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EP1090067A1 - Compositions d'absorption acoustique contenant un constituant polymere issu de peinture recyclee - Google Patents

Compositions d'absorption acoustique contenant un constituant polymere issu de peinture recyclee

Info

Publication number
EP1090067A1
EP1090067A1 EP99921356A EP99921356A EP1090067A1 EP 1090067 A1 EP1090067 A1 EP 1090067A1 EP 99921356 A EP99921356 A EP 99921356A EP 99921356 A EP99921356 A EP 99921356A EP 1090067 A1 EP1090067 A1 EP 1090067A1
Authority
EP
European Patent Office
Prior art keywords
composition
acoustic dampening
recycled paint
layer
paint polymer
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.)
Withdrawn
Application number
EP99921356A
Other languages
German (de)
English (en)
Inventor
Luke Strzegowski
James F. Hubert
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.)
Henkel Corp
Original Assignee
Henkel 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.)
Filing date
Publication date
Application filed by Henkel Corp filed Critical Henkel Corp
Publication of EP1090067A1 publication Critical patent/EP1090067A1/fr
Withdrawn legal-status Critical Current

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
    • C08J11/00—Recovery or working-up of waste materials
    • C08J11/04—Recovery or working-up of waste materials of polymers
    • C08J11/06—Recovery or working-up of waste materials of polymers without chemical reactions
    • 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
    • C08J11/00—Recovery or working-up of waste materials
    • 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
    • C08K5/15—Heterocyclic compounds having oxygen in the ring
    • C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
    • C08K5/1535—Five-membered rings
    • C08K5/1539—Cyclic anhydrides
    • 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
    • C08J2333/00—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
    • C08J2333/04—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
    • C08J2333/06—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 of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C08J2333/10—Homopolymers or copolymers of methacrylic acid esters
    • C08J2333/12—Homopolymers or copolymers of methyl methacrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2207/00—Properties characterising the ingredient of the composition
    • C08L2207/20—Recycled plastic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/10—Homopolymers or copolymers of methacrylic acid esters
    • C08L33/12—Homopolymers or copolymers of methyl methacrylate

Definitions

  • the present invention pertains to plastisol compositions based on acrylic resins such as polymethyl methacrylates which are capable of being sprayed
  • the invention relates to the use of recycled paint polymer containing uncured resin to improve the acoustic dampening performance of such plastisols.
  • PVC polyvinyl chloride
  • the invention provides a plastisol composition useful for suppressing
  • the composition is comprised of one or more acrylic resins such as
  • Damping constructions comprising at least one layer of the plastisol composition applied to a vibratory solid article are also provided. Additionally provided is a method of coating a vibratory solid
  • said method comprising applying at least one layer of the aforedescribed plastisol composition to said
  • a coating obtained by gelling (curing) the plastisol composition is also furnished by the present invention.
  • Figure I is a graph showing the relationship between loss factor and
  • the plastisol composition contains an effective amount of one or more acrylic resins, i.e., polymers formed by polymerization of monomers based on ⁇ , ⁇ -unsatu rated carboxylic acids. Such monomers may be homopolymerized or copolymerized, either with other monomers based on ⁇ , ⁇ -unsaturated
  • carboxylic acids or with other types of monomers such as olefins, vinyl esters,
  • the monomer is an ester of an alpha, beta-unsatu rated monocarboxylic acid, particularly a lower alkyl
  • ester e.g., methyl, ethyl, propyl, butyl, including both straight chain and
  • esters of acrylic acid and methacrylic acid are used.
  • C, - C 10 aliphatic esters especially C, - C 10 aliphatic esters. Particularly useful are methyl
  • the acrylic resin is desirably a thermoplastic rather than a thermoset, although lightly cross-linked acrylic resins may also be employed.
  • the glass transition temperature of the acrylic resin used in the invention is preferably at least about 80° C, more preferably at least about 100° C, most preferably at least about 120° C.
  • the acoustic damping properties of the cured plastisol composition generally improve as glass transition temperature increases.
  • the use of acrylic resins having lower glass transition temperatures may, however, improve certain other properties such as elongation.
  • the acrylic resin typically will have a number average molecular weight in the range of about 40,000 to 2,000,000 and may be made by conventional suspension or emulsion free radical polymerization.
  • the acrylic resin is in the form of fine particles or a powder when used to prepare the plastisol composition.
  • the particle morphology e.g., surface area, particle size and distribution, porosity
  • Particle sizes of from about 0.1 to about 500 microns are generally suitable.
  • the amount of acrylic resin in the plastisol composition is not believed to be particularly critical, with the optimum amount varying greatly depending upon the acrylic resin selected, the relative amounts of the other components as well as the properties desired in the cured plastisol, typically from about 10 to about 50% by weight of the plastisol composition will be acrylic resin.
  • a critical feature of the present invention is the incorporation of an amount of a recycled paint polymer containing uncured resin effective to improve the 5 acoustic activity of the plastisol composition as compared to a comparable plastisol composition containing an amount of acrylic resin equal to the total amount of acrylic resin plus recycled paint polymer in the plastisol composition of the present invention.
  • sufficient recycled paint polymer must be substituted for acrylic resin in the formulation so as to improve the sound deadening performance of the resulting plastisol composition when cured. While this minimum amount will vary from one plastisol formulation to another depending upon a number of factors, typically at least about 1% of the plastisol composition by weight will be recycled paint polymer. Generally speaking, no more than about 25% of the plastisol composition is recycled paint polymer, although higher levels could be utilized if so desired.
  • paints which are commonly employed include thermosetting modified alkyd resins and acrylic resins.
  • the latter resins typically consist of acrylic-melamine or acrylic-isocyanic acid copolymers.
  • the modified 6 alkyd resins are generally obtained from polyalcohols, polybasic acids such as phthalic acids, and monobasic fatty acids and are used in combination with cross-linking agents such as amino resins (including urea and melamine resins).
  • Other paint resin systems frequently used in the automotive industry include phenolic resins, polyurethanes, epoxy resins, and hybrid systems such as acrylic/amino, acrylic/epoxy, alkyd/acrylic, alkyd/epoxy, and polyester/epoxy resin combinations.
  • the recycled paint polymer has been recovered from an automotive finishing operation and is comprised of an acrylic resin.
  • the paint sludge may be processed to remove, or reduce the level of, certain components.
  • the paint sludge may be detackified (i.e., treated with detackification agents) or concentrated or dried by heating or the like to remove water and other volatiles.
  • the recycled paint polymer has a volatiles content of less than 1% by weight.
  • the recycled paint polymer is in the form of a sludge powder.
  • the recycled paint polymer is in putty form (as descibed, for example, in U.S. Pat. No. 5,880,218). It is important, however, that this further processing not render the uncured resin in the recycled paint polymer unreactive. For this reason, the addition of a base to the recycled paint polymer in order to decatalyze said polymer, as described in U.S. Pat. No, 5,880,218, is preferably avoided.
  • Recycled paint polymer products suitable for use in the present invention 7 are also available from commercial sources such as EPI of Toledo, Ohio, which markets such a material under the trademark "EPIMER 200P".
  • One or more plasticizers are also present in the plastisol composition and are used in an amount effective to provide a workable viscosity. That is, sufficient plasticizer is utilized to permit the solid components of the composition
  • plasticizer e.g., acrylic resin, fillers
  • amount and type of plasticizer(s) selected may also be readily varying to impart the desired acoustic and other properties to the final cured plastisol coating.
  • plasticizer levels will range from about 10% to about 60% by weight of the plastisol composition.
  • Suitable plasticizers are generally any of the plasticizers known in the art to be effective in plasticizing plastisol compositions.
  • Phthalates particularly alkyl and aryl phthalates such as dibutyl phthalate, dioctyl phthalate, benzylbutyl phthalate, dibenzyl phthalate, diisononyl phthalate (DINP), diisodecyl phthalate
  • plasticizers such as C3-C24 esters of adipic, azelaic, sebacic, trimellitic, citric and phosphoric acid, alkyl esters of fatty acids, alkyl sulfonic acid esters of phenols, epoxidized triglycerides, dibenzyl toluene, or diphenylether are also suitable. Mixtures of plasticizers may also, of course, be used.
  • the selection criteria for the plasticizers preferably used are determined on the one hand by the types and amounts of the acrylic resin, recycled paint polymer, and filler, and on the other hand by the viscosity and gelation conditions of the plastisol and by 8 the acoustic properties and other characteristics desired in the cured coating.
  • the plastisol compositions of the present invention also will generally contain one or more different fillers. Fillers may be used to improve the weathering characteristics, reduce the surface tack, or increase the hardness of the fused plastisol film.
  • any of the known plastisol fillers may be employed including without limitation, titanium dioxide, diatomaceous earth, calcium carbonate (which may be coated, ground, and/or precipitated), calcium oxide (which may also function as a drying agent), mica, vermiculite, heavy spar, carbon black (which may also function as a pigment), silica (e.g., fumed silica, sand), clay, talc, alumina, bentonite, glass (in the form of powder, fibers, beads, including hollow microspheres, or the like), expanded and/or expandable thermoplastic resin microspheres and the like.
  • Typical filler levels will range from about 5 to about 50% by weight of the plastisol composition.
  • the plastisols according to the invention may also contain one or more reactive additives in addition to the recycled paint polymer (which may itself contain reactive components) such as, for example, thermosettable resins such as epoxy resins, melamine-aldehyde resins, polyfunctional isocyanates, phenolic resins (e.g., phenol-aldehyde resins) and the like. Typical levels of reactive additives are from about 0.5 to about 5 percent by weight of the plastisol composition. Curatives, crosslinking agents and/or catalysts may be used to harden or cure the reactive additives.
  • reactive additives in addition to the recycled paint polymer (which may itself contain reactive components) such as, for example, thermosettable resins such as epoxy resins, melamine-aldehyde resins, polyfunctional isocyanates, phenolic resins (e.g., phenol-aldehyde resins) and the like. Typical levels of reactive additives are from about 0.5 to about 5 percent by weight of the plast
  • polyfunctional amines and alcohols e.g., diamines, glycols, polyether polyols, polyester polyols
  • acid catalysts may be employed to cure melamine-aldehyde resins.
  • the plastisols may optionally contain other auxiliaries and additives typically encountered in plastisol technology, including, for example,
  • adhesion promoters silanes, titanates, zirconates
  • pigments antiagers
  • blowing agents are utilized when a foamed plastisol coating is desired. Foaming often can enhance the vibration-damping properties of the cured plastisol.
  • blowing agents are any of the blowing agents known in the field, preferably organic chemical blowing agents selected from azo compounds, N-nitroso compounds, sulfonyl hydrazides, and sulfonyl semicarbazides. Blowing agent activators or accelerators which reduce the temperature at which the blowing
  • agent is decomposed to release gas may additionally be incorporated into the
  • mixing temperature may be slightly elevated to reduce viscosity, temperatures high enough to cause premature fusion or gellation should obviously be avoided.
  • the plastisol compositions of this invention are suspensions of the acrylic
  • the suspensions are sufficiently fluid (i.e., flowable)
  • the thickness of the coating will depend upon a number of factors, particularly the end-use application as well as the degree of noise reduction desired, but typically will be from about 0.05mm to about 100mm; thicknesses of from about 0.5mm to about 25mm are also commonly employed.
  • the liquid plastisol which has been applied to the substrate is then converted to a visco-elastic material through exposure to heat or the like. Temperatures of from about 50°C to 250°C (more preferably, about 100° C to 220° C) will generally suffice for such purpose. Heating is continued for a time effective to at least render the plastisol non-liquid or non-tacky and, more preferably, to fully develop the desired properties in the cured coating. This step may also be referred to as "gelling” or "curing". Without wishing to be bound by theory, it is believed that heating causes the suspended particles of acrylic resin to be fused or dissolved in the plasticizer.
  • the plastisols according to the invention are particularly suitable as coatings for steel and other metal sheets.
  • they may be used as 11 underbody coatings on automobiles, trucks, buses and other vehicles.
  • the plastisol composition is sprayed onto the plastisol composition.
  • the plastisol composition may, of course, also be applied to an individual automotive part (e.g., fender, rocker panel) prior to assembly.
  • Example 1 and 2 illustrate embodiments of the acoustic dampening compositions of the present invention which differ primarily by the inclusion of a small amount of chemical blowing agent (oxybisbenzenesulfonyl hydrazide) in
  • Example 2 The components of each of these examples are listed in Table 1.
  • compositions were prepared using standard plastisol mixing procedures and cured using
  • Figure I is a plot of the loss factor over the temperature range -10°C to +40°C.
  • Example 1 comparative Example 3
  • Comparative Example 3 employed TPN 4869 PVC-based underbody coating, which is commercially available from Henkel Surface Technologies and which does not contain recycled paint polymer. While the TPN 4869 coating exhibited a higher loss factor than the compositions of Examples 1 and 2 at low temperatures, at room temperature and higher the compositions of the present invention were more effective in reducing noise.
  • Example 5 illustrates yet another embodiment of the present invention which utilizes a melamine-formaldehyde resin instead of the epoxy resin used in Example 1 and 2, mica as a filler, glycol dibenzoate plasticizers instead of phthalate-based plasticizers as in Examples 1 and 2, a sulfonic acid curing agent, and different rheological control additives than were used in Examples 1 and 2. Details of the formulation of Examples 5 were provided in Table 2.
  • Example 1 Example ; ?

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Sustainable Development (AREA)
  • Paints Or Removers (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Vibration Prevention Devices (AREA)

Abstract

Il est possible d'améliorer des compositions de plastisol acrylique à base de résine par incorporation d'un constituant polymère issu de peinture recyclée contenant une résine non durcie (c'est à dire des substances contenant des groupes fonctionnels capables de réagir chimiquement). On peut utiliser ces compositions pour appliquer des revêtements visant à conférer une certaine raideur à des articles ayant tendance à vibrer, des pièces d'automobile et analogue, notamment. Ces revêtements se révèlent efficaces s'agissant de supprimer des vibrations mécaniques, de diminuer le bruit d'impact particulaire et/ou de réduire la hauteur de vibrations pneumatiques dans une cavité.
EP99921356A 1998-05-13 1999-05-07 Compositions d'absorption acoustique contenant un constituant polymere issu de peinture recyclee Withdrawn EP1090067A1 (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US8537098P 1998-05-13 1998-05-13
US85370P 1998-05-13
US29312899A 1999-04-16 1999-04-16
US293128 1999-04-16
PCT/US1999/007027 WO1999058597A1 (fr) 1998-05-13 1999-05-07 Compositions d'absorption acoustique contenant un constituant polymere issu de peinture recyclee

Publications (1)

Publication Number Publication Date
EP1090067A1 true EP1090067A1 (fr) 2001-04-11

Family

ID=26772642

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99921356A Withdrawn EP1090067A1 (fr) 1998-05-13 1999-05-07 Compositions d'absorption acoustique contenant un constituant polymere issu de peinture recyclee

Country Status (8)

Country Link
EP (1) EP1090067A1 (fr)
KR (1) KR20010043567A (fr)
AR (1) AR016479A1 (fr)
AU (1) AU3859299A (fr)
BR (1) BR9910374A (fr)
CA (1) CA2331448A1 (fr)
TR (1) TR200003311T2 (fr)
WO (1) WO1999058597A1 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6872761B2 (en) * 2003-04-24 2005-03-29 Henkel Kommanditgesellschaft Auf Aktien Compositions for acoustic-damping coatings
WO2006105620A1 (fr) * 2004-06-25 2006-10-12 Ferro (Belgium) S.P.R.L. Composition de matériau d'étanchéité acoustique
DE102005003057A1 (de) 2005-01-22 2006-07-27 Henkel Kgaa Spritzbare, niedrigviskose Kautschuk-Dämpfungsmassen
CN101184820B (zh) * 2005-04-08 2012-12-26 费罗（比利时）私人有限公司 用于改善声学性能的方法
KR101270024B1 (ko) 2013-02-19 2013-05-31 정동근 소음진동 차단용 방진도료 조성물
US10077352B2 (en) 2014-09-16 2018-09-18 Eastman Chemical Company Polymeric compositions with improved noise suppression
WO2017200811A1 (fr) * 2016-05-19 2017-11-23 Eastman Chemical Company Amortisseurs de bruit améliorés formés d'un liquide acrylique appliqué
US9920192B2 (en) 2016-05-19 2018-03-20 Eastman Chemical Company Polymeric compositions with improved noise suppression
US12415933B2 (en) 2023-08-04 2025-09-16 Uniseal, Inc. Non-aqueous sprayable and curable dampening compositions for automotive body and closure panels and associated methods for curing and using the same
EP4594420A1 (fr) * 2023-08-04 2025-08-06 Uniseal, Inc. Compositions d'amortissement pulvérisables et durcissables non aqueuses pour des panneaux de carrosserie et de fermeture d'automobile et procédés associés de durcissement et d'utilisation de celles-ci

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4053666A (en) * 1971-10-14 1977-10-11 Owens-Illinois, Inc. Recoverable, recyclable, and reusable composite container
US5455293A (en) * 1994-06-06 1995-10-03 Wood; Benny R. Water dispersible polyurethane adhesive

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9958597A1 *

Also Published As

Publication number Publication date
AU3859299A (en) 1999-11-29
WO1999058597A1 (fr) 1999-11-18
AR016479A1 (es) 2001-07-04
CA2331448A1 (fr) 1999-11-18
KR20010043567A (ko) 2001-05-25
TR200003311T2 (tr) 2001-03-21
BR9910374A (pt) 2001-01-09

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