Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
  • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
  • C08F220/04—Acids; Metal salts or ammonium salts thereof
  • C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F220/00—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 a salt, anhydride ester, amide, imide or nitrile thereof
  • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
  • C08F220/10—Esters
  • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
  • C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
  • C08F220/285—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety
  • C08F220/288—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing a polyether chain in the alcohol moiety and containing polypropylene-co-ethylene oxide in the alcohol moiety
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
  • C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
  • C08F290/06—Polymers provided for in subclass C08G
• • 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
• • 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
  • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
  • C08K5/0016—Plasticisers
• • 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
  • C08K5/01—Hydrocarbons
• • 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
  • C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
  • C08L51/08—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
• • 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
  • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
  • C09J11/02—Non-macromolecular additives
  • C09J11/06—Non-macromolecular additives organic
• • 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
  • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
  • C09J11/08—Macromolecular additives
• • 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
• • 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
  • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
  • C09J133/08—Homopolymers or copolymers of acrylic acid esters
• • 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
• • 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
  • C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
  • C09J151/08—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
• • 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
  • C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
  • C09J171/02—Polyalkylene oxides
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  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K3/00—Materials not provided for elsewhere
  • C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
  • C09K3/00—Materials not provided for elsewhere
  • C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
  • C09K3/1006—Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
  • C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
  • C08F290/06—Polymers provided for in subclass C08G
  • C08F290/062—Polyethers
• • 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
  • C08K3/00—Use of inorganic substances as compounding ingredients
  • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
  • C08K3/24—Acids; Salts thereof
  • C08K3/26—Carbonates; Bicarbonates
  • C08K2003/265—Calcium, strontium or barium carbonate
• • 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
  • C08K3/00—Use of inorganic substances as compounding ingredients
  • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
  • C08K3/20—Oxides; Hydroxides
• • C—CHEMISTRY; METALLURGY
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  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
  • C09J11/02—Non-macromolecular additives
  • C09J11/04—Non-macromolecular additives inorganic
• • C—CHEMISTRY; METALLURGY
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  • C09K2200/00—Chemical nature of materials in mouldable or extrudable form for sealing or packing joints or covers
  • C09K2200/06—Macromolecular organic compounds, e.g. prepolymers
  • C09K2200/0615—Macromolecular organic compounds, e.g. prepolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
  • C09K2200/0625—Polyacrylic esters or derivatives thereof

Definitions

• the invention relates to a composition comprising at least one hydrocarbon fraction and a copolymer, this composition being usable in the formulation of acrylic mastics and adhesives.
• the present invention relates to a phthalate-free composition useful as a plasticizer for acrylic mastics and adhesives.
• the present invention also relates to an acrylic mastic composition and an acrylic adhesive composition comprising said plasticizer composition.
• the present invention also relates to the use of said composition as a plasticizer for the formulation of acrylic mastics and adhesives.
• plasticizers are common in some families of mastics such as hybrid mastics (based on modified silicone polymers), acrylic mastics, polyurethane mastics, Plastisols (PVC paste) and some adhesives.
• a plasticizer is a molecule or oligomer, in the solid state or in the liquid state more or less viscous, added to the formulations of different types of materials to make them more flexible, stronger, more resilient or easier to handle.
• An ideal plasticizer is compatible with the polymeric matrix to avoid migration phenomena, low volatility, difficult to extract by the liquids that will be in contact with the plasticized material, performing with respect to certain properties such as flexibility, impact resistant, cold, heat and having good electrical resistivity. It will not oxidize and will be nontoxic, odorless, colorless and inexpensive.
• Phthalates are products very commonly used as a plasticizer. Increasing regulatory pressure is restricting their jobs in many countries because of their dangerous nature. Alternatives to their use are now necessary and much sought after.
• VOC Volatile Organic Compounds
• VOC Volatile Organic Compounds
• VOC Volatile Organic Compounds
• these compounds tend either immediately or with time to evaporate and / or degrade and be a source of emissions often toxic to the environment and more particularly to human and animal health.
• These emissions surrounding everyday life are a major source of indoor pollution in homes, offices and administrations and any enclosed space with limited ventilation. These emissions can be major at the time of installation of materials but there can also be a longer-term effect by volatile volatility as a function of time or even related to the progressive degradation of the coating, adhesive composition or mastic.
• Hydrocarbon solvents are today one of the potential alternatives to phthalate replacement.
• the use of hydrocarbon solvents, phthalate-free by their nature, directly as a plasticizer in formulations of acrylic mastics and adhesives has hitherto been limited in application, due to a lack of compatibility. Indeed, there is generally a surface migration of the solvent, otherwise known as bleeding. This lack of compatibility is aggravated by the use of hydrocarbon solvents of high molecular weight.
• Document FR 3 010 409 discloses a phthalate-free plasticizer with low VOC content and partly with a renewable origin.
• the plasticizer described comprises at least one hydrocarbon cut or derived from the conversion of biomass and at least one fatty acid monoester.
• This plasticizer is particularly used in hybrid mastics (based on modified silicone polymers), in PVC pastes and in EVA-based adhesives.
• WO 2014/096622 discloses particles capable of releasing an active agent, these polymeric shell microparticles comprising at least one HASE-type acrylic copolymer, at least one liquid-solid phase-change material and at least one active ingredient.
• the acrylic copolymers described can be obtained from an anionic monomer such as acrylic acid, a nonionic hydrophobic monomer that can be acrylates and an oxyalkylated macromonomer carrying a chain comprising at least six carbon atoms. .
• the technical problem on which WO 2014/096622 is based is to encapsulate one or more active agents in order to be able to release them later.
• One of the main objectives of the applicant is therefore to provide a phthalate-free composition, for the formulation of building materials such as mastics and acrylic adhesives.
• Another objective of the Applicant is to provide a composition for the formulation of mastics and acrylic adhesives that do not have bleeding, or a bleed acceptable to be compatible with use in mastics and acrylic adhesives.
• Another objective of the Applicant is to propose a composition that can be used as a plasticizer compatible with a use for the formulation of acrylic mastics and adhesives.
• Another objective of the Applicant is also to obtain a composition that can be used as a non-VOC plasticizer, for the formulation of construction materials, resin-based materials or materials used in the automotive sector such as sealants, and certain types of acrylic adhesives.
• An objective of the Applicant is thus to improve the compatibility between the polymeric matrix of acrylic mastics and adhesives and a hydrocarbon solvent. Practically, it is therefore a question of limiting or eliminating the bleeding and exudation phenomena, but also of reducing the VOC emission, by creating chemical affinities between the solvent and the polymer.
• the invention relates to a composition
• a composition comprising at least one hydrocarbon fraction (a) of petroleum origin or derived from the conversion of biomass and at least one copolymer (b) resulting from the copolymerization of:
• R represents a polymerizable unsaturated function
• R 'de notes hydrogen or an alkyl group having from 1 to 4 carbon atoms
• X represents a structure comprising n unit (s) of ethylene oxide EO and m unit (s) of propylene oxide OP,
• n and n are 2 integers ranging from 0 to 150, at least one of which is non-zero.
• the composition of the invention comprises a hydrocarbon cutting content (a) ranging from 60 to 90%, preferably from 65 to 85% and more preferably from 70 to 80% by weight relative to the total weight of the composition.
• a hydrocarbon cutting content ranging from 60 to 90%, preferably from 65 to 85% and more preferably from 70 to 80% by weight relative to the total weight of the composition.
• the hydrocarbon fraction (a) of the composition of the invention is a de-aromatized hydrocarbon fraction.
• the hydrocarbon fraction (a) of the composition of the invention has a boiling point ranging from 200 to 420 ° C., according to ASTM D86, a kinematic viscosity at 40 ° C. ranging from 2 to 20 mm 2 / s, according to ASTM D445 and / or a pour point of -45 to + 10 ° C, according to ASTM D97.
• the hydrocarbon fraction (a) of the composition of the invention comprises a content by weight, relative to the total weight of the hydrocarbon fraction: paraffins ranging from 60 to 99%, naphthenes ranging from 1 to 40% and an aromatic content of less than or equal to 300 ppm.
• the composition of the invention comprises a copolymer content (b) ranging from 10 to 40% by weight, preferably from 15 to 35% and more preferably from 20 to 30% by weight relative to the total weight of the composition.
• the composition of the invention comprises at least one copolymer (b) resulting from the copolymerization of a set of monomers consisting of, by weight relative to the total weight of monomers:
• the composition of the invention comprises at least two copolymers (b) resulting from the copolymerization of a set of monomers: b1) at least one copolymer consisting of acrylic acid monomers and / or any of its salts, of monomers of formula (I):
• R is a polymerizable unsaturated functional group
• R ' is hydrogen or an alkyl group having 1 to 4 carbon atoms
• X is a structure having n ethylene oxide unit (s) and m unit (s) ) propylene oxide OP
• m and n are 2 integers ranging from 0 to 150, at least one of which is non-zero
• R represents a polymerizable unsaturated functional group
• R ' denotes hydrogen or an alkyl group having from 1 to 4 carbon atoms
• X' represents a structure comprising a unit (s) of ethylene oxide EO and propylene oxide unit (s) OP
• m 'and n' are 2 integers ranging from 0 to 150, at least one of which is non-zero.
• the copolymer b1) of the composition of the invention has a molecular weight Mw ranging from 20,000 to 80,000 g / mol and the copolymer b2) of the composition of the invention has a molecular mass Mw greater than or equal to 500. 000 g / mol.
• the composition of the invention comprises a phthalate content of less than or equal to 1% by weight relative to the total weight of the composition.
• the composition of the invention is a plasticizer composition for mastic and acrylic adhesives.
• the invention also relates to an acrylic mastic composition comprising a content by weight of the composition of the invention ranging from 1 to 20% relative to the total weight of the acrylic mastic composition.
• the mastic composition comprises, by weight relative to the total weight of the composition: from 0 to 60% of at least one filler, from 10 to 88% of at least one acrylic polymer or copolymer in aqueous dispersion, from 10 to 40% of water, from 1 to 5% of at least one surfactant and from 1 to 20% of at least one composition of the invention.
• Another object of the invention is an acrylic adhesive composition
• an acrylic adhesive composition comprising a content by weight of the composition of the invention ranging from 1 to 20% relative to the total weight of the acrylic adhesive composition.
• the adhesive composition comprises, by weight relative to the total weight of the composition: from 0 to 60% of at least one filler, from 10 to 88% of at least one acrylic polymer or copolymer in aqueous dispersion , from 10 to 40% of water, from 1 to 5% of at least one surfactant and from 1 to 20% of at least one composition of the invention.
• Another object of the invention is also the use of the composition of the invention in acrylic mastics and adhesives, advantageously as a plasticizer.
• the invention relates to a composition
• a composition comprising at least one hydrocarbon fraction derived from crude oil or a hydrocarbon fraction derived from the conversion of biomass and at least one comb-type copolymer.
• the invention relates in particular to a composition
• a composition comprising at least one hydrocarbon fraction of petroleum origin or resulting from the conversion of biomass, and at least one copolymer consisting of monomers of acrylic acid and / or any of its salts. , optionally methacrylic acid monomers and / or any of its salts, and monomers of formula (I):
• R represents a polymerizable unsaturated function
• R 'de notes hydrogen or an alkyl group having from 1 to 4 carbon atoms
• X represents a structure comprising n unit (s) of ethylene oxide EO and m unit (s) of propylene oxide OP, arranged randomly or regularly, m and n are 2 integers ranging from 0 to 150, at least one of which is non-zero.
• composition according to the invention comprises in particular a hydrocarbon cut and at least one comb-type copolymer that can be used as a plasticizer and that makes it possible to obtain a composition of acrylic mastics or adhesives without bleeding.
• composition according to the invention comprises in particular a hydrocarbon fraction and at least one comb-type copolymer, which can be used as a plasticizer, and which makes it possible to obtain a composition of acrylic mastics or adhesives having good mechanical properties.
• composition according to the invention comprises in particular a hydrocarbon fraction which makes it possible to comply with the regulatory constraints relating to the limitations on Volatile Organic Compounds or VOCs.
• composition according to the invention comprises at least one hydrocarbon fraction, also called hydrocarbon solvent.
• the hydrocarbon fraction according to the invention preferably has a content by weight of paraffinic compounds ranging from 60% to 99%, preferably from 65% to 95%, even more preferably from 70% to 90%. These paraffins can be mixtures.
• the hydrocarbon fraction according to the invention advantageously comprises a majority of isoparaffins and a minority of normal paraffins.
• the isoparaffin content of the hydrocarbon fraction is greater than or equal to 50% by weight.
• the normal paraffins content of the hydrocarbon fraction is less than or equal to 30% by weight.
• the hydrocarbon fraction according to the invention also preferably has a content by weight of naphthenic compounds ranging from 1% to 40%, preferably from 5% to 35%, even more preferably from 10% to 30%.
• Naphthenes are saturated cyclic hydrocarbons.
• the hydrocarbon fraction comprises a content by weight, isoparaffins ranging from 40% to 90%, normal paraffins ranging from 1% to 35% and naphthenes ranging from 1% to 40%.
• the hydrocarbon fraction comprises a weight content of isoparaffins ranging from 50% to 80%, normal paraffins ranging from 5% to 30% and naphthenes ranging from 10% to 35%.
• the hydrocarbon fraction comprises a content by weight of isoparaffins ranging from 50% to 70%, normal paraffins ranging from 10% to 25% and naphthenes ranging from 10% to 30%.
• the hydrocarbon fraction is free of normal paraffins.
• normal paraffins means a normal paraffin content of less than or equal to 1% by weight.
• the hydrocarbon fraction comprises a content by weight of isoparaffins ranging from 50 to 99%, from 0 to 1% of normal paraffins and from 1 to 40% of naphthenes. More preferentially, the hydrocarbon fraction comprises a content by weight of isoparaffins ranging from 60 to 90%, from 0 to 1% of normal paraffins and from 10 to 35% of naphthenes. Even more preferably, the hydrocarbon fraction comprises a content by weight of isoparaffins ranging from 70 to 80%, from 0 to 1% normal paraffins and from 15 to 30% naphthenes.
• the hydrocarbon fraction used in the composition according to the invention is advantageously free of aromatics.
• aromatic term is preferably meant a hydrocarbon fraction comprising an aromatic content less than or equal to 300 ppm, preferably less than or equal to 200 ppm, even more preferably less than or equal to 150 ppm, measured by UV spectrometry.
• the hydrocarbon fraction preferably comprises a content by weight of paraffins ranging from 60 to 99%, naphthenes ranging from 1 to 40% and an aromatic content of less than or equal to 300 ppm.
• the hydrocarbon fraction comprises a weight content of paraffins ranging from 65 to 95%, naphthenes ranging from 5 to 35% and an aromatic content of less than or equal to 200 ppm.
• the hydrocarbon fraction comprises a content by weight of paraffins ranging from 70 to 90%, naphthenes ranging from 10 to 30% and an aromatic content of less than or equal to 150 ppm.
• the hydrocarbon fraction also preferably has a sulfur content of less than or equal to 10 ppm and preferably less than or equal to 2 ppm.
• the hydrocarbon fraction according to the invention preferably has a kinematic viscosity at 40 ° C. ranging from 2 to 20 mm 2 / s, preferably from 2 to 15 mm 2 / s and more preferably from 3 to 10 mm 2 / s according to the standard. ASTM D445.
• the hydrocarbon fraction according to the invention preferably has a typical pour point according to the ASTM D97 standard ranging from -45 to + 10 ° C., preferably from -40 to 0 ° C. and more preferably from -35 to 0 ° C.
• the hydrocarbon fraction according to the invention is free of volatile organic compounds (or VOCs) at ambient temperature, thus complying with the Directive 1999/13.
• Volatile organic compounds are understood to mean a hydrocarbon fraction having a vapor pressure of less than or equal to 0.01 kPa at 20 ° C.
• hydrocarbon cutting compositions can be obtained as follows.
• the hydrocarbon fraction according to the invention is a hydrocarbon fraction which can be derived in known manner from crude oil or biomass.
• hydrocarbon cut is intended to mean a cut resulting from the distillation of crude oil, preferably from atmospheric distillation and / or vacuum distillation of crude oil, preferably from atmospheric distillation followed vacuum distillation.
• the hydrocarbon fraction used in the composition of the invention is advantageously obtained by a process comprising hydrotreatment, hydrocracking or catalytic cracking steps.
• the hydrocarbon fraction used in the composition of the invention is preferably obtained by a process comprising decaromatization and optionally desulfurization steps.
• the hydrocarbon fraction according to the invention may also preferably be subjected to a hydrorepa refining step.
• the hydrocarbon fraction obtained after the distillation step or steps is a gas oil cut.
• This gas oil fraction is preferably obtained by a process comprising hydrotreatment, hydrocracking, catalytic cracking or hydrodewaxing stages, optionally followed by the stages of dearomatization and optionally desulfurization.
• the hydrocarbon fraction may be a mixture of hydrocarbon fractions having undergone the steps described above.
• the hydrocarbon fraction used in the composition of the invention may also preferably be derived from the conversion of the biomass.
• raw materials of biological origin preferably chosen from vegetable oils, animal fats, fish oils and mixtures thereof.
• Suitable raw materials of biological origin are, for example, rapeseed oil, canola oil, tall oil, sunflower oil, soybean oil, hemp oil, olive oil , the oil flaxseed oil, mustard oil, palm oil, peanut oil, castor oil, coconut oil, animal fats such as tallow, recycled raw materials derived from genetic engineering, and biological raw materials produced from microorganisms such as algae and bacteria.
• the hydrocarbon fraction of biological origin is obtained by a process comprising hydrodeoxygenation (HDO) and isomerization steps.
• the hydrodeoxygenation (HDO) step leads to the decomposition of the structures of the biological esters or triglyceride constituents, the elimination of oxygenated, phosphorus and sulfur compounds and the hydrogenation of the olefinic bonds.
• the product resulting from the hydrodeoxygenation reaction is then isomerized.
• a fractionation step may preferably follow the hydrodeoxygenation and isomerization steps.
• fractions of interest are then subjected to hydrotreatment and then distillation stages in order to obtain the specifications of the desired hydrocarbon fraction according to the invention.
• the hydrocarbon fraction may be a hydrocarbon fraction mixture derived from the distillation of crude oil and / or the conversion of biomass.
• the hydrocarbon fraction is a hydrocarbon fraction derived from the distillation of crude oil.
• the hydrocarbon fraction is a hydrogenated hydrocarbon fraction.
• the hydrocarbon fraction used in the composition of the invention is advantageously a hydrocarbon fraction having a distillation range ID (in ° C) ranging from 200 to 420 ° C., preferably from 220 to 400 ° C. and even more preferably from 240 to 380 ° C measured according to ASTM D86.
• the difference between the initial boiling point and the final boiling point is less than or equal to 100 ° C.
• the hydrocarbon fraction may comprise one or more distillation interval fractions included in the ranges described above.
• the hydrocarbon fraction preferably has:
• a boiling temperature ranging from 200 to 420 ° C., preferably from 220 to 400 ° C. and even more preferably from 240 to 380 ° C., measured according to the ASTM D86 standard,
• a kinematic viscosity ranging from 2 to 20 mm 2 / s, preferably from 2 to 15 mm 2 / s and more preferably from 3 to 10 mm 2 / s according to the ASTM D445 standard, and a typical pour point according to the ASTM D97 standard ranging from -45 to + 10 ° C., preferably from -40 to 0 ° C. and more preferably from -35 to 0 ° C.
• the hydrocarbon fraction preferably has:
• a boiling point ranging from 200 to 420 ° C., preferably from 220 to 400 ° C. and even more preferably from 240 to 380 ° C., measured according to ASTM D86 and
• a kinematic viscosity ranging from 2 to 20 mm 2 / s, preferably from 2 to 15 mm 2 / s and more preferably from 3 to 10 mm 2 / s according to the ASTM D445 standard.
• the hydrocarbon fraction preferably has:
• kinematic viscosity ranging from 2 to 20 mm 2 / s, preferably from 2 to 15 mm 2 / s and more preferably from 3 to 10 mm 2 / s according to ASTM D445, and
• a typical pour point according to the ASTM D97 standard ranging from -45 to + 10 ° C., preferably from -40 to 0 ° C. and more preferably from -35 to 0 ° C.
• the composition according to the invention comprises a hydrocarbon cutting content ranging from 60% to 90% by weight, preferably from 65% to 85% and even more preferentially from 70% to 80% by weight relative to the total weight of the composition. .
• composition according to the invention comprises at least one comb-type copolymer which makes it possible to improve the compatibility of the hydrocarbon fraction with the acrylic polymer when formulating acrylic mastics and adhesives.
• the copolymer according to the invention is a water-soluble comb-type copolymer having an acrylic acid skeleton, and optionally methacrylic acid, and poly (alkylene glycol) side chains.
• poly (alkylene glycol) is meant a polymer of an alkylene glycol derived from an olefinic oxide.
• the poly (alkylene glycol) chains of the copolymer according to the present invention contain a proportion of ethyleneoxy groups and / or a proportion of propyleneoxy groups.
• the poly (alkylene glycol) chains according to the present invention may for example comprise a proportion of ethyleneoxy groups and a proportion of propyleneoxy groups, for example a major proportion of ethyleneoxy groups in association with a secondary proportion of propyleneoxy groups.
• Specific examples of the alkylene glycol polymer include: polyalkylene glycols having an average molecular weight of 1,000, 4,000, 6,000, 10,000 and 20,000 g / mol; polyethylene polypropylene glycols having a percentage of ethylene oxide of between 20 and 80% by weight and a percentage of propylene oxide of between 20 and 80% by weight.
• ethyleneoxy groups and the propyleneoxy groups of the side chains of the copolymer may be arranged in a random manner, in a regular manner or in a block.
• the polymer according to the present invention results from the polymerization:
• R represents a polymerizable unsaturated functional group, in particular acrylate, methacrylate, methacrylurethane, vinyl or allyl,
• R 'de notes hydrogen or an alkyl group having from 1 to 4 carbon atoms
• X represents a structure comprising n unit (s) of ethylene oxide EO and m unit (s) of propylene oxide OP, arranged randomly or regularly, m and n are 2 integers ranging from 0 to 150, at least one of which is non-zero.
• the copolymer is composed of acrylic acid monomers, and optionally of methacrylic acid monomers, and of monomers (I).
• the minimum content of acrylic acid monomers is, for example, 4% by weight, 5% by weight or 6% by weight, depending on the length of the alkoxylated chain of the monomers (I). .
• the copolymer consists of monomers of acrylic acid and monomers (I) exclusively.
• the copolymer consists of methacrylic acid monomers, acrylic acid monomers and monomers (I).
• the weight content of acrylic acid monomers is greater than the weight content of methacrylic acid monomers.
• Said copolymer is obtained by the known methods of conventional free radical copolymerization in solution, in bulk, in bulk, in direct or inverted emulsion, in suspension or by precipitation in appropriate solvents, in the presence of known catalyst systems and transfer agents, or by controlled radical polymerization processes such as the method known as reversible addition-fragmentation chain transfer (RAFT), the method known as atom transfer radical polymerization (ATRP), the a process known as nitroxide-mediated polymerization (NMP), or the process known as cobaloxim-mediated radical polymerization.
• RAFT reversible addition-fragmentation chain transfer
• ATRP atom transfer radical polymerization
• NMP nitroxide-mediated polymerization
• cobaloxim-mediated radical polymerization cobaloxim-mediated radical polymerization
• said copolymer is 100% neutralized with sodium hydroxide.
• said copolymer is partially neutralized with sodium hydroxide.
• composition of the present invention comprises at least one copolymer consisting of:
• R represents an acrylate or methacrylate function
• R 'de notes hydrogen or a methyl group
• X represents a structure comprising n unit (s) of ethylene oxide EO and m unit (s) of propylene oxide OP, arranged randomly or in a regular manner, m and n are 2 integers ranging from 1 to 150.
• the poly (alkylene glycol) chains of the copolymer, constituent element of the plasticizer according to the present invention comprise a proportion of ethylene-oxy groups and a proportion of propylene-oxy groups.
• the comb-type copolymer according to the invention comprises a content of monomers of acrylic acid, monomers of formula (I) and methacrylic acid monomers, greater than or equal to 95% by weight per relative to the weight of the copolymer, preferably greater than or equal to 98%.
• the comb-type copolymer consists, relative to the total weight of the copolymer:
• said composition comprises two copolymers:
• R represents a polymerizable unsaturated function
• R 'de notes hydrogen or an alkyl group having from 1 to 4 carbon atoms
• X represents a structure comprising n unit (s) of ethylene oxide EO and m unit (s) of propylene oxide OP, arranged randomly or in a regular manner, m and n are 2 integers ranging from 0 to 150, at least one of which is non-zero
• R represents a polymerizable unsaturated function
• X' represents a structure comprising n 'unit (s) of ethylene oxide EO and m' unit (s) of oxide of propylene OP, arranged randomly or in a regular manner,
• m 'and n' are 2 integers ranging from 0 to 150, at least one of which is non-zero.
• the composition according to the invention comprises a combination of two comb-type copolymers. These two copolymers can be used in all proportions. Furthermore, it is also possible in the context of the present invention to use more than two copolymers, for example three comb-type copolymers.
• composition according to the present invention comprises two copolymers of different molecular mass Mw:
• the copolymer b1) has a molecular weight ranging from 20,000 to 80,000 g / mol
• the copolymer b2 has a molecular mass greater than or equal to 500,000 g / mol.
• the weight average molecular weights (Mw) of the copolymers according to the invention are determined according to the techniques known to those skilled in the art. For example, it can be determined by Steric Exclusion Chromatography (CES). A precise protocol for determining the molecular weight of the copolymers according to the invention is given in the experimental part.
• CES Steric Exclusion Chromatography
• the composition according to the invention comprises a content of at least one copolymer as described above ranging from 10% to 40% by weight, preferably from 15% to 35% and even more preferably from 20% to 30% by weight. weight relative to the total weight of the composition.
• composition according to the invention is advantageously usable as a plasticizer in formulations of acrylic mastics and adhesives.
• the plasticizer composition according to the invention advantageously comprises a content by weight of at least one hydrocarbon fraction (a) as described above ranging from 60% to 90% and a content by weight of at least one copolymer (b ) as described above ranging from 10% to 40% relative to the total weight of the composition.
• the composition of plasticizer according to the invention comprises a hydrocarbon cutting weight content (a) ranging from 65 to 85% and a content by weight of copolymer (b) ranging from 15% to 35%, as described above, with respect to total weight of the composition. More preferably, it comprises a hydrocarbon cutting weight content (a) ranging from 70% to 80% and copolymer (b) ranging from 20% to 30%, as described above, relative to the total weight of the composition.
• the plasticizer composition according to the invention consists essentially of at least one hydrocarbon fraction (a) as described above in a content by weight ranging from 60% to 90% and at least one copolymer (b) as described above in a content by weight ranging from 10% to 40% relative to the total weight of the composition.
• the plasticizer composition according to the invention consists essentially of at least one hydrocarbon fraction (a) in a content by weight ranging from 65 to 85% and at least one copolymer (b) in a content by weight ranging from 15% to 35%, as described above, relative to the total weight of the composition.
• it consists essentially of at least one hydrocarbon fraction (a) in a content by weight ranging from 70% to 80% and at least one copolymer (b) in a content by weight ranging from 20% to 30%, such as described above, relative to the total weight of the composition.
• the plasticizer composition according to the invention is advantageously free of phthalate type compounds.
• phthalate compounds is meant a composition comprising less than 1% by weight of phthalates, relative to the total weight of the composition, preferably less than 0.5%, more preferably less than 0.1%, even more preferentially less than 0.01%.
• composition of mastic and acrylic adhesives Composition of mastic and acrylic adhesives:
• the invention also relates to an acrylic mastic composition
• an acrylic mastic composition comprising a content by weight of the plasticizer composition according to the invention ranging from 1 to 20% by weight, preferably from 5 to 15% and more preferably from 8 to 12% by weight. to the total weight of the acrylic mastic composition.
• the acrylic mastic composition comprises at least one other aqueous dispersion polymer selected from the group consisting of a pure acrylic polymer, an acrylic copolymer, an acrylic styrene polymer, a polyvinyl acetate polymer.
• the acrylic mastic composition comprises a content by weight of said polymer in aqueous dispersion ranging from 10 to 88%, preferably from 20 to 80% and preferably from 30 to 70% by weight relative to the total weight of the acrylic mastic composition. .
• Such polymers and copolymers useful for the formulation of acrylic mastics and adhesives are known per se.
• the polymer is an acrylic copolymer, it is different from the copolymers b) which have been defined above.
• the acrylic mastic composition may also conventionally comprise at least one thickener, filler, crosslinking agent, surfactant, water, and / or catalyst.
• the mastic composition preferably comprises a content by weight relative to the total weight of the composition ranging from 0 to 60% filler, from 10 to 88% of acrylic polymers or copolymers, from 10 to 40% of water, from 1 to 5% of surfactants and 1 to 20% of the plasticizer composition according to the invention.
• the mastic composition preferably comprises from 0 to 60% of fillers and / or tackifying resins, from 10 to 88% of acrylic polymers or copolymers, from 10 to 40% of water, from 1 to 5% of surfactants, from 0.5 to 10% of copolymer (s) b) and from 0.5 to 10% of hydrocarbon fraction a), the content being expressed by weight relative to the total weight of the composition.
• the mastic composition comprises from 0.5 to 10% of copolymer (s) b) and from 0.5 to 10% of hydrocarbon fraction a) by weight relative to the total weight of the composition, more preferably from 0, 5 to 5% of copolymer (s) b) and 4.5 to 10% of hydrocarbon fraction a), still more preferably 2 to 4% of copolymer (s) b) and 5 to 9% of a hydrocarbon fraction a ), preferably from 2 to 3.5% of copolymer (s) b) and from 6 to 8.5% of hydrocarbon fraction a).
• the mastic composition consists essentially of 0 to 60% of fillers and / or tackifying resins, 10 to 88% of acrylic polymers or copolymers, 10 to 40% of water, 1 to 5% of surfactants, 0.5 to 10% of copolymer (s) b) and 0.5 to 10% of hydrocarbon fraction a), the content being expressed by weight relative to the total weight of the composition.
• the invention also relates to an acrylic adhesive composition comprising at least one aqueous dispersion polymer selected from the group consisting of a polyethylene, a polypropylene or a polyamide, a copolymer of ethylene vinyl acetate.
• the acrylic adhesive composition may also comprise conventionally at least one thickener, a filler, a crosslinking agent, a surfactant, a tackifying resin, water, and or a catalyst.
• the acrylic adhesive composition preferably comprises a content by weight relative to the total weight of the composition ranging from 0 to 60% of fillers and / or tackifying resins, from 10 to 88% of acrylic polymers or copolymers, from 10 to 88% of 40% water, 1 to 5% surfactants and 1 to 20% of the plasticizer composition according to the invention.
• the adhesive composition preferably comprises from 0 to 60% of fillers and / or tackifying resins, from 10 to 88% of acrylic polymers or copolymers, from 10 to 40% of water, from 1 to 5% of surfactants. , from 0.5 to 10% of copolymer (s) b) and from 0.5 to 10% of hydrocarbon fraction a), the content being expressed by weight relative to the total weight of the composition.
• the adhesive composition comprises from 0.5 to 10% of copolymer (s) b) and from 0.5 to 10% of hydrocarbon fraction a) by weight relative to the total weight of the composition, more preferably from 0 to 5 to 5% of copolymer (s) b) and 4.5 to 10% of hydrocarbon fraction a), still more preferably 2 to 4% of copolymer (s) b) and 5 to 9% of hydrocarbon fraction a), preferably from 2 to 3.5% of copolymer (s) b) and from 6 to 8.5% of hydrocarbon fraction a).
• the adhesive composition consists essentially of 0 to 60% of fillers and / or tackifying resins, 10 to 88% of acrylic polymers or copolymers, 10 to 40% of water, 1 to 5% of surfactants. , 0.5 to 10% of copolymer (s) b) and 0.5 to 10% of hydrocarbon fraction a), the content being expressed by weight relative to the total weight of the composition.
• compositions of mastics and acrylic adhesives according to the invention have the remarkable characteristic of containing less than 1% by weight of phthalates, preferably less than 0.5%, more preferably less than 0.1%, even more preferably less 0.01% relative to the total weight of the composition.
• the compositions of mastics and acrylic adhesives as described are advantageously phthalate free and preferably at low VOC content in order to meet the regulatory requirements in force.
• the invention further relates to the use of the composition according to the invention in formulations of acrylic mastics and adhesives.
• the subject of the invention is also the use of at least one copolymer consisting of:
• R represents a polymerizable unsaturated function
• R 'de notes hydrogen or an alkyl group having from 1 to 4 carbon atoms
• X represents a structure comprising n unit (s) of ethylene oxide EO and m unit (s) of propylene oxide OP, arranged randomly or in a regular manner, m and n are 2 integers ranging from 0 to 150, at least one of which is non-zero,
• the invention also relates to a method for improving the following properties, without being limited thereto, of the acrylic mastic and adhesive composition comprising the plasticizer composition according to the invention: compatibility of the polymeric matrix with the plasticizer, bleeding, drying, VOC emission, smooth and homogeneous surface appearance.
• the method of the invention comprises at least one step of incorporating the plasticizer composition according to the invention into an acrylic mastic formulation.
• the method of the invention comprises at least one step of incorporating the plasticizer composition according to the invention into an acrylic adhesive formulation.
• aqueous phase acrylic mastic compositions comprising a mixture of different copolymers and a hydrocarbon fraction, used as a plasticizer composition:
• hydrocracked hydrocarbon fraction such as HYDROSEAL G400H sold by the company TOTAL FLUI DES,
• the water-soluble copolymers exemplified hereinafter are according to the invention or to the invention. They present :
• a negatively charged backbone composed of randomly polymerized acrylic acid and / or methacrylic acid monomers
• uncharged side chains consisting of poly (alkylene glycol) units.
• the copolymer XP1934 has the following composition (in% by weight relative to the total weight of the copolymer):
• the copolymer XP1935 has the following composition (in% by weight relative to the total weight of the copolymer):
• the copolymer XP1936 has the following composition (in% by weight relative to the total weight of the copolymer):
• the copolymer XP1937 has the following composition (in% by weight relative to the total weight of the copolymer): 8% of acrylic acid monomers,
• the molecular weight of the comb-type copolymers of the present invention is determined by size exclusion chromatography (CES).
• Such a technique implements a WATERS TM brand liquid chromatography apparatus with two detectors.
• One of these detectors combines static dynamic light scattering at an angle of 90 ° C with viscometry measured by a VISCOTEK TM MALVERN TM viscometer.
• the other of these detectors is a WATERS TM refractometric concentration detector.
• This liquid chromatography apparatus is provided with steric exclusion columns appropriately chosen by those skilled in the art in order to separate the different molecular weights of the polymers studied.
• the liquid phase of elution is an aqueous phase containing 1% of KN0 3 .
• the polymerization solution in the eluent of the CES which is a 1% solution of KNO 3
• the eluent of the CES which is a 1% solution of KNO 3
• the chromatography apparatus eluent: a 1% solution of KNO 3
• the liquid chromatography apparatus contains an isocratic pump (WATERS TM 515) with a flow rate of 0.8 ml / min.
• the chromatography apparatus also comprises an oven which itself comprises in series the following column system: a precolumn GUARD COLUMN type ULTRAHYDROGEL WATERS TM 6 cm long and 40 mm internal diameter, a linear column type ULTRAHYDROGEL WATERS TM 30 cm long and 7.8 mm inside diameter and two columns ULTRAHYDROGEL 120 ANGSTROM WATERS TM 30 cm long and 7.8 mm inside diameter.
• the detection system itself consists on the one hand of a refractometric detector type RI WATERS 410 and on the other side of a double detector viscometer and light scattering at an angle of 90 ° type 270 DUAL DETECTOR MALVERN TM.
• the oven is heated to 55 ° C, and the refractometer is heated to 45 ° C.
• the chromatography apparatus is calibrated by a single standard of PEO 19k type PolyCAL TM MALVERN TM.
• Table 1 lists the formulations as well as the chemical characteristics of the constituents of the 4 acrylic mastic compositions and the results of the evaluation of each of these 4 compositions.
• the percentages indicated correspond to the commercial weight or weight of aqueous polymer dispersion relative to the total weight of the composition.
• compositions 1 to 4 are evaluated according to their appearance, bleeding, drying, and the viscosity of each of them as follows:
• Dyeing / migration To evaluate bleeding, the sealant is applied to a Bristol Exacompta 13308E plug. After a period of 6 days, the form is checked periodically to see if the hydrocarbon cut migrates to the Bristol plug.
• Appearance of the surface after drying (after 24 hours): a dry, non-tacky surface is evaluated, evaluated after touching, after a drying time of 24 hours.
• Viscosity evaluation of the strength of the formulation when mixed with the spatula. An increase in mixing difficulty is correlated with an increase in the viscosity of the sealant composition. Table 1
• compositions 3 and 4 respectively comprising the copolymers XP 1936 and XP 1937 are preserved in the continuation of the experimental plan. It should be noted that compositions 3 and 4 make it possible to obtain a homogeneous and smooth appearance and a dry surface after 24 hours. Second test series:
• Each composition comprises a content of 1.15% by weight of aqueous dispersion of each of the two copolymers in a mixture so as to obtain a total content of 2.3% copolymer, equal to that of the first series of tests.
• the other constituents of the composition are the same as those of the first test series and in the same proportions as those of Table 1.
• Table 2 groups together the formulations of the constituents of the 6 acrylic mastic compositions and the results of the bleeding, drying and viscosity evaluation of each of these 6 compositions.
• composition comprising the blend of copolymer XP 1936 and XP 1937, presenting the best results in the second series of tests, was evaluated by varying the content of each of the two polymers in proportions ranging from 60 / 40 to 40/60.
• Tables 3, 4 and 5 include the weight contents of materials used relative to the total weight of each composition as well as the evaluation results of the properties of each of the compositions.
• the properties evaluated are: the appearance of the composition, the drying of the surface after
• Acronal V278 65% active ingredient in aqueous dispersion.
• Acronal V278 65% active ingredient in aqueous dispersion.
• aqueous solution of soda concentration 100 g / 1
• composition therefore comprises a total weight ranging from 2.3 to 3.1% of dispersion of copolymers relative to the total weight of the composition.
• compositions 16 and 22 show acceptable results for use as putty.
• a composition comprising a weight of 2.1% or 3.3% copolymer dispersion relative to the total weight of the sealant composition is also conceivable.
• compositions 23 to 28 have good results namely: a smooth and homogeneous appearance, a dry surface after 24 hours and absence of bleeding.
• compositions according to the invention Two formulations of acrylic mastic are compared: one comprising the composition according to the invention and the other comprising a phthalate plasticizer as a reference.
• the following examples describe the evaluated acrylic mastic compositions. These compositions comprise the various plasticizer compositions below:
• composition comprising the copolymers XP 1936 and XP 1937 produced by the company COATEX in admixture and a hydrocracked hydrocarbon fraction such as HYDROSEAL G400H marketed by the company TOTAL FLUIDS, example according to the invention A,
• a di-isodecyl phthalate (or DIDP) composition as a reference for phthalates such as Palatinol N sold by BASF, Comparative Example B.
• Tables 6 and 7 summarize the chemical characteristics of the constituents of the aqueous acrylic mastics used for the various evaluations and their proportion.
• the percentages indicated correspond to the weight of commercial material or to the weight of aqueous dispersion of polymer weight relative to the total weight of the composition.
• compositions A according to the invention and comparative B were evaluated.
• Table 8 groups together the results obtained concerning the mechanical properties for each of the two compositions A and B of acrylic mastics with, as plasticizer, the composition according to the invention (example A) and the phthalate reference (comparative example B).
• composition A comprising the composition according to the invention are also good and comparable to those obtained with the comparative composition B comprising the plasticizer phthalates.
• Table 9 groups the compatibility results for the various compositions A and B of acrylic mastics.
• the sealant composition is applied to a glass, after drying for 24 hours, the sealant is painted with a monolayer satin acrylic paint. The painted surface is then evaluated: no change, discoloration, change in color and / or cracking.
• formulation of acrylic mastic comprising the composition according to the invention does not exhibit bleeding or surface migration of the hydrocarbon fraction included in the composition.
• the mechanical properties and compatibility of the acrylic sealant comprising the composition according to the invention are as good or better than those of a sealant comprising the reference phthalates as plasticizer.

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