CA2405376C - Composes anti-mottants a utiliser avec les billes de polystyrene - Google Patents

Composes anti-mottants a utiliser avec les billes de polystyrene Download PDF

Info

Publication number: CA2405376C
Authority: CA; Canada
Prior art keywords: bead; lumping; expandable polystyrene; agent; weight
Prior art date: 2001-09-28
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 - Fee Related

Application number

CA 2405376

Other languages

English (en)

Other versions

CA2405376A1 (fr

Inventor

Ronald Gabbard

Bernhard Schmied

Eric R. Weisenbach

Robert Dean Ober

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.)

BASF Corp

Original Assignee

BASF Corp

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.)

2001-09-28

Filing date

2002-09-26

Publication date

2006-09-19

2002-09-18 Priority claimed from US10/246,209 external-priority patent/US6646018B2/en

2002-09-26 Application filed by BASF Corp filed Critical BASF Corp

2003-03-28 Publication of CA2405376A1 publication Critical patent/CA2405376A1/fr

2006-09-19 Application granted granted Critical

2006-09-19 Publication of CA2405376C publication Critical patent/CA2405376C/fr

2022-09-26 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000011324 bead Substances 0.000 title claims abstract description 96
229920006248 expandable polystyrene Polymers 0.000 title claims abstract description 34
150000001875 compounds Chemical class 0.000 title description 6
239000003795 chemical substances by application Substances 0.000 claims abstract description 36
239000004604 Blowing Agent Substances 0.000 claims abstract description 27
229920001400 block copolymer Polymers 0.000 claims abstract description 21
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 16
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims abstract description 13
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 13
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 10
229920001577 copolymer Polymers 0.000 claims abstract description 10
229930195733 hydrocarbon Natural products 0.000 claims abstract description 7
150000002430 hydrocarbons Chemical class 0.000 claims abstract description 7
238000000034 method Methods 0.000 claims description 26
230000015572 biosynthetic process Effects 0.000 claims description 10
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 8
239000004793 Polystyrene Substances 0.000 claims description 6
238000000576 coating method Methods 0.000 claims description 6
239000000178 monomer Substances 0.000 claims description 6
229920002223 polystyrene Polymers 0.000 claims description 6
239000004215 Carbon black (E152) Substances 0.000 claims description 5
HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical compound CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 claims description 4
ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical compound CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 claims description 4
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 4
239000011248 coating agent Substances 0.000 claims description 4
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 claims description 4
QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 claims description 4
UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 claims description 4
GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 claims description 4
CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 claims description 4
NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 claims description 2
JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 claims description 2
BAASNFXQVLIVQO-UHFFFAOYSA-N 2-methylpentane;3-methylpentane Chemical compound CCCC(C)C.CCC(C)CC BAASNFXQVLIVQO-UHFFFAOYSA-N 0.000 claims description 2
JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 2
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 2
239000001273 butane Substances 0.000 claims description 2
AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 claims description 2
239000001282 iso-butane Substances 0.000 claims description 2
GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 claims description 2
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 2
239000003209 petroleum derivative Substances 0.000 claims description 2
239000001294 propane Substances 0.000 claims description 2
RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims 2
DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 claims 1
230000000379 polymerizing effect Effects 0.000 claims 1
HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Polymers C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 claims 1
229920000642 polymer Polymers 0.000 abstract description 13
150000003440 styrenes Chemical class 0.000 abstract description 4
238000000465 moulding Methods 0.000 description 9
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
239000007900 aqueous suspension Substances 0.000 description 6
239000006260 foam Substances 0.000 description 6
239000003999 initiator Substances 0.000 description 6
238000010557 suspension polymerization reaction Methods 0.000 description 6
238000009835 boiling Methods 0.000 description 5
VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 4
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
239000000654 additive Substances 0.000 description 4
238000006116 polymerization reaction Methods 0.000 description 4
239000003381 stabilizer Substances 0.000 description 4
-1 such as Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 3
238000002156 mixing Methods 0.000 description 3
239000000203 mixture Substances 0.000 description 3
229920001993 poloxamer 188 Polymers 0.000 description 3
239000002685 polymerization catalyst Substances 0.000 description 3
239000000377 silicon dioxide Substances 0.000 description 3
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
239000004372 Polyvinyl alcohol Substances 0.000 description 2
230000009286 beneficial effect Effects 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
238000001035 drying Methods 0.000 description 2
YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 2
235000011187 glycerol Nutrition 0.000 description 2
SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
239000004620 low density foam Substances 0.000 description 2
239000000314 lubricant Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000155 melt Substances 0.000 description 2
229920002451 polyvinyl alcohol Polymers 0.000 description 2
238000009725 powder blending Methods 0.000 description 2
238000009834 vaporization Methods 0.000 description 2
230000008016 vaporization Effects 0.000 description 2
239000011701 zinc Substances 0.000 description 2
DEIGXXQKDWULML-UHFFFAOYSA-N 1,2,5,6,9,10-hexabromocyclododecane Chemical compound BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br DEIGXXQKDWULML-UHFFFAOYSA-N 0.000 description 1
XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
241000370685 Arge Species 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
239000004606 Fillers/Extenders Substances 0.000 description 1
229920000877 Melamine resin Polymers 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
229920002004 Pluronic® R Polymers 0.000 description 1
238000010793 Steam injection (oil industry) Methods 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
230000032683 aging Effects 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
125000001246 bromo group Chemical group Br* 0.000 description 1
239000000084 colloidal system Substances 0.000 description 1
230000007423 decrease Effects 0.000 description 1
150000004985 diamines Chemical class 0.000 description 1
150000002009 diols Chemical class 0.000 description 1
239000000975 dye Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
239000004794 expanded polystyrene Substances 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000003063 flame retardant Substances 0.000 description 1
230000035876 healing Effects 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
RKISUIUJZGSLEV-UHFFFAOYSA-N n-[2-(octadecanoylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC RKISUIUJZGSLEV-UHFFFAOYSA-N 0.000 description 1
239000002245 particle Substances 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
229920001983 poloxamer Polymers 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
230000002265 prevention Effects 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000004513 sizing Methods 0.000 description 1
239000007787 solid Substances 0.000 description 1
125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1

Landscapes

Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)

CA 2405376 2001-09-28 2002-09-26 Composes anti-mottants a utiliser avec les billes de polystyrene Expired - Fee Related CA2405376C (fr)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
US96710301A	2001-09-28	2001-09-28
US09/967,103		2001-09-28
US10/246,209		2002-09-18
US10/246,209 US6646018B2 (en)	2001-09-28	2002-09-18	Anti-lumping compounds for use with expandable polystyrene beads

Publications (2)

Publication Number	Publication Date
CA2405376A1 CA2405376A1 (fr)	2003-03-28
CA2405376C true CA2405376C (fr)	2006-09-19

Family

ID=26937795

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2405376 Expired - Fee Related CA2405376C (fr)	2001-09-28	2002-09-26	Composes anti-mottants a utiliser avec les billes de polystyrene

Country Status (2)

Country	Link
CA (1)	CA2405376C (fr)
MX (1)	MXPA02009408A (fr)

2002
- 2002-09-26 CA CA 2405376 patent/CA2405376C/fr not_active Expired - Fee Related
- 2002-09-26 MX MXPA02009408 patent/MXPA02009408A/es active IP Right Grant

Also Published As

Publication number	Publication date
MXPA02009408A (es)	2004-07-30
CA2405376A1 (fr)	2003-03-28

Legal Events

Date	Code	Title	Description
2002-09-26	EEER	Examination request
2008-09-26	MKLA	Lapsed

Publication	Publication Date	Title
US5905096A (en)	1999-05-18	Continuous production process of expandable styrene polymer beads
MXPA03010759A (es)	2005-09-08	Microesferas expandibles para aislamiento de espuma y metodos.
CA2115974A1 (fr)	1994-08-26	Polymeres gonflables de styrene, en granules, a teneur en eau reduite, et leur preparation
US5132330A (en)	1992-07-21	Method for manufacturing expandable styrene type polymer particles
US4990540A (en)	1991-02-05	Expandable styrene polymer of high oil resistance and preparation thereof
KR910008773B1 (ko)	1991-10-21	발포성 비닐리덴 클로라이드 조성물 및 그의 발포체
US5010111A (en)	1991-04-23	Flame resistant, expandable styrene polymers and foams, and flame retardants
US6646018B2 (en)	2003-11-11	Anti-lumping compounds for use with expandable polystyrene beads
US5166221A (en)	1992-11-24	Expandable styrene polymers, and aromatic-resistant foams produced therefrom
US4618468A (en)	1986-10-21	Method for controlling bead size in the production of expandable styrene polymers by suspension polymerization
US3361687A (en)	1968-01-02	Self-extinguishing finely divided expandable plastics compositions
EP0396046B1 (fr)	1996-07-24	Procédé pour préparer des particules polymères thermoplastiques expansibles
US4497912A (en)	1985-02-05	Fine particulate, expandable styrene polymers suitable for the production of rapidly mold-ejected cellular bodies
CA2405376C (fr)	2006-09-19	Composes anti-mottants a utiliser avec les billes de polystyrene
US4404293A (en)	1983-09-13	Self-extinguishing expandable polystyrene particles having an improved processability
JP2003335891A (ja)	2003-11-28	発泡性ポリスチレン系樹脂粒子、ポリスチレン系発泡成形体、およびその製造方法
JP3955782B2 (ja)	2007-08-08	スチレン系樹脂予備発泡粒子とその製造方法及び発泡樹脂成形品
CA1043950A (fr)	1978-12-05	Particules expansibles de polymeres de styrene
US20050208289A1 (en)	2005-09-22	Polystyrene foam article having a coating and a method for producing the same
US4407979A (en)	1983-10-04	Process for forming fast-cool vinyl aromatic expandable polymers
US5206271A (en)	1993-04-27	Expandable styrene polymers, and aromatic-resistant foams produced therefrom
JP5666796B2 (ja)	2015-02-12	スチレン系重合体粒子の製造方法
US4430449A (en)	1984-02-07	Fast-cool vinyl aromatic expandable polymers
JPS58120643A (ja)	1983-07-18	発泡性スチレン系樹脂組成物
JPS5915139B2 (ja)	1984-04-07	寸法安定性のよいスチレン系樹脂発泡体の製造方法