WO2005063912A1 - Compositions adhesives - Google Patents

Compositions adhesives Download PDF

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Publication number
WO2005063912A1
WO2005063912A1 PCT/EP2004/053723 EP2004053723W WO2005063912A1 WO 2005063912 A1 WO2005063912 A1 WO 2005063912A1 EP 2004053723 W EP2004053723 W EP 2004053723W WO 2005063912 A1 WO2005063912 A1 WO 2005063912A1
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WO
WIPO (PCT)
Prior art keywords
hydroxy
optionally
vinyl
benzophenone
composition
Prior art date
Application number
PCT/EP2004/053723
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English (en)
Inventor
Meshach Ojunga-Andrew
Ming Zhao
Augustin Chen
Original Assignee
Cytec Surface Specialties, S.A.
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Publication date
Application filed by Cytec Surface Specialties, S.A. filed Critical Cytec Surface Specialties, S.A.
Publication of WO2005063912A1 publication Critical patent/WO2005063912A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen

Definitions

  • the present invention relates to the field of adhesives especially pressure sensitive adhesives that have enhanced resistant to UV radiation.
  • PSA formulations are not generally very resistant to UV so can age badly where they are irradiated with UV over long periods. This can be an issue for example when a PSA is applied to an adherend that is substantially transparent or when for example a PSA is used to fix labels or graphic art decals for long periods outdoors.
  • additives such as hindered amine light stabilisers (HALS) and/or anti-oxidants as for example described in US 6221198 (Gryska).
  • UVA UV additives
  • HALS or anti-oxidants act to slow down the degradation of the polymer lattice and rather than absorbing the UV radiation they primary work by reacting with the by-products formed by the UV radiation.
  • any non-homogeneity produces inconsistent UV resistance in the resultant PSA.
  • the additive is added at higher levels that is necessary to achieve UV resistance throughout the film .
  • the additive is also weakly held within the PSA film it tends to leach or bloom out of the film during use.
  • additives are added at an earlier stage for example whilst the PSA latex is formed to be better incorporated this is also unsatisfactory.
  • the presence of such additives can destabilise the latex especially as other ingredients such as surfactants and dispersants are used to help disperse the additives in the aqueous phase so they mix better with the latex.
  • UV attenuating species can useful ly bind to acrylic polymers used to form PSA lattices.
  • a UV resistant composition suitable for use as a pressure sensitive adhesive, the composition comprising:
  • the UV attenuating species is permanently bonded to the polymer backbone and thus low levels (preferably from about 0.1 % to about 2.0 % by total weight of the composition) can be used to achieve the desired good weathering performance and humidity resistance.
  • low levels preferably from about 0.1 % to about 2.0 % by total weight of the composition
  • no additional additives such as surfactants or dispersants are required to hold the UV attenuator in the polymer latex .
  • UV attenuating species denotes a species which significantly absorbs UV and/or which reacts with other reactive species (such as free radicals) generated when the composition is irradiated with UV and which would otherwise degrade the composition of which the UV attenuator forms a part.
  • the UV attenuating species comprise one or more of the general class homopolymers and/or copolymers (e.g. ter-, tetra- and/or penta- polymers and/or multi- monomer compositions) of vinyl-functionalised monomers of benzotriazoles, benzophenones, s-triazines, oxalanilides and/or mixtures thereof.
  • general class homopolymers and/or copolymers e.g. ter-, tetra- and/or penta- polymers and/or multi- monomer compositions
  • vinyl-functionalised monomers of benzotriazoles e.g. ter-, tetra- and/or penta- polymers and/or multi- monomer compositions
  • benzotriazoles e.g. ter-, tetra- and/or penta- polymers and/or multi- monomer compositions
  • benzotriazoles e.g. ter-, tetra-
  • benzophenone monomers suitable for use in the present invention may be selected from vinyl functionalised derivatives (whe re necessary) of one or more of the following known UV attenuators: 2,4-dihydroxy-benzophenone, 2-hydroxy-4- acryloxyethoxy-benzophenone, 2-hydroxy-4-methoxy-benzophenone, 2,2'-dihydroxy-4- methoxy-benzophenone, 2,2'-dihydroxy-4,4'-dimethoxy-benzophenone, 2-hydroxy-4-n- octoxy-benzophenone, 2,2',4,4'-tetrahydroxy-benzophenone, and/or 4 -dodecyloxy-2- hydroxy-benzophenone.
  • benzotriazoles monomers suitable for use in the present invention may be selected from vinyl functionalised derivatives (where necessary) of one or more of the following known UV attenuators: 2(2'-hydroxy-5'-methylphenyl) benzotriazole, 2- (3,3 ⁇ 5'-di-t-butyl-2'-hydroxyphenyl)-5-ch!orobenzotriazole, 2-(3'-t-butyl-2'-hydroxy-5'- methylphenyl)-5-chlorobenzotriazole, 2(2'-hydroxy-3',5'-di-t-butylphenyl)benzotriazole, 2(2'-hydroxy-3',5 , -di-t-amylphenyl)benzotriazole, and /or 2-(2'-hydroxy-5-t- octylphenyl)benzotriazole.
  • UV attenuators 2(2'-hydroxy-5'-methylphenyl) benzotriazole, 2- (3,3 ⁇
  • the UV attenuator comprises at least one monomer of Formula 1 :
  • R- ! is H or methyl, optionally methyl
  • R 2 is a divalent organo linking group, optionally optionally-substituted C ⁇ alkylene, more optionally ethylene;
  • R 3 is a divalent organo linking group or a direct covalent bond betwen Z at the ring carbon, optionally a bond, a divalent carbonyl or a C ⁇ -5 alkylenylcarboxy, such as ethylenylcarboxy
  • X is independently C 1-10 alkyl, OH, OMe or SO n (where n is 1 or 2), optionally OH and/or t-butyl , more optionally 2' -OH (i.e. the OH is attached to the carbon atom on the benzene ring labelled 2 in Formula 1) and/or 3'-t-butyl; p is 1 to 4, optionally 1 or 2; and where the circle Rg denotes either an optionally substituted phenyl ring or a ring of formula 1a: Formula 1a where each Z is independently is N or CH, optionally all are N ; Y is H, OH, OMe or SO n (where n is 1 or 2), optionally H; and q is 1 to 4.
  • the UV attenuating species comprises (meth)acrylated functionalised benzotriazoles or benzophenones, more conveniently those such as:
  • a particularly convenient UV attenuator for use in the present invention is 2-(2'- hydroxy-5'-methacryloxyethylphenyl)-2H-benzotriazole (CAS No. 96478-09-0 and 73790-28-0) that is available commercially from Janssen Pharmaceutica under the trade designation NorBloc 7966 or from Ciba Speciality Chemicals under the trade name Tinuvin R-796.
  • the UV attenuating species is present in the polymer of the invention in an amount of less than about 10% more preferably from about 0.1 % to about 5 % by weight of the total polymer.
  • the UV attenuating species is a vinyl functional benzotriazole or benzophenone monomer comprising less than 10% by weight of the total vinyl monomers in the acrylic polymer of the invention.
  • Acrylic polymers for use in the present invention are those obtainable from conventional i.e. non UV attenuating) monomers generally selected to impart desired performance characteristics to the final PSA for parameters such as T 9i , peel, shear strength and/or tack.
  • Preferred non-UV attenuating monomers are vinyl functional monomers such as (meth)acrylic acids and esters thereof, hydroxy and/or carboxy vinyl compounds, vinyl aromatics, cyano compounds, vinyl acids, vinyl esters, cross-linking monomers and/or any suitable mixtures thereof.
  • More preferred acrylic polymers are those obtainable from one or more of the following monomer(s): methyl methacrylate, ethyl (meth)acrylate, butyl (meth)acrylate, 2 - ethyhexyl (meth)acrylate, decyl methacrylate, hydroxyethyl (meth )acrylate, hydroxypropyl (meth)acrylate, carboxyethyl acrylate, styrene, acrylonitrile, acrylamide, maleic acid, maleic anhydride, acrylic acid, vinyl acetate, vinyl formal, vinyl butryral, glycidyl methacrylate, allyl methacrylate, diallyl maleate,, butylene diacrylate and/or suitable mixtures thereof.
  • Most preferred polymers are those obtained by predominately (meth)acrylate monomers for example those obtained from methyl methacrylate, acrylic acid, butyl acrylic and/or vinyl acetate monomers.
  • Preferred acrylic polymers for use in the present invention are those obtained from one or more conventional vinyl functional monomers such as those described herein with one or more UV attenuating species such as those described herein.
  • the conventional vinyl functional monomer(s) are present in the polymer in an total amount of at least about 50% by weight of the total polymer.
  • UV attenuating polymers of the invention are penta-polymers of methyl methacrylate, acrylic acid, butyl acrylic and/or vinyl acetate with a vinyl functionalised UV attenuating species such as 2-(2'-hydroxy-5'-methacryloxyethylphenyl)-2H- benzotriazole.
  • compositions of the invention is as pressure sensitive adhesives (PSAs) and thus preferably the acrylic polymer latex is selected and designed for such a use. More preferably the PSA formulated to be particularly suitable for marking and labelling applications including where the PSA is designed to be either permanent or removable.
  • the compositions of the present invention are particularly useful for PSAs applied to a substrate as a thin clear film or coloured coating where some UV protection is required for either a short or extended time.
  • PSA of present invention can be advantageous used for outdoor applications such as graphic arts.
  • the UV attenuating polymers of the invention may be prepared by conventional emulsion polymerisation of monomers such as those described herein using well known techniques.
  • the polymers of the invention may be aqueous lattices comprising colloidal particles of the UV attenuating polymer suspended in a substantially aqueous medium.
  • the lattices may be adapted to form an adhesive polymer film.
  • the lattices may be stabilised by suitable surfactants such as non-ionic alkaryl polyether alcohols and/or anionic alkaryl polyether sulfonates.
  • polymerisation of suitable monomer mixtures may be initiated by any suitable means such as reaction of a radical initiator such as potassium persulfate.
  • Polymers of the invention may conveniently have a T g from about -50°C to about 50°C.
  • a further aspect of the invention provides use of a composition of the present invention employed in a film.
  • UV resistant PSAs of the present invention may be added to UV resistant PSAs of the present invention such as: thickeners, defoamers, plasticizers, wetting agents, slip and mar agents (e.g. silicones) biocides, fire retardants, pigments, dyes, and/or (at low levels) dispersants.
  • thickeners e.g., thickeners, defoamers, plasticizers, wetting agents, slip and mar agents (e.g. silicones) biocides, fire retardants, pigments, dyes, and/or (at low levels) dispersants.
  • compositions of the present invention is as adhesives preferably as pressure sensitive adhesives.
  • the terms 'optional substituent' and/or 'optionally substituted' as used herein signifies the one or more of following groups (or substitution by these groups): carboxy, sulpho, formyl, hydroxy, amino, imino, nitrilo, mercapto, cyano, nitro, methyl, methoxy and/or combinations thereof.
  • These optional groups include all chemically possible combinations in the same moiety of a plurality (preferably two) of the aforementioned groups (e.g. amino and sulphonyl if directly attached to each other represent a sulphamoyl group).
  • Preferred optional substituents comprise: carboxy, sulpho, hydroxy, amino, mercapto, cyano, methyl, halo, trihalomethyl and/or methoxy.
  • organo substituent' and "organic group" as used herein denote any univalent or multivalent moiety (optionally attached to one or more other moieties) which comprises one or more carbon atoms and optionally one or more other heteroatoms.
  • Organic grou ps may comprise organoheteryl groups (also known as organoelement groups) which comprise univalent groups containing carbon, which are thus organic, but which have their free valence at an atom other than carbon (for example organothio groups).
  • Organo groups may alternatively or additionally comprise organyl groups which comprise any organic substituent group, regardless of functional type, having one free valence at a carbon atom.
  • Organic groups may also comprise heterocyclyl groups which comprise unival ent • groups formed by removing a hydrogen atom from any ring atom of a heterocyclic compound: (a cyclic compound having as ring members atoms of at least two different elements, in this case one being carbon).
  • the non carbon atoms in an organic group may be selected from: hydrogen, halo, phosphorus, nitrogen, oxygen, silicon and/or sulphur, more preferably from hydrogen, nitrogen, oxygen, phosphorus and/or sulphur.
  • organic groups comprise one or more of the following carbon containing moieties: alkyl, alkoxy, alkanoyl, carboxy, carbonyl, formyl and/or combinations thereof; optionally in combination with one or more of the following heteroatom containing moieties: oxy, thio, sulphinyl, sulphonyl, amino, imino, nitrilo and/or combi nations thereof.
  • Organic groups include all chemically possible combinations in the same moiety of a plurality (preferably two) of the aforementioned carbon containing and/or heteroatom moieties (e.g. alkoxy and carbonyl if directly attached to each other represent an alkoxycarbonyl group).
  • hydrocarbo group' as used herein is a sub -set of a organic group and denotes any univalent or multivalent moiety (optionally attached to one or more other moieties) which consists of one or more hydrogen ato ms and one or more carbon atoms and may comprise one or more saturated, unsaturated and/or aromatic moieties.
  • Hydrocarbo groups may comprise one or more of the following groups.
  • Hydrocarbyl groups comprise univalent groups formed by removing a hydrogen atom from a hydrocarbon (for example alky!).
  • Hydrocarbylene groups comprise divalent groups formed by removing two hydrogen atoms from a hydrocarbon, the free valencies of which are not engaged in a double bond (for example alkylene).
  • Hydrocarbylidyne groups comprise trivalent groups (which may be represented by "RC ⁇ "), formed by removing three hydrogen atoms from the same carbon atom of a hydrocarbon the free valencies of which are engaged in a triple bond (for example alkylidyne).
  • Hydrocarbo groups may also comprise saturated carbon to carbon single bonds (e.g. in alkyl groups); unsaturated double and/or triple carbon to carbon bonds (e.g. in respectively alkenyl and alkynyl groups); aromatic groups (e.g. in aryl groups) and/or combinations thereof within the same moiety and where indicated may be substituted with other functional groups
  • 'alkyl' or its equivalent e.g. 'alk'
  • any other hydrocarbo group such as those described herein (e.g. comprising double bonds, triple bonds, aromatic moieties (such as respectively alkenyl, alkynyl and/or aryl) and/or combinations thereof (e.g. aralkyl) as well as any multivalent hydrocarbo species linking two or more moieties (such as bivalent hydrocarbylene radicals e.g. alkylene).
  • Any radical group or moiety mentioned herein may be a multivalent or a monovalent radical unless otherwise stated or the context clearly indicates otherwise (e.g. a bivalent hydrocarbylene moiety linking two other moieties). However where indicated herein such monovalent or multivalent groups may still also comprise optional substituents.
  • a group which comprises a chain of three or more atoms signifies a group in which the chain wholly or in part may be linear, branched and/or form a ring (including spiro and/or fused rings).
  • the total number of certain atoms is specified for certain substituents for example C 1-N organo, signifies a organo moiety comprising from 1 to N carbon atoms.
  • any of the organo groups listed herein comprise from 1 to 36 carbon atoms, more preferably from 1 to 18. It is particularly preferred that the number of carbon atoms in an organo group is from 1 to 12, especially from 1 to 10 contributing to 1 to 4 carbon atoms.
  • chemical terms other than IUAPC names for specifically identified compounds which comprise features which are given in parentheses - such as (alkyl)acrylate, (meth)acrylate and/or (co)polymer - denote that that part in parentheses is optional as the context dictates, so for example the term (meth)acrylate denotes both methacrylate and acrylate.
  • moieties, species, groups, repeat units, compounds, oligomers, polymers, materials, mixtures, compositions and/or formulations which comprise and/or are used in some or all of the invention as described herein may exist as one or more different forms such as any of those in the following non exhaustive list: stereoisomers (such as enantiomers (e.g. E and/or Z forms), diastereoisomers and/or geometric isomers); tautomers (e.g.
  • keto and/or enol forms conformers, salts, zwitterions, complexes (such as chelates, clathrates, crown compounds, cyptands / cryptades, inclusion compounds, intercalation compounds, interstitial compounds, ligand complexes, organometallic complexes, non-stoichiometric complexes, ⁇ -adducts, solvates and/or hydrates); isotopically substituted forms, polymeric configurations [such as homo or copolymers, random, graft and/or block polymers, linear and/or branched polymers (e.g.
  • cross-linked and/or networked polymers polymers obtainable from di and/or tri-valent repeat units, dendrimers, polymers of different tacticity (e.g. isotactic, syndiotactic or atactic polymers)]; polymorphs (such as interstitial forms, crystalline forms and/or amorphous forms), diffe rent phases, solid solutions; and/or combinations thereof and/or mixtures thereof where possible.
  • the present invention comprises and/or uses all such forms which are effective as defined herein.
  • Polymers of the present invention may be prepared by one or more suitable polymer precursor(s) which may be organic and/or inorganic and comprise any suitable (co)monomer(s), (co)polymer(s) [including homopolymer(s)] and mixtures thereof which comprise moieties which are capable of forming a bond with the or ea ch polymer precursor(s) to provide chain extension and/or cross-linking with another of the or each polymer precursor(s) via direct bond(s) as indicated herein.
  • suitable polymer precursor(s) may be organic and/or inorganic and comprise any suitable (co)monomer(s), (co)polymer(s) [including homopolymer(s)] and mixtures thereof which comprise moieties which are capable of forming a bond with the or ea ch polymer precursor(s) to provide chain extension and/or cross-linking with another of the or each polymer precursor(s) via direct bond(s) as indicated herein.
  • Polymer precursors of the invention may comprise one or more monomer(s), oligomer(s), polymer(s); mixtures thereof and/or combinations thereof which have suitable polymerisable functionality.
  • a monomer is a substantially monodisperse compound of a low molecular weight (for example less than one thousand daltons) which is capable of being polyme rised.
  • a polymer is a polydisperse mixture of macromolecules of large molecular weight (for example many thousands of daltons) prepared by a polymerisation method, where the macromolecules comprises the multiple repetition of smaller units (which may themselves be monomers, oligomers and/or polymers) and where (unless properties are critically dependent on fine details of the molecular structure) the addition or removal one or a few of the units has a negligible effect on the properties of the macromolecule.
  • a oligomer is a polydisperse mixture of molecules having an intermediate molecular weight between a monomer and polymer, the molecules comprising a small plurality of monomer units the removal of one or a few of which would significantly vary the properties of the molecule.
  • polymer may or may not encompass oligomer.
  • the polymer precursor of and/or used in the invention may be prepared by direct synthesis or (if the polymeric precursor is itself polymeric) by polymerisation. If a polymerisable polymer is itself used as a polymer precursor of and/or used in the invention it is preferred that such a polymer precursor has a low po lydispersity, more preferably is substantially monodisperse, to minimise the side reactions, number of by- products and/or polydispersity in any polymeric material formed from this polymer precursor.
  • the polymer precursor(s) may be substantially un -reactive at normal temperatures and pressures.
  • polymers and/or polymeric polymer precursors of and/or used in the invention can be (co)polymerised by any suitable means of polymerisation well known to those skilled in the art.
  • suitable methods comprise: thermal initiation; chemical initiation by adding suitable agents; catalysis; and/or initiation using an optional initiator followed by irradiation, for example with electromagnetic radiation (photo-chemical initiation) at a suitable wavelength such as UV; and/or with other types of radiation such as electron beams, alpha particles, neutrons and/or other particles .
  • the substituents on the repeating unit of a polymer and/or oligomer may be selected to improve the compatibility of the materials with the polymers and/or resins in which they may be formulated and/or incorporated for the uses described herein.
  • the size and length of the substituents may be selected to optimise the physical entanglement or interlocation with the resin or they may or may not comprise other reactive entities capable of chemically reacting and/or cross-linking with such other resins as appropriate.
  • the standard aqueous latex formulation described in Table 1 was used to prepare the following PSAs using the same conventional acrylic comonomers. The differences in the PSA formulations related to the UV attenuator.
  • Triton X-305 octyiphenol ethoxylate non-ionic surfactant Dow (average no. of ethoxy groups per mol 30) Aerosol OT Sodium salt of 1 ,4-bis(2-ethyl dispersing agent Cytec hexyl) sulfosuccinate,
  • Tinuvin R-796 (2-hydroxy-5-methacryloxyethyl UV attenuator Ciba phenyl)-2H-benzotriazole
  • Parolite Zinc formaldehyde sulfoxylate reducing agent Royce Zn(HS0 2 CH 2 0) 2 International Nofoam 1976 proprietary mixture of defoamer Oil Chem Tech. Surfactants Inc.
  • the initial charge of water, sodium bicarbonate, and potassium persulfate was added to one litre glass reactor equipped with an overhead agitator with two delay feeding pumps and was heated to 82°C.
  • the pre-emulsion of surfactant was prepared by mixing under high agitation for 15 minutes the water, Abex EP-120, Triton X-305, and Aerosol.
  • the monomers (AA, VA, MMA, BA and Tinuvin R796 where present) were mixed in a glass container until a clear solution was obtained.
  • the monomer mixture was then added to the pre-emulsion slowly and mixed for 30 minutes as the agitator speed was increased from 200 to 900 rpm.
  • Comp B contains 0.5 % HAL & 1.0% benzotriazole by weight of polymer which were added to the latex post polymerisation .
  • Examples 1 to 4 contain the amounts shown in table 3 of Tinuvin R-796 as a UV attenuating (co)monomer. This is bound to the polymer backbone of the resultant latex.
  • a sample of the adhesive latex was cast directly (at a coat weig ht of 1 mil) onto a Mylar film of thickness 1 mil and then dried under ambient conditions in air for 10 minutes and then at 90°C for 5 minutes.
  • the dried coated Mylar film was then laminated onto a silicone release liner and cut into 2 inch by 4 inch strips.
  • the strips of coated Mylar were removed from the release liner and carefully bonded to a white pigmented PET (nylon) film of 2 mil thickness ensuring no air bubbles were formed.
  • This PET / Mylar laminate was in turn attached to a stainless steel substrate for use in the UV exposure tests.
  • the steel mounted laminate was mounted in an accelerated weather meter and exposed to UV radiation from a carbon arc (model Atlas Gl 65A-GB 2413) as described in standard test method for marking and labelling systems UL 969 section 7.5 (7 June 1989).
  • the degree of yellowing as a function of exposure time to UV was assessed periodically (weekly) both visually and also measured quantitatively as a Yellowing Index (Yl) using a BYK Chemie colour measuring apparatus type 4411 , calibrated with a BaS0 4 standard . The higher the yellowing index the worst the degree of yellowing.
  • Table 4 (Yellowing Index)
  • the percentage by weight of solids was determined by placing a known amount of latex into a pre-weighed aluminium tin then dried at 150°C for 60 minutes and reweighed to calculate the latex solids.
  • the average particle size was measured using a Horiba laser scattering particle size distribution (PSD) analyser model LA 910.
  • PSD Horiba laser scattering particle size distribution
  • the pH of the un-neutralized latex was measured using an Orion model 250 pH meter.
  • the pH of the latex can be subsequently adjusted to between 6 to 9 using either NH 4 OH or2-amino-1-methylpropanol.
  • Brookfield viscosity is measured using a Brookfield viscometer model LV II+ with spindle #3 and #4 at 40 rpm.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

L'invention concerne des réseaux d'émulsion de polymères d'atténuation des UV, adaptés pour former un adhésif à base d'eau pour film autocollant (PSA), et des méthodes de fabrication et d'utilisation desdits réseaux et de laminés formés avec de tels PSA. Ce PSA est utilisé, entre autres, pour le marquage et l'étiquettage de films. Les polymères d'atténuation des UV peuvent être des homopolymères et des copolymères (par exemple des compositions de terpolymères, de tetrapolymères et/ou de pentapolymères et/ou des compositions multimonomères) de monomères de benzotriazoles, de benzophénones, de s-triazines, d'oxalanilides fonctionnalisés par vinyle et/ou leurs mélanges, par exemple le 2-(2-hydroxy-5-méthacryloxyéthyl)-2H-benzotriazole. D'autres additifs peuvent être ajoutés, tels que des épaississants, des additifs antimousse, des plastifiants, des agents mouillants, des agents glissants (par exemple des silicones), des biocides, des agents ignifugeants, des pigments, des colorants et/ou des dipsersants (à faibles teneurs).
PCT/EP2004/053723 2003-12-31 2004-12-29 Compositions adhesives WO2005063912A1 (fr)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107099256A (zh) * 2017-03-20 2017-08-29 苏州凡赛特材料科技有限公司 一种uv阻隔光学胶粘剂以及光学胶膜、触摸屏和显示器
US10647874B2 (en) 2016-01-21 2020-05-12 Rohm And Haas Company Polymer dispersion for durable coating, and the coating comprising the same

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6060532A (en) * 1991-07-03 2000-05-09 Rohm And Haas Company Multi-staged binder for use in elastomeric coatings, caulks and sealants
US20020120050A1 (en) * 2000-09-14 2002-08-29 Fasano David M Segmental copolymers and aqueous dispersions and films therefrom

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6060532A (en) * 1991-07-03 2000-05-09 Rohm And Haas Company Multi-staged binder for use in elastomeric coatings, caulks and sealants
US20020120050A1 (en) * 2000-09-14 2002-08-29 Fasano David M Segmental copolymers and aqueous dispersions and films therefrom

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10647874B2 (en) 2016-01-21 2020-05-12 Rohm And Haas Company Polymer dispersion for durable coating, and the coating comprising the same
CN107099256A (zh) * 2017-03-20 2017-08-29 苏州凡赛特材料科技有限公司 一种uv阻隔光学胶粘剂以及光学胶膜、触摸屏和显示器

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