.005 5 percent to 0.5 percent by weight of the total mixture.
  • alkenyl aromatic polymer being a polymer or copolymer having in chemically combined form at least 50 percent by weight styrene.
  • the expandable particles of the present invention are thermoplastic resinous materials containing a density modifier and a blowing agent.
  • the expanded particles of the present invention are the
  • thermoplastic resinous materials containing a density modifier.
  • the present invention provides expandable and expanded alkenyl aromatic polymer particles with the e - term alkenyl aromatic polymer including polymers or copolymers having in chemically combined form at least 50 percent by weight of at least one alkenyl aromatic compound having the general formula
  • Ar represents an aromatic hydrocarbon radical or an aromatic halohydrocarbon radical of the benzene _,,- series and R is hydrogen or the methyl radical.
  • alkenyl aromatic resins examples include the solid homopolymers of styrene, ⁇ -methylstyrene, o-methylstyrene, m-methylstyrene, p-methylstyrene, ar-ethylstyrene, ar-vinylxylene, ar-chlorostyrene, or ar-bromostyrene; and the solid copolymers of two or more of such alkenyl aromatic compounds with minor amounts of other readily polymerizable olefinic compounds such as divinylbenzene, methylmethacrylate or acrylonitrile.
  • the alkenyl aromatic polymer is polystyrene having an weight-average molecular weight (M w ) of 100,000 to 300,000.
  • the volatile fluid foaming agents can be gases such as carbon dioxide, a saturated aliphatic hydrocarbon such as butane, isobutane, pentane, isopentane, neopentane, hexane, heptane or mixtures of one or more aliphatic hydrocarbons having a molecular weight of at least 65 and a boiling point not higher than 95° centigrade (C) at 760 millimeters absolute pressure.
  • Other suitable fluid foaming agents are those halogenated hydrocarbons generally known in the art.
  • the volatile fluid foaming agent usually is employed in amounts corresponding to from 5 to 15 percent of the weight of the total formulation. After expansion the volatile fluid blowing agent may .or may not be retained in the expanded alkenyl aromatic polymer particle.
  • alkenyl aromatic polymer/blowing agent mixture other additives which are known in the art such as fire retardants, stabilizers, fillers, anti-static agents and colorants. Also those materials known as "cell-size control additives" may be incorporated into the alkenyl aromatic polymer/blowing agent mixture for use in the production of uniform extruded foam prior to extrusion from a die.
  • expandable alkenyl aromatic polymer particles produced may be in any form, particularly preferred are those forms suitable for packaging or dunnage purposes and those forms which after expansion are suitable for molding purposes.
  • the present invention requires the inclusion of a density modifier in a heat-plastified alkenyl aromatic polymer/blowing agent mixture in an amount of from 0.005 weight percent to 0.5 weight percent by total mixture weight.
  • the preferred ranges are from 0.01 to 0.3 weight percent by total mixture weight.
  • the "density modifier” is defined as a compound providing thermal stability for the alkenyl aromatic polymer at extrusion and expansion conditions and which is also a liquid plasticizer at expansion conditions.
  • density modifiers include, but are not limited to, octadecyl 3»5-di-tert-butyl-4-hydroxyhydrocinnamate and ethylene bis(oxyethylene) bis(3-tert-butyl-4-hydroxy-5- methylhydrocinnamate) .
  • CFC-11 is trichlorofluoromethane.
  • Blowing Agent 8.8 percent (80 percent/20 percent CFC-11 /Pentane - weight percents based on weight of blowing agent mixture)
  • the Example formulation differs only in the octadecyl 3»5-di-tert-butyl-4-hydroxyhydrocinnamate being present in an amount of about 0.2 percent and the reduced amount of about 8.8 percent blowing agent, instead of 10.1 percent to 10.3 percent blowing agent as is in the Comparative Example.
  • After producing these expandable polystyrene particles these samples are then expanded in an atmospheric steam chamber for controlled periods of time at a temperature generally ranging from about 85°C to about 105°C, preferably about 100°C.
  • the expansion scheme will consist of a 3 minute exposure followed by a 24 hour aging time at room conditions, then a second 3 minute exposure followed by a second 24 hour aging time, and then a third 1-1/2 minute exposure and a third 24 hour aging time. After this third aging period the bulk densities of the expanded polystyrene particles are measured. This expansion scheme is followed to produce expanded polystyrene particles.
  • the Comparative Example expanded polystyrene particle bulk densities range from 0.28 to 0.33 pounds per cubic foot (4.5-5.3 kg/m ⁇ ).
  • the Example expanded polystyrene particles of the present invention have a bulk density of about 0.26 pounds per cubic foot (4.2 g/ ⁇ -3).
  • blowing agent The ability to maintain an equivalent density with a decreased amount of blowing agent is found to be a result solely from the inclusion of the octadecyl 3»5- di-tert-butyl-4-hydroxyhydrooinnamate in an amount of about 0.2 percent, as stated in the Example into the expandable polystyrene particle formulation. Generally a blowing agent decrease will produce an expanded polystyrene particle of higher density than when less blowing agent is included, not a lower density.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
PCT/US1989/002576 1988-08-22 1989-06-13 Improved expandable and expanded alkenyl aromatic polymer particles and methods of making the same WO1990002151A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
BR898907615A BR8907615A (pt) 1988-08-22 1989-06-13 Particulas de polimero aromatico de alquenila expansiveis e expandidas aperfeicoadas e processos de fabricacao das mesmas

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US243,986 1981-03-16
US24398688A 1988-08-22 1988-08-22

Publications (1)

Publication Number Publication Date
WO1990002151A1 true WO1990002151A1 (en) 1990-03-08

Family

ID=22920932

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1989/002576 WO1990002151A1 (en) 1988-08-22 1989-06-13 Improved expandable and expanded alkenyl aromatic polymer particles and methods of making the same

Country Status (3)

Country Link
EP (1) EP0430998A4 (ja)
JP (1) JPH04500225A (ja)
WO (1) WO1990002151A1 (ja)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1352022A1 (en) * 2000-12-04 2003-10-15 Nova Chemicals Inc. Foamed cellular particles of an expandable polymer composition

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3505253A (en) * 1967-09-14 1970-04-07 Arnold B Finestone Expandable alkenyl aromatic polymers containing incorporated expandable alkenyl aromatic polymers and polysiloxane
US4448901A (en) * 1982-05-13 1984-05-15 Kanegafuchi Kagaku Kogyo Kabushiki Kaisha Expanded particles of polyolefin resin and process for producing same
US4464484A (en) * 1982-12-20 1984-08-07 Japan Styrene Paper Corporation Process for producing prefoamed polymer particles

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB886811A (en) * 1957-11-29 1962-01-10 Dow Chemical Co Method of making a latent-foaming polymeric composition
AU8224682A (en) * 1981-04-30 1982-11-04 Mobil Oil Corp. Hindered phenol as stabilizer for styrene

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3505253A (en) * 1967-09-14 1970-04-07 Arnold B Finestone Expandable alkenyl aromatic polymers containing incorporated expandable alkenyl aromatic polymers and polysiloxane
US4448901A (en) * 1982-05-13 1984-05-15 Kanegafuchi Kagaku Kogyo Kabushiki Kaisha Expanded particles of polyolefin resin and process for producing same
US4464484A (en) * 1982-12-20 1984-08-07 Japan Styrene Paper Corporation Process for producing prefoamed polymer particles

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP0430998A4 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1352022A1 (en) * 2000-12-04 2003-10-15 Nova Chemicals Inc. Foamed cellular particles of an expandable polymer composition
EP1352022A4 (en) * 2000-12-04 2004-03-24 Nova Chem Inc FOAMED CELL PARTICLES OF AN EXPANDABLE POLYMER COMPOSITION

Also Published As

Publication number Publication date
EP0430998A4 (en) 1991-10-16
JPH04500225A (ja) 1992-01-16
EP0430998A1 (en) 1991-06-12

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