WO2001057100A1 - Ultra-clean fluoropolymers - Google Patents

Ultra-clean fluoropolymers Download PDF

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Publication number
WO2001057100A1
WO2001057100A1 PCT/US2000/025591 US0025591W WO0157100A1 WO 2001057100 A1 WO2001057100 A1 WO 2001057100A1 US 0025591 W US0025591 W US 0025591W WO 0157100 A1 WO0157100 A1 WO 0157100A1
Authority
WO
WIPO (PCT)
Prior art keywords
fluoropolymer
ions
composition
peroxide
article
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.)
Ceased
Application number
PCT/US2000/025591
Other languages
English (en)
French (fr)
Inventor
Werner M. A. Grootaert
Georg Burkard
William D. Coggio
Klaus Hintzer
Bernhard Hirsch
Robert E. Kolb
Albert Killich
Gernot Loehr
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.)
Dyneon LLC
Original Assignee
Dyneon LLC
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=23969256&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2001057100(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Dyneon LLC filed Critical Dyneon LLC
Priority to EP00965125A priority Critical patent/EP1276779B1/en
Priority to DE60027026T priority patent/DE60027026T2/de
Priority to JP2001557931A priority patent/JP4777575B2/ja
Priority to CA002399577A priority patent/CA2399577A1/en
Priority to AU2000275896A priority patent/AU2000275896A1/en
Publication of WO2001057100A1 publication Critical patent/WO2001057100A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D127/00—Coating compositions based on 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 a halogen; Coating compositions based on derivatives of such polymers
    • C09D127/02—Coating compositions based on 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 a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D127/12—Coating compositions based on 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 a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C09D127/18—Homopolymers or copolymers of tetrafluoroethene
    • 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
    • C08F14/00—Homopolymers and 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 a halogen
    • C08F14/18—Monomers containing fluorine
    • 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
    • C08F6/00—Post-polymerisation treatments
    • C08F6/14—Treatment of polymer emulsions
    • C08F6/16—Purification
    • 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
    • C08F6/00—Post-polymerisation treatments
    • C08F6/14—Treatment of polymer emulsions
    • C08F6/22—Coagulation
    • 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
    • C08K5/14—Peroxides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L27/00—Compositions 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 a halogen; Compositions of derivatives of such polymers
    • C08L27/02—Compositions 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/12—Compositions 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C08L27/18—Homopolymers or copolymers or tetrafluoroethene
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D127/00—Coating compositions based on 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 a halogen; Coating compositions based on derivatives of such polymers
    • C09D127/02—Coating compositions based on 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 a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D127/12—Coating compositions based on 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 a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L27/00—Compositions 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 a halogen; Compositions of derivatives of such polymers
    • C08L27/02—Compositions 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/12—Compositions 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms

Definitions

  • Nitrile-containing cure site monomers may also be used.
  • anionic stabilization is provided by anionic endgroups , mostly -COOH- and -0S0 3 H- groups, and by the adsorbed anionic emulsifier such as PFOA.
  • anionic endgroups mostly -COOH- and -0S0 3 H- groups
  • anionic emulsifier such as PFOA.
  • Such anionically stabilized dispersions tend to coagulate readily in an anion exchange bed and thus jam the ion exchange bed. Therefore, the treatment of an anionically stabilized dispersion with an anion exchanger is considered to be technically not feasible, in particular at higher concentrations.
  • the cationic and anionic exchange processes are similar.
  • the polymer latex is ion exchanged by passing the dispersion through a column packed with the desired exchange resin (dimension of the column: diameter 6 cm, height 30 cm) .
  • the latex can be delivered to the column by any means typical for a chromatographic procedure, e.g. gravity feed, static siphon or an automatic pumping system.
  • the particular method used to pass the dispersion through the column is not critical.
  • the elution rate should not exceed 3 times the bed volume/hour.
  • the dispersion after anionic exchange from Example 1 was treated in a similar manner with 400 ml of the cationic exchange resin.
  • the exchanged dispersion had a pH of 3.
  • the polymer was isolated from the dispersion by freeze coagulation.
  • the polymer resin was analyzed by ICP as described above.
  • the cation contents are listed in Table 2 and are compared to the polymer obtained via freeze coagulation from a not ion exchanged dispersion and, additionally, compared with a polymer obtained by MgCl - coagulation to demonstrate the advantage of ion-free coagulation methods.
  • the pressurized latex was fed to a nozzle (from the homogenizer as described in US-A-5 463 021) and there expanded to normal pressure.
  • the resulting coagulate was washed and dewatered in a filterpress.
  • the aqueous filtrate contained 0.5% of solids.
  • Example 5 Example 4 was repeated with carbon dioxide instead of nitrogen and pressurized at 40 °C to 100 bar.
  • the aqueous filtrate contained 0.3 % of solids.
  • Examples 6 to 10 These samples demonstrate the purity of peroxide cured samples for different compositions with respect to the elastomer and the use of partially crystalline fluoropolymer fillers.
  • the materials were purified according to the inventive procedure as described in Examples 1 and 2.
  • the resins were recovered by freeze coagulation (Examples 6, 7 and 10) or mechanical coagulation (Examples 8 and 9) .
  • Table 4 identifies the used formulations for the curing with and without organo-onium compounds and the curing performance.
  • Table 5 lists some extraction datas of the cured materials and shows a very low content of extractible ions.
  • compositions contain 100 parts of elastomer, "125 parts” means 100 parts of elastomer + 25 parts of filler, (a) means compositions without and (b) with onium salt Onl or 0n2.
  • Onl triphenylbenzyl phosphonium/chloride (neat) .
  • On2 is Triphenylbenzyl phosphonium/chloride (neat) /methanol 50% solution
  • Table 5 Extraction data in ng/g of cured samples in ultra-pure water. Leaching volume: 250 ml, sample weight: 10 g cut-outs of sheets of 2 mm thickness, leaching time: 14 days at 85 °C , , o, , e, , , n, n, 4 are e ow detection limits.
  • Compression set 20.4% Extraction studies in ultra-pure water at 85 °C after 14 days (sample weight: 2 g, leaching volume: 500 ml) resulted in a content of 50 ⁇ g/L ammonium and 15 ⁇ g/L fluoride. Al, Cu, Mg, Zn, Fe, Ni, Ca, K, sulfate, chloride are below detection limit.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
PCT/US2000/025591 2000-02-01 2000-09-18 Ultra-clean fluoropolymers Ceased WO2001057100A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP00965125A EP1276779B1 (en) 2000-02-01 2000-09-18 Process for preparing an ultra-clean fluoropolymer
DE60027026T DE60027026T2 (de) 2000-02-01 2000-09-18 Verfahren zur herstellung von einem ultrareinen fluorpolymer
JP2001557931A JP4777575B2 (ja) 2000-02-01 2000-09-18 超清浄なフルオロポリマー
CA002399577A CA2399577A1 (en) 2000-02-01 2000-09-18 Ultra-clean fluoropolymers
AU2000275896A AU2000275896A1 (en) 2000-02-01 2000-09-18 Ultra-clean fluoropolymers

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/495,600 US6720360B1 (en) 2000-02-01 2000-02-01 Ultra-clean fluoropolymers
US09/495,600 2000-02-01

Publications (1)

Publication Number Publication Date
WO2001057100A1 true WO2001057100A1 (en) 2001-08-09

Family

ID=23969256

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2000/025591 Ceased WO2001057100A1 (en) 2000-02-01 2000-09-18 Ultra-clean fluoropolymers

Country Status (8)

Country Link
US (2) US6720360B1 (https=)
EP (2) EP1661922B1 (https=)
JP (2) JP4777575B2 (https=)
AT (1) ATE321793T1 (https=)
AU (1) AU2000275896A1 (https=)
CA (1) CA2399577A1 (https=)
DE (1) DE60027026T2 (https=)
WO (1) WO2001057100A1 (https=)

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EP1227109A3 (en) * 2001-01-26 2002-10-02 Kureha Chemical Industry Co., Ltd. Purified Vinylidene fluoride polymer and suspensio polymerization process
WO2002088248A1 (en) * 2001-04-24 2002-11-07 3M Innovative Properties Company Peroxide curable fluorelastomer compositions
WO2003051988A3 (en) * 2001-12-13 2003-11-13 3M Innovative Properties Co Aqueous dispersions of fluoropolymers, method of reducing the fluorine surfactant concentration
EP1364972A1 (en) * 2002-05-22 2003-11-26 3M Innovative Properties Company Process for reducing the amount of fluorinated surfactant in aqueous fluoropolymer dispersions
US6657012B2 (en) 2000-09-18 2003-12-02 3M Innovative Properties Company Metal amine complex containing fluoropolymer compositions
WO2004011510A1 (en) * 2002-07-29 2004-02-05 3M Innovative Properties Company Ultraclean fluoroelastomer suitable for use in the manufacturing of electronic components
US6833403B1 (en) 1998-12-11 2004-12-21 3M Innovative Properties Company Aqueous dispersions of fluoropolymers
WO2005066218A1 (en) * 2003-12-30 2005-07-21 3M Innovative Properties Company Fluoropolymer coagulation method and composition
WO2006127226A1 (en) * 2005-05-25 2006-11-30 Gore Enterprise Holdings, Inc. High purity perfluoroelastomer composites and a process to produce the same
WO2006127218A1 (en) * 2005-05-25 2006-11-30 Gore Enterprise Holdings, Inc. High purity transparent perfluoroelastomer parts and a process to produce the same
US7208553B2 (en) 2001-04-30 2007-04-24 3M Innovative Properties Company Fluoropolymer curing system
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WO2023208919A1 (en) 2022-04-28 2023-11-02 Röhm Gmbh Poly(meth)acrylat impact modifier with reduced metal ion content and method for its production

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US7468403B2 (en) 2002-11-29 2008-12-23 Daikin Industries, Ltd. Method for purification of aqueous fluoropolymer emulsions, purified emulsions, and fluorine-containing finished articles
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ATE321793T1 (de) 2006-04-15
JP2007327074A (ja) 2007-12-20
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EP1661922A3 (en) 2009-02-18
JP2003522232A (ja) 2003-07-22
US6720360B1 (en) 2004-04-13
US6933357B2 (en) 2005-08-23
DE60027026D1 (de) 2006-05-18
AU2000275896A1 (en) 2001-08-14
EP1276779A1 (en) 2003-01-22
DE60027026T2 (de) 2006-12-14
US20040167236A1 (en) 2004-08-26

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