US20040247809A1 - Thermoplastic impermeable hollow body - Google Patents
Thermoplastic impermeable hollow body Download PDFInfo
- Publication number
- US20040247809A1 US20040247809A1 US10/491,905 US49190504A US2004247809A1 US 20040247809 A1 US20040247809 A1 US 20040247809A1 US 49190504 A US49190504 A US 49190504A US 2004247809 A1 US2004247809 A1 US 2004247809A1
- Authority
- US
- United States
- Prior art keywords
- hollow body
- polyvinyl alcohol
- film
- alcohol film
- thermoplastic material
- 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.)
- Abandoned
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/042—Coating with two or more layers, where at least one layer of a composition contains a polymer binder
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/048—Forming gas barrier coatings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/12—Chemical modification
- C08J7/123—Treatment by wave energy or particle radiation
-
- 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
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
- C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2429/00—Characterised 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 alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Derivatives of such polymer
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2429/00—Characterised 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 alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Derivatives of such polymer
- C08J2429/02—Homopolymers or copolymers of unsaturated alcohols
- C08J2429/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2433/00—Characterised 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 only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2433/04—Characterised 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 only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2463/00—Characterised by the use of epoxy resins; Derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2475/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2475/04—Polyurethanes
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
- Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
- Y10T428/1379—Contains vapor or gas barrier, polymer derived from vinyl chloride or vinylidene chloride, or polymer containing a vinyl alcohol unit
Definitions
- the present invention relates to an impermeable hollow body made of thermoplastic material.
- Impermeable hollow bodies made of thermoplastic materials have been known for a long time.
- fuel tanks made of thermoplastic material with a very low permeability to gaseous and liquid hydrocarbons are known.
- These known tanks can be essentially divided into two separate categories, namely tanks whose internal surface has been treated by means of a reactive gas (for example F 2 or SO 3 ) which modifies the properties of the plastic and makes the surface of the treated tanks impermeable, and tanks formed from a multilayer structure containing an internal layer made of a barrier material, which is generally thin and not very strong from the mechanical standpoint, the barrier material preventing the permeation of the hydrocarbons.
- a reactive gas for example F 2 or SO 3
- Patent GB-1 006 622 which describes a method for improving the adhesion properties of thin polypropylene films intended for packaging, by coating these films with a polyvinyl alcohol layer protected by an epoxy coating (“Treatment 4”, page 9, line 18).
- thermoplastic material that is impermeable to hydrocarbons and does not require treatment by means of highly reactive gases, such as fluorine or sulphur trioxide, nor the necessary complex use of multilayer structures containing a barrier layer within the structure.
- the invention relates to a hollow body made of thermoplastic material, comprising at least one polyolefin and coated on at least one of its faces and at least part of its surface with a polyvinyl alcohol film, in which the film has a water permeability and a water solubility that are greatly reduced owing to the crosslinked state of its molecules caused by means of a chemical agent chosen from esterification and acetalization agents and/or by the presence of a protective layer that covers it at its interface with the atmosphere.
- the term “hollow body” denotes any structure whose surface has at least one empty or concave part.
- the hollow body is understood here to mean a closed structure intended to contain a liquid and/or a gas.
- Particularly preferred are containers and tanks.
- the hollow bodies according to the invention are particularly well suited to their use as fuel tank, especially those present on—or intended to be fitted into—motor vehicles.
- they also mean the various accessories that may be associated with these hollow bodies, and also interfaces for connecting these accessories to the hollow bodies.
- Such accessories are, for example, fluid-drawing modules and pumps, canisters, valves and pipework associated with the hollow body, which are fixed to this hollow body or are simply connected thereto.
- the hollow body according to the invention is a hollow body of very low permeability to liquid or gaseous fuels, particularly to hydrocarbons and to alcohols containing less than 10 carbon atoms, and also to mixtures thereof.
- the hollow bodies according to the invention make it possible to limit accumulative transmission over a total of 24 hours to less than 2 g of hydrocarbons and/or alcohols.
- thermoplastic material is understood to mean any material comprising at least one polymer that may be temporarily formed by at least one heat treatment.
- polymer is understood to mean both homo-polymers and copolymers (especially binary or ternary copolymers). Examples of such copolymers are, non-limitingly, random copolymers, linear block copolymers, other block copolymers and graft copolymers.
- Thermoplastic polymers also comprise thermoplastic elastomers, and blends thereof.
- thermoplastic polymer or copolymer whose melting point is below the decomposition temperature is suitable.
- Synthetic thermoplastic materials having a melting range spread over at least 10 degrees Celsius are particular suitable. Examples of such materials are those exhibiting polydispersity in their molecular mass.
- polyolefins grafted polyolefins, thermoplastic polyesters, polyketones, polyamides and copolymers thereof may be found in the hollow body.
- a copolymer often used is the copolymer ethylene-vinyl alcohol (EVOH).
- EVOH ethylene-vinyl alcohol
- a blend of polymers or copolymers may also be used, as may a blend of polymeric materials with inorganic, organic and/or natural fillers such as, for example, but not limitingly, carbon, salts and other inorganic derivatives, and natural or polymeric fibres.
- thermoplastic material of the hollow body according to the invention comprises at least one polyolefin.
- this polyolefin is polyethylene.
- High-density polyethylene (HDPE) has given excellent results.
- the thermoplastic material is coated on at least one of its faces and at least part of its surface with a polyvinyl alcohol film.
- the coating may be produced over all of one face or of both faces of a hollow body. It may also be only located on part of its surface, at the places requiring a higher degree of impermeabilization.
- Polyvinyl alcohol is usually manufactured by hydrolysing polyvinyl acetate.
- polyvinyl alcohol may also contain a certain proportion of acetate groups that have not been hydrolysed during its manufacture.
- the amount of polyvinyl alcohol present in the thermoplastic material of the hollow bodies according to the invention may vary within a certain range depending on its degree of hydrolysis. Degrees of hydrolysis corresponding to at least 80%, and preferably at least 95%, of the total number of acetate groups being hydrolysed are, for example, very suitable for the films covering the thermoplastic material of the hollow bodies according to the invention.
- the polyvinyl alcohol film covering the thermoplastic material of the hollow body according to the invention has the advantage of having a permeability to water and a solubility in water that are greatly reduced. These particular properties stem directly from a particular state of the polyvinyl alcohol film that is crosslinked by a chemical agent or, alternatively, is covered at its interface with the external atmosphere by a protective layer that insulates the polyvinyl alcohol film from the water vapour in the atmosphere, and also from water that may be contained inside the hollow body. It is also possible at the same time to combine the crosslinked state, caused by a chemical agent, and the protective layer covering the polyvinyl alcohol film.
- thermoplastic material includes an adhesion promoter.
- This promoter may be distributed within the thickness of the wall of the hollow body or, on the contrary, it may be present only in its surface part in the vicinity of the polyvinyl alcohol film.
- adhesion promoter Any composition capable of enhancing the adhesion properties of the polyvinyl alcohol film to the substrate comprising a polyolefin is suitable as adhesion promoter.
- One adhesion promoter that has given good results is an acid peroxide or a polyolefin grafted by at least one polar group.
- Particularly suitable polar groups are carboxylic groups.
- Polyethylene grafted by an anhydride, in particular maleic anhydride has given excellent results.
- Another beneficial variant for promoting adhesion is the presence of acid sites at the interface with the thermoplastic material. These acid sites are particularly advantageous when the polyvinyl alcohol film is crosslinked by an ester.
- this may be a layer that comprises a flexible epoxy, a polyurethane varnish or an acrylic paint.
- esterification and acetalization agents are chosen from any composition that comprises at least one chemical compound capable of reacting with at least the surface molecules of the polyvinyl alcohol film in order to produce, respectively, either ester groups or acetal groups with the hydroxyl groups present on the carbon chains of these molecules.
- the chemical crosslinking agent is an esterification agent.
- esterification agents that may be chosen include acetic acid, ethylhexyl glycidyl ether, long-chain organic acids or diacids and acid chlorides thereof, isocyanates and urea.
- long-chain organic acids or diacids is understood to mean aliphatic and/or aromatic carboxylic acids containing at least one carbon chain with at least 8 carbon atoms.
- esterification agent that has given excellent results is acetic acid.
- the invention also relates to a process for impermeabilizing a hollow body made of thermoplastic material comprising at least one polyolefin, in which, in a first step, the surface of the hollow body is firstly coated with a polyvinyl alcohol film and, in a second step, the polyvinyl alcohol film is made insoluble and impermeable by crosslinking the polyvinyl alcohol molecules by means of a chemical agent and/or by depositing an epoxy coating on the film.
- One particularly advantageous method of implementing the process according to the invention consists in activating the adhesion of the polyvinyl alcohol film.
- One method of activation that is very suitable is the localized generation of heat. Any means capable of generating heat at the interface between the polyvinyl alcohol film and the thermoplastic substrate present in the hollow body may be used. Localized heat generation may take place, for example, by a stream of hot air directed onto the polyvinyl alcohol film or by scanning the surface of the polyvinyl alcohol film covering the thermoplastic substrate with electromagnetic radiation of suitable wavelength in order to generate heat by absorption in the polymers.
- the localized heat generation takes place by scanning the surface of the polyvinyl alcohol film covering the thermoplastic substrate with infrared radiation or laser radiation of wavelength at most equal to 15 000 nm. It is also usually suitable for the infrared radiation or the laser radiation used for scanning the surface to have a wavelength of at least 500 nm.
- Another preferred method of localized heat generation is the use of a plasma in the gaseous atmosphere directly in contact with the polyvinyl alcohol film. All types of plasma and the methods for generating them that are compatible with the operating conditions of coating the surface of the hollow body with the polyvinyl alcohol film are suitable.
- a vacuum plasma is preferred, for example an argon plasma, a nitrogen plasma or a plasma consisting of an argon/nitrogen mixture.
- a plasma as localized heat generator may also be combined with prior generation of acid sites as explained above.
- This generation of acid sites may advantageously be carried out also by means of a plasma.
- a CO 2 plasma is used in this case.
- the step of coating the surface of the hollow body with polyvinyl alcohol may be carried out by any method or technique capable of producing a polyvinyl alcohol film coating of uniform thickness.
- One technique that has given good results is that consisting in spraying the surface to be coated with an aqueous polyvinyl alcohol solution and then in drying the coated hollow body for the purpose of evaporating the water of the solvent. It is very suitable to dry by means of hot air.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Laminated Bodies (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Details Of Rigid Or Semi-Rigid Containers (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Paints Or Removers (AREA)
- Materials For Medical Uses (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0113627A FR2831172A1 (fr) | 2001-10-19 | 2001-10-19 | Corps creux impermeable en materiau thermoplastique et procede pour sa fabrication |
FR0113627 | 2001-10-19 | ||
PCT/EP2002/011814 WO2003035727A1 (fr) | 2001-10-19 | 2002-10-18 | Corps creux impermeable en materiau thermoplastique |
Publications (1)
Publication Number | Publication Date |
---|---|
US20040247809A1 true US20040247809A1 (en) | 2004-12-09 |
Family
ID=8868576
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/491,905 Abandoned US20040247809A1 (en) | 2001-10-19 | 2002-10-18 | Thermoplastic impermeable hollow body |
Country Status (9)
Country | Link |
---|---|
US (1) | US20040247809A1 (ko) |
EP (1) | EP1448680B1 (ko) |
JP (1) | JP2005519140A (ko) |
KR (1) | KR20040045835A (ko) |
CN (1) | CN1250617C (ko) |
AT (1) | ATE334163T1 (ko) |
DE (1) | DE60213453D1 (ko) |
FR (1) | FR2831172A1 (ko) |
WO (1) | WO2003035727A1 (ko) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20060042749A1 (en) * | 2004-08-27 | 2006-03-02 | Ryuji Ideno | Process of producing hollow shaped articles |
WO2007047475A2 (en) * | 2005-10-14 | 2007-04-26 | Advanced Plastics Technologies Luxembourg S.A. | Methods of forming multilayer articles by surface treatment applications |
WO2006113561A3 (en) * | 2005-04-18 | 2007-04-26 | Advanced Plastics Technologies | Water-resistant coated articles and methods of making same |
US20070246472A1 (en) * | 2004-05-14 | 2007-10-25 | Inergy Auto.Systems Research (Societe Anonyme) | Method for Preparing a Hollow Element of a Fuel System |
US20090101656A1 (en) * | 2004-12-15 | 2009-04-23 | Inergy Automotive Sys. Research (Societe Anonyme | System for storing an additive and for injecting it into engine exhaust gases |
US20140113080A1 (en) * | 2007-12-26 | 2014-04-24 | Centre National De La Recherche Scientifique (Cnrs) | Film having water, grease, gas and water vapor barrier properties |
DE102019102340A1 (de) | 2019-01-30 | 2020-07-30 | Leibniz-Institut Für Polymerforschung Dresden E.V. | Verfahren zur modifizierung von oberflächen |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100744763B1 (ko) * | 2005-11-04 | 2007-08-01 | 김지현 | 불용성 폴리비닐 알콜(pva) 필름이 형성된 이형지의 제조 방법 |
JP4877934B2 (ja) * | 2006-05-10 | 2012-02-15 | 麒麟麦酒株式会社 | ガスバリア性プラスチック容器用のプリフォーム及びガスバリア性プラスチック容器の製造方法 |
CN101492552B (zh) * | 2008-01-22 | 2012-11-21 | 包旺科技包材股份有限公司 | 具高渗透阻隔性之改性聚酰胺组成物及该对象之制法 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3294577A (en) * | 1963-08-02 | 1966-12-27 | Union Carbide Corp | Barrier coated thermoplastic olefin high polymer substrates |
US5334314A (en) * | 1989-12-01 | 1994-08-02 | Deutsche Carbone Ag | Composition membrane for separating water from fluids containing organic components by means of pervaporation |
US5508113A (en) * | 1994-11-18 | 1996-04-16 | Mobil Oil Corp. | PVOH-based coating composition coated polymeric film |
US5776618A (en) * | 1996-07-25 | 1998-07-07 | Mobil Oil Corporation | Barrier film structures |
US6884482B2 (en) * | 2001-03-27 | 2005-04-26 | Kuraray Co., Ltd. | Fuel container having excellent gasoline barrier properties |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3040693B2 (ja) * | 1995-05-30 | 2000-05-15 | 住友ベークライト株式会社 | 透明導電積層フイルム |
FR2776228B1 (fr) * | 1998-03-20 | 2000-05-19 | Solvay | Corps creux multicouche en matiere thermoplastique |
ATE271983T1 (de) * | 2000-02-07 | 2004-08-15 | Ti Automotive Technology Ct Gm | Mehrschichtkraftstoffbehälter |
-
2001
- 2001-10-19 FR FR0113627A patent/FR2831172A1/fr active Pending
-
2002
- 2002-10-18 DE DE60213453T patent/DE60213453D1/de not_active Expired - Lifetime
- 2002-10-18 EP EP02774743A patent/EP1448680B1/fr not_active Expired - Lifetime
- 2002-10-18 CN CNB028206371A patent/CN1250617C/zh not_active Expired - Fee Related
- 2002-10-18 US US10/491,905 patent/US20040247809A1/en not_active Abandoned
- 2002-10-18 AT AT02774743T patent/ATE334163T1/de not_active IP Right Cessation
- 2002-10-18 JP JP2003538239A patent/JP2005519140A/ja active Pending
- 2002-10-18 KR KR10-2004-7005573A patent/KR20040045835A/ko not_active Application Discontinuation
- 2002-10-18 WO PCT/EP2002/011814 patent/WO2003035727A1/fr active IP Right Grant
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3294577A (en) * | 1963-08-02 | 1966-12-27 | Union Carbide Corp | Barrier coated thermoplastic olefin high polymer substrates |
US5334314A (en) * | 1989-12-01 | 1994-08-02 | Deutsche Carbone Ag | Composition membrane for separating water from fluids containing organic components by means of pervaporation |
US5508113A (en) * | 1994-11-18 | 1996-04-16 | Mobil Oil Corp. | PVOH-based coating composition coated polymeric film |
US5776618A (en) * | 1996-07-25 | 1998-07-07 | Mobil Oil Corporation | Barrier film structures |
US6884482B2 (en) * | 2001-03-27 | 2005-04-26 | Kuraray Co., Ltd. | Fuel container having excellent gasoline barrier properties |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070246472A1 (en) * | 2004-05-14 | 2007-10-25 | Inergy Auto.Systems Research (Societe Anonyme) | Method for Preparing a Hollow Element of a Fuel System |
US20060042749A1 (en) * | 2004-08-27 | 2006-03-02 | Ryuji Ideno | Process of producing hollow shaped articles |
US7387699B2 (en) * | 2004-08-27 | 2008-06-17 | Mitsubishi Gas Chemical Company, Inc. | Process of producing hollow shaped articles |
US20090101656A1 (en) * | 2004-12-15 | 2009-04-23 | Inergy Automotive Sys. Research (Societe Anonyme | System for storing an additive and for injecting it into engine exhaust gases |
US7818961B2 (en) | 2004-12-15 | 2010-10-26 | Inergy Automotive Systems Research (Societe Anonyme) | System for storing an additive and for injecting it into engine exhaust gases |
WO2006113561A3 (en) * | 2005-04-18 | 2007-04-26 | Advanced Plastics Technologies | Water-resistant coated articles and methods of making same |
JP2008536731A (ja) * | 2005-04-18 | 2008-09-11 | アドバンスド プラスティックス テクノロジーズ ルクセンブルク エスアー | 耐水性の塗布物およびその製造方法 |
WO2007047475A2 (en) * | 2005-10-14 | 2007-04-26 | Advanced Plastics Technologies Luxembourg S.A. | Methods of forming multilayer articles by surface treatment applications |
WO2007047475A3 (en) * | 2005-10-14 | 2007-12-06 | Advanced Plastics Technologies | Methods of forming multilayer articles by surface treatment applications |
US20140113080A1 (en) * | 2007-12-26 | 2014-04-24 | Centre National De La Recherche Scientifique (Cnrs) | Film having water, grease, gas and water vapor barrier properties |
US9255193B2 (en) * | 2007-12-26 | 2016-02-09 | Centre Technique Du Papier | Film having water, grease, gas and water vapor barrier properties |
DE102019102340A1 (de) | 2019-01-30 | 2020-07-30 | Leibniz-Institut Für Polymerforschung Dresden E.V. | Verfahren zur modifizierung von oberflächen |
Also Published As
Publication number | Publication date |
---|---|
EP1448680A1 (fr) | 2004-08-25 |
ATE334163T1 (de) | 2006-08-15 |
EP1448680B1 (fr) | 2006-07-26 |
DE60213453D1 (de) | 2006-09-07 |
CN1571809A (zh) | 2005-01-26 |
CN1250617C (zh) | 2006-04-12 |
JP2005519140A (ja) | 2005-06-30 |
KR20040045835A (ko) | 2004-06-02 |
WO2003035727A1 (fr) | 2003-05-01 |
FR2831172A1 (fr) | 2003-04-25 |
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