WO1996021696A1 - Composition and method for treating a vinyl surface against environmental exposure - Google Patents
Composition and method for treating a vinyl surface against environmental exposure Download PDFInfo
- Publication number
- WO1996021696A1 WO1996021696A1 PCT/US1996/000423 US9600423W WO9621696A1 WO 1996021696 A1 WO1996021696 A1 WO 1996021696A1 US 9600423 W US9600423 W US 9600423W WO 9621696 A1 WO9621696 A1 WO 9621696A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- vinyl
- weight percent
- composition
- hindered amine
- amine light
- Prior art date
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
- C08J2327/00—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 a halogen; Derivatives of such polymers
- C08J2327/02—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 a halogen; Derivatives of such polymers not modified by chemical after-treatment
- C08J2327/04—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 at least one being terminated by a halogen; Derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C08J2327/06—Homopolymers or copolymers of vinyl chloride
Definitions
- This invention relates to a composition and method for topical treatment of plastics for protection against environmental exposure and deterioration caused by ultraviolet light.
- Polyvinyl chloride (PVC) protectants which have been commercialized over the years, are often comprised of solutions or emulsions of polydimethyl siloxane and various other additives such as those described in U.S. Pat. Nos. 3,956,174 and 5, 183,845. These products are commonly used for automotive interior and exterior PVC (vinyl) parts as well as household vinyl products to improve the appearance of the vinyl by providing gloss, and to protect the vinyl by improving durability and water repellency. While these products provide temporary improvements to vinyl surfaces, testing has shown that single applications of these products do not effectively protect vinyl from extended weathering and exposure to ultraviolet (UV) light.
- UV ultraviolet
- UV absorbers In order to provide a treatment for vinyl surfaces to protect from UV light, UV absorbers (UVAs) have been incorporated into silicone-based protectants, for example, as described in Canadian Patent No. 1, 176,828. However, it has been found that these products do not provide adequate protection from UV exposure.
- U.S. Pat. No. 4,728,540 discloses the use of plasticizers for the delivery of active ingredients to vinyl films.
- the formulations described in this patent are designed to allow the active ingredient to be incorporated into the interior of the vinyl product. After treatment, the vinyl must remain undisturbed for extended periods of time, up to thirty days, until the formulation is fully absorbed. Therefore, these formulations are not suited for uses where it is desired to use the vinyl within a relatively short time period after treatment, or where it may be aesthetically unacceptable to have material remaining on the surface of the vinyl.
- a method of treating a vinyl surface comprising applying to the surface a composition that comprises from 0.01 to about 5 weight percent of at least one hindered amine light stabilizer dissolved or uniformly dispersed -3- in a delivery vehicle, wherein said coating is sufficiently thin without excess fluid remaining on the surface so that said vinyl surface can be used for its intended purpose within one hour after treatment.
- the present invention provides a composition for topical application to already manufactured vinyl.
- the composition protects vinyl from the deleterious effects of exposure to ultraviolet light.
- the composition comprises at least one hindered amine light stabilizer that has been solubilized or emulsified in a suitable delivery vehicle.
- Hindered amine light stabilizers are a well known class of compounds known to prevent and retard the degradation of polymers in which they are incorporated. HALS do not absorb UV light, but are believed to act as light-stable free radical scavengers. It is believed that the HALS oxidize to form nitroxy radicals which, in turn, react with other free radicals. The complete reaction mechanism is not clearly understood, however theories assume a cyclical process that regenerates the nitroxyl species, accounting for the efficacy and longevity of these materials.
- HALS are commercially available from a variety of sources, including but not limited to Ciba-Geigy Corporation (e.g. Tinuvin 123, 292 or 440L), Sandoz Chemical Corporation (e.g. Sanduvor 3055, 3056 or 3058) and BASF Corporation (e.g. Uvinul 4050 H, or 5050 H).
- Ciba-Geigy Corporation e.g. Tinuvin 123, 292 or 440L
- Sandoz Chemical Corporation e.g. Sanduvor 3055, 3056 or 3058
- BASF Corporation e.g. Uvinul 4050 H, or 5050 H.
- U.S. Patent Nos. 5,241,067, 4,472,547, and 4,728,540 all incorporated herein by reference.
- Prior to the present invention the only known method of utilizing HALS for UV protection was by the incorporation of HALS into the material to be stabilized. There is no suggestion from the prior art that HALS can provide any benefit at the surface of a
- HALS are extremely viscous. Therefore, they are diluted with a delivery vehicle that can reduce viscosity to suitable levels and that detackifies the HALS, thus allowing for a non-objectionable surface feel soon after application, when applied in appropriate amounts.
- the vinyl surface can be subject to normal use contact usually within 30 minutes after application (e.g. vinyl upholstery can be used).
- the composition can comprise from about 0.01 up to about 20 weight percent HALS. At levels above 20% HALS it becomes difficult to reduce the viscosity and detackify the system. However, cost is a factor, and at levels greater than about 5 weight percent HALS there is not a significant increase in benefit with increasing amounts of HALS.
- the composition preferably comprises from about 0.06 to about 3 weight percent HALS, and more preferably from about 0.1 to about 1 weight percent HALS.
- the delivery vehicle can be any material or combination of materials that can dissolve or uniformly disperse the HALS, and be applied to the plastic without physically or chemically attacking it.
- Various materials including, but not limited to, polydimethyl siloxanes, cyclomethicones, phenyl dimethicones, vinyl plasticizers, and polymers used in coatings such as polyurethanes and polyacrylates, meet these criteria and can be used as delivery vehicles either as solutions, solutions in other volatile carriers, or emulsions.
- the composition of the delivery vehicle may be selected to provide other specific attributes or benefits, including but not limited to shine, color enhancement, ozone protection, cleaning, clarity, etc.
- Plasticizers are particularly suitable because they facilitate the handling of the HALS by readily cutting viscosity and since they comprise components of vinyl and they are nonreactive with the vinyl. Particularly preferred plasticizers are dioctyl adipate and di-n-hexyl azelate.
- the composition may comprise HALS with the balance being the plasticizer.
- the delivery vehicle also comprises a silicone protectant base, for example an aqueous solution or emulsion of polydimethyl siloxane, which is known to condition and impart gloss to vinyl surfaces.
- a preferred delivery vehicle comprises from about 0.2 to about 50 weight percent plasticizer and about 50 to about 99.8% protectant base.
- a particularly preferred delivery vehicle comprises from about .5 to about 5 weight percent plasticizer and about 95 to about 99.5 weight percent protectant base.
- Various other additives can be incorporated into the delivery vehicle that impart additional properties to the composition.
- antioxidants and UV absorbers can also be added.
- Antioxidants and UVA absorbers are preferably used in amounts ranging from about 0.05 to about 5 weight percent.
- the composition of the present invention provides effective protection of vinyl substrates from the effects of weathering and specifically UV irradiation.
- the composition can be applied by spraying, with either a pump or aerosol, or by wetting a cloth, sponge or brush with the composition and wiping the surface to be treated. It is desirable to apply a sufficiently thin coating of the composition with no excess fluid remaining on said vinyl surface so that the vinyl surface can be used for its intended purpose within one hour after treatment, and preferably within 30 minutes after treatment. Any excess fluid can be removed by wiping with a dry cloth.
- the composition is applied at a rate of about 0.05 cc composition per 100 square cm of vinyl surface to about 0.5 cc per 100 square cm.
- 0.05 to about 0.2 cc composition is applied per 100 square cm of vinyl surface.
- HALS is incorporated directly into vinyl products during manufacturing it is used at amounts of about 0.15% relative to the total weight of the vinyl.
- Topical application of HALS uses significantly less HALS yet is surprisingly more effective.
- the present invention provides the additional benefit of being more cost effective.
- Example 1 Compositions comprising HALS in a silicone protectant base/plasticizer delivery vehicle
- the 9 formulas shown in Table I were prepared by adding hindered amine light stabilizers and other additives to a polydimethyl siloxane protectant base (which is an emulsion comprised primarily of polydimethyl siloxane, water, and emulsifiers).
- the following additives were used: hindered amine light stabilizers (Tinuvin 123 and 292), ultraviolet absorbers (Tinuvin 384, 328 and 1130), antioxidants (Cyguard AO-711), and plasticizers (dioctyl adipate). Amounts are in percent by weight, the protectant base forming the balance of the composition. All of the additives, which are liquids, were mixed together with moderate agitation until homogeneous. The additive mixture was then added to the liquid protectant base and mixed for 30 minutes with moderate agitation, forming an emulsion.
- Tinuvin 384 0.10 0.18 0.24 0.09 0.09
- Formulas 1 to 8 were tested for their ability to protect vinyl from weathering and UV exposure. Various commercial protectant bases without any of the above additives were used as controls.
- the compositions were applied to vinyl samples cut from instrument panel skins that were obtained from United Technologies, a supplier of instrument panel skins to the domestic automotive industry. The compositions were applied at a rate of 0.1 cc per 15 square inches of vinyl surface, a rate determined by observing the usage of vinyl protectants by consumers on instrument panels.
- Formula 9 was tested on automotive interior upholstery vinyl under the conditions of J-1885 and compared with no treatment and treatment with protectant base. Vinyl treated with Formula 9 showed no change from unexposed material after approximately 2000 kilojoules exposure, and scored a 4 in the scale described above. The protectant base-treated vinyl scored a 1 , and the untreated vinyl scored a 0.
- Example 2 Compositions comprising HALS in solution
- Formulas 10 to 13 shown in Table II are representative compositions comprising HALS in solution.
- Example 3 Compositions comprising HALS in an emulsion
- Formulas 14 to 19 shown in Table III are representative compositions comprising HALS in emulsion systems.
- Emulsifier as as as as as as as as as as as as as as as as as as as as as as as as as as req'd req'd req'd req'd req'd req'd
- Example 4 Compositions comprising HALS in polymer systems
- Formulas 20 to 22 shown in Table IV are representative polymer systems.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19681106T DE19681106T1 (de) | 1995-01-06 | 1996-01-04 | Zusammensetzung und Verfahren zur Behandlung einer Vinyloberfläche gegen Umwelteinflüsse |
AU47545/96A AU710738B2 (en) | 1995-01-06 | 1996-01-04 | Composition and method for treating a vinyl surface against environmental exposure |
JP8521827A JPH10512317A (ja) | 1995-01-06 | 1996-01-04 | 環境暴露に低抗性を有するようにビニル表面を処理するための組成物及び方法 |
GB9714107A GB2311238B (en) | 1995-01-06 | 1996-01-04 | Method for treating a vinyl surface against environmental exposure |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US36979095A | 1995-01-06 | 1995-01-06 | |
US08/369,790 | 1995-01-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1996021696A1 true WO1996021696A1 (en) | 1996-07-18 |
Family
ID=23456931
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1996/000423 WO1996021696A1 (en) | 1995-01-06 | 1996-01-04 | Composition and method for treating a vinyl surface against environmental exposure |
Country Status (5)
Country | Link |
---|---|
JP (1) | JPH10512317A (de) |
AU (1) | AU710738B2 (de) |
DE (1) | DE19681106T1 (de) |
GB (1) | GB2311238B (de) |
WO (1) | WO1996021696A1 (de) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007054381A1 (en) * | 2005-06-24 | 2007-05-18 | Ciba Specialty Chemicals Holding Inc. | Compositions containing a polyorganosiloxane having one or more piperidinyl functions as a protectant for surfaces |
US10030090B1 (en) | 2017-08-10 | 2018-07-24 | International Business Machines Corporation | Non-halogenated flame retardant hindered amine light stabilizer impact modifiers |
US10316165B2 (en) | 2017-09-21 | 2019-06-11 | International Business Machines Corporation | Non-halogenated flame retardant hindered amine light stabilizer cross-linkers |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1794220A1 (de) * | 2004-09-30 | 2007-06-13 | Ciba Specialty Chemicals Holding Inc. | Verfahren zum nachfüllen oder einführen von lichtstabilisatoren |
JP6765781B2 (ja) * | 2014-09-16 | 2020-10-07 | モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社 | 紫外線硬化型シリコーン樹脂組成物、及びそれを用いた画像表示装置 |
JP2019167544A (ja) * | 2019-05-10 | 2019-10-03 | モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社 | 紫外線硬化型シリコーン樹脂組成物、及びそれを用いた画像表示装置 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS57168934A (en) * | 1981-04-13 | 1982-10-18 | Mitsubishi Monsanto Chem Co | Agricultural vinyl chloride resin film |
EP0151961A1 (de) * | 1984-01-30 | 1985-08-21 | General Electric Company | Zusammensetzung zur Stabilisierung von Polymeren gegen ultraviolette Strahlen |
US4923909A (en) * | 1985-09-03 | 1990-05-08 | The B. F. Goodrich Company | Method for the suspension of plastic additives with rheology agents |
WO1991016143A1 (en) * | 1990-04-16 | 1991-10-31 | Atochem North America, Inc. | Surface modified, u.v. stabilized, polyvinyl chloride article |
EP0518779A1 (de) * | 1991-06-13 | 1992-12-16 | Valeo Vision | Zum Schützen von Kunststoff-Glasscheiben, insbesondere für Beleuchtungsvorrichtungen und Signalvorrichtungen von Kraftfahrzeugen geeignete Beschichtungszusammensetzung sowie Verfahren zur Herstellung einer derartigen Beschichtung |
US5246988A (en) * | 1990-02-26 | 1993-09-21 | Alliedsignal Inc. | Stabilized polymeric article and method of producing |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1176828A (en) * | 1982-03-25 | 1984-10-30 | Raymond J. Thimineur | Ultraviolet absorbent silicone based emulsions for vinyl polishes |
US4393094A (en) * | 1982-04-19 | 1983-07-12 | Ford Motor Company | Stabilization of electron beam curable compositions for improved exterior durability |
US4728540A (en) * | 1987-01-14 | 1988-03-01 | Gasman Robert C | Process for introducing useful additives into already manufactured and fabricated flexible vinyl products |
JPH0230529A (ja) * | 1988-07-20 | 1990-01-31 | Mitsubishi Kasei Vinyl Co | 農業用塩化ビニル系樹脂フィルム |
-
1996
- 1996-01-04 WO PCT/US1996/000423 patent/WO1996021696A1/en active Application Filing
- 1996-01-04 DE DE19681106T patent/DE19681106T1/de not_active Withdrawn
- 1996-01-04 GB GB9714107A patent/GB2311238B/en not_active Expired - Fee Related
- 1996-01-04 AU AU47545/96A patent/AU710738B2/en not_active Ceased
- 1996-01-04 JP JP8521827A patent/JPH10512317A/ja not_active Ceased
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS57168934A (en) * | 1981-04-13 | 1982-10-18 | Mitsubishi Monsanto Chem Co | Agricultural vinyl chloride resin film |
EP0151961A1 (de) * | 1984-01-30 | 1985-08-21 | General Electric Company | Zusammensetzung zur Stabilisierung von Polymeren gegen ultraviolette Strahlen |
US4923909A (en) * | 1985-09-03 | 1990-05-08 | The B. F. Goodrich Company | Method for the suspension of plastic additives with rheology agents |
US5246988A (en) * | 1990-02-26 | 1993-09-21 | Alliedsignal Inc. | Stabilized polymeric article and method of producing |
WO1991016143A1 (en) * | 1990-04-16 | 1991-10-31 | Atochem North America, Inc. | Surface modified, u.v. stabilized, polyvinyl chloride article |
EP0518779A1 (de) * | 1991-06-13 | 1992-12-16 | Valeo Vision | Zum Schützen von Kunststoff-Glasscheiben, insbesondere für Beleuchtungsvorrichtungen und Signalvorrichtungen von Kraftfahrzeugen geeignete Beschichtungszusammensetzung sowie Verfahren zur Herstellung einer derartigen Beschichtung |
Non-Patent Citations (1)
Title |
---|
DATABASE WPI Derwent World Patents Index; AN 82-01230J[47], XP002004332 * |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007054381A1 (en) * | 2005-06-24 | 2007-05-18 | Ciba Specialty Chemicals Holding Inc. | Compositions containing a polyorganosiloxane having one or more piperidinyl functions as a protectant for surfaces |
US10030090B1 (en) | 2017-08-10 | 2018-07-24 | International Business Machines Corporation | Non-halogenated flame retardant hindered amine light stabilizer impact modifiers |
US10125206B1 (en) | 2017-08-10 | 2018-11-13 | International Business Machines Corporation | Non-halogenated flame retardant hindered amine light stabilizer impact modifiers |
US10287381B2 (en) | 2017-08-10 | 2019-05-14 | International Business Machines Corporation | Non-halogenated flame retardant hindered amine light stabilizer impact modifiers |
US10316165B2 (en) | 2017-09-21 | 2019-06-11 | International Business Machines Corporation | Non-halogenated flame retardant hindered amine light stabilizer cross-linkers |
US11001697B2 (en) | 2017-09-21 | 2021-05-11 | International Business Machines Corporation | Non-halogenated flame retardant hindered amine light stabilizer cross-linkers |
Also Published As
Publication number | Publication date |
---|---|
GB2311238B (en) | 1999-07-14 |
GB2311238A8 (en) | 1997-10-06 |
GB2311238A (en) | 1997-09-24 |
DE19681106T1 (de) | 1998-02-05 |
AU710738B2 (en) | 1999-09-30 |
JPH10512317A (ja) | 1998-11-24 |
GB9714107D0 (en) | 1997-09-10 |
AU4754596A (en) | 1996-07-31 |
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