Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/08—Processes
  • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/02—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only
  • C08G18/025—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only the polymeric products containing carbodiimide groups
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/08—Processes
  • C08G18/16—Catalysts
  • C08G18/22—Catalysts containing metal compounds
  • C08G18/24—Catalysts containing metal compounds of tin
  • C08G18/242—Catalysts containing metal compounds of tin organometallic compounds containing tin-carbon bonds
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/40—High-molecular-weight compounds
  • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/40—High-molecular-weight compounds
  • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
  • C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
  • C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
  • C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
  • C08G18/6633—Compounds of group C08G18/42
  • C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
  • C08G18/664—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
  • C08G18/72—Polyisocyanates or polyisothiocyanates
  • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
  • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
  • C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
  • C08G18/7621—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
  • C08G18/72—Polyisocyanates or polyisothiocyanates
  • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
  • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
  • C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
  • C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
  • C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
  • C08G18/72—Polyisocyanates or polyisothiocyanates
  • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
  • C08G18/775—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur sulfur
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
  • C08G18/72—Polyisocyanates or polyisothiocyanates
  • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
  • C08G18/776—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur phosphorus
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
  • C08G18/72—Polyisocyanates or polyisothiocyanates
  • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
  • C08G18/78—Nitrogen
  • C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
  • C08G18/797—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing carbodiimide and/or uretone-imine groups
• • 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
  • C08K5/16—Nitrogen-containing compounds
  • C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds

Definitions

• the invention relates to novel processes for improving hydrolysis resistance in polyurethane (PU) based systems, preferably PU adhesives, PU casting resins, PU elastomers or PU foams.
• PU polyurethane
• Polyurethanes are formed, almost quantitatively, by polyaddition reaction of polyisocyanates with polyhydric alcohols, i.e. polyols. Linking ensues by the reaction of an isocyanate group (—N—C ⁇ O) of one molecule with a hydroxyl group (—OH) of another molecule to form a urethane group (—NH—CO—O—).
• the course of the reaction between the diisocyanate and the polyol depends on the molar ratio between the components. Intermediate products having a desirable average molecular weight and desirable end groups may well be formed. These intermediate products can then be chain extended later by reaction with a diol or diamine to form the desired polyurethane or polyurethane-polyurea hybrid. These intermediate products are generally known as prepolymers.
• Suitable polyols for forming prepolymers include not only diols but also polyalkylene glycol ethers, polyether esters or polyesters having terminal hydroxyl groups (polyester polyols).
• Polyester polyols are preferably used to form polyurethanes designed to have high mechanical or dynamical fatigue resistance.
• polyether esters or polyesters with terminal hydroxyl groups that are formed by polycondensation of simple diols and carboxylic acids still contain free carboxylic acids. These catalyse the reaction between the ester groups in the polymer and water, and this leads to a low level of hydrolysis resistance.
• the problem addressed by the present invention was therefore that of providing processes for improving the hydrolysis resistance of polyurethane (PU) based systems, that are useful in particular for the production of PU adhesives, PU casting resins, PU elastomers or PU foams, while eschewing materials that are costly and inconvenient to produce.
• PU polyurethane
• the present invention accordingly provides a process for improving hydrolysis resistance in polyurethane (PU) based systems, in which
• R 1 , R 3 and R 5 are each independently H or methyl
• R 2 and R 4 are each independently H, methyl, NH—C(O)—OR 10 , where R 10 is C 1 -C 4 -alkyl or —(CH 2 ) h —O—[(CH 2 ) k —O] g —R 11 , where h is 1-3, k is 1-3, g is 0-12 and R 11 is H or C 1 -C 4 -alkyl
• R 6 , R 7 , R 8 and R 9 are each independently H or methyl, and at least one diisocyanate and optionally a diamine and/or a diol are stirred into
• m is 0 and
• R 1 , R 3 and R 5 are each independently H or methyl
• R 2 and R 4 are each independently H, methyl or —NH—C(O)—OR 10 , where R 10 is C 1 -C 4 -alkyl or —(CH 2 ) h —O—[(CH 2 ) k —O] g —R 11 , where h is 1-3, k is 1-3, g is 0-12 and R 11 is H or C 1 -C 4 -alkyl, preferably R 1 , R 3 , R 4 and R 5 are each H or methyl, more preferably R 1 , R 3 and R 5 are each methyl and R 4 is H, R 2 is —NH—C(O)—OR 10 , where R 10 is —C 1 -C 4 -alkyl or —(CH 2 ) h —O—[(CH 2 ) k —O] g —R 11 , where h is 1-3, k is 1-3,
• R 1 is methyl and R 2 , R 3 , R 4 and R 5 are each H.
• R 3 or R 5 is methyl or H
• R 2 is —NH—C(O)—OR 10 , where R 10 is —C 1 -C 4 -alkyl or —(CH 2 ) h —(O—(CH 2 ) k —O) g —R 11 , where h is 1-3, k is 1-3, g is 0-12 and R 11 is H or C 1 -C 4 -alkyl and R 1 and R 4 are each H.
• n is >0, more preferably m is 1, with R 1 , R 3 and R 5 each independently being H or methyl, and
• R 2 and R 4 are each H, methyl or —NH—C(O)—OR 10 , where R 10 is C 1 -C 4 -alkyl or —(CH 2 ) h —O—[(CH 2 ) k —O] g —R 11 , where h is 1-3, k is 1-3, g is 0-12 and R 11 is H or C 1 -C 4 -alkyl, provided one or more of R 6 , R 7 , R 8 and R 9 are each independently H or methyl, preferably R 1 , R 3 , R 4 and R 5 are each H or methyl, more preferably R 1 , R 3 and R 5 are each methyl and R 4 is H, R 2 and R 4 are each H, methyl or —NH—C(O)—OR 10 , where R 10 is C 1 -C 4 -alkyl or —(CH 2 ) h —O—[(CH 2 ) k —O] g —R 11
• R 1 , R 3 , R 4 , R 5 are each H or methyl, more preferably methyl,
• R 2 is —NH—C(O)—OR 10 , where R 10 is —C 1 -C 4 -alkyl or —(CH 2 ) h —O—[(CH 2 ) k —O] g —R 11 , where h is 1-3, k is 1-3, g is 0-12 and R 11 is H or C 1 -C 4 -alkyl, R 6 , R 7 , R 8 and R 9 are each independently H or methyl and more preferably at least one of R 6 , R 7 and R 9 is methyl.
• R 3 or R 5 is methyl or H
• R 2 is —NH—C(O)—OR 10 , where R 10 is —C 1 -C 4 -alkyl or —(CH 2 ) h —O—[(CH 2 ) k —O] g —R 11 , where h is 1-3, k is 1-3, g is 0-12 and R 11 is H or C 1 -C 4 -alkyl, and R 1 and R 4 are each H and R 6 , R 7 , R 8 and R 9 are each independently H or methyl, preferably at least one of R 6 , R 7 and R 9 is methyl.
• At least one of R 7 and R 9 is methyl.
• the compounds of formula (I) are commercially available substances in that they are available from Rhein Chemie Rheinau GmbH, for example, under the trade names Stabaxol® and Hycasyl® for example.
• mean m can also be a fractional number.
• Polyols for the purposes of the invention are selected from the group of polyester polyols and/or polyetherester polyols.
• Polyester polyols for the purposes of the invention are compounds with a molecular weight in g/mol of preferably up to 2000, more preferably in the range from 500 to 2000 and yet more preferably in the range from 500 to 1000.
• polyesterpolyols is to be understood as meaning for the purposes of the present invention not only compounds having two or three hydroxyl groups per molecule but also compounds having more than three hydroxyl groups per molecule.
• Polyester polyols are preferred polyols. It is advantageous for the polyester polyols and/or polyetherester polyols to have an OH number of up to 200, preferably between 20 and 150 and more preferably between 50 and 115.
• polyester polyols are reaction products of various diols with aromatic or aliphatic dicarboxylic acids and/or polymers of lactones.
• aromatic dicarboxylic acids useful for forming suitable polyester polyols.
• Particular preference is given here to terephthalic acid, isophthalic acid, phthalic acid, phthalic anhydride and also substituted dicarboxylic acid compounds having a benzene ring.
• Preferred polymers of lactones are useful for forming suitable polyester polyols, more preferably polycaprolactone.
• the dicarboxylic acids and the polymers of lactones are commercially available substances.
• diols useful for forming suitable polyester polyols most preferably ethylene glycol, butanediol, neopentyl glycol, hexanediol, propylene glycol, dipropylene glycol, diethylene glycol and cyclohexanedimethanol.
• At least one polyetherester polyol is used.
• polyester polyols and/or polyetherester polyols used for the purposes of the inventions are commercially available compounds in that they are available from Bayer MaterialScience AG under the trade name of Baycoll® or Desmophen®.
• Aromatic and aliphatic diisocyanates are preferred. Tolylene 2,4-diisocyanate, tolylene 2,6-diisocyanate, phenylene diisocyanate, 4,4-diphenylmethane diisocyanate, methylene bis(4-phenyl isocyanate), naphthalene 1,5-diisocyanate, tetramethylene 1,4-diisocyanate and/or hexamethylene 1,6-diisocyanate are particularly preferred and tolylene 2,4-diisocyanate and tolylene 2,6-diisocyanate are very particularly preferred.
• the diisocyanates used for the purposes of the inventions are commercially available compounds in that they are available from Bayer MaterialScience AG under the trade name of Desmodur®.
• Diamines which are used for chain extension, are preferably 2-methylpropyl 3,5-diamino-4-chlorobenzoate, bis(4,4′-amino-3-chlorophenyl)methane, 3,5-dimethylthio-2,4-tolylenediamine, 3,5-dimethylthio-2,4-tolylenediamine, 3,5-diethyl-2,4-tolylenediamine, 3,5-diethyl-2,6-tolylenediamine, 4,4′-methylenebis(3-chloro-2,6-diethylaniline) and 1,3-propanediol bis(4-aminobenzoate).
• diols Preference for use as diols is given to butanediol, neopentyl glycol, hexanediol, propylene glycol, dipropylene glycol, diethylene glycol and/or cyclohexanedimethanol. 1,3-butanediol or 1,6-hexanediol are particularly preferred.
• the diamines or diols used for chain extension within the meaning of the invention are commercially available compounds in that they are available from Rhein Chemie Rheinau GmbH under the trade name of Addolink®.
• Catalysts used for the purposes of the inventions are commercially available compounds in that they are available from Rhein Chemie Rheinau GmbH under the trade name of Addocat®.
• the ratio of carbodiimide to polyol is preferably 0.1-5, more preferably 1-3 parts by weight per 100 parts by weight of polyol.
• the ratio of diisocyanate to polyol is preferably 20-50:100 parts by weight, more preferably 30:100 parts by weight.
• the amount of diamine and/or diol is 5-30 wt %, based on the composition.
• the polyurethane (PU) based systems obtained by this process have increased hydrolysis resistance.
• Baycoll® AV 2113 a branched polyester polyol having an OH number of 110 mg KOH/g and an acid number of 0.83 mg KOH/g, from Bayer MaterialScience AG.
• Stabaxol® P 200 a polymeric aromatic carbodiimide based on tetramethylxylylene diisocyanate from Rhein Chemie Rheinau GmbH.
• Stabaxol® I a monomeric carbodiimide based on 2,6-diisopropylphenyl isocyanate from Rhein Chemie Rheinau GmbH.
• Desmodur® PU 0129 a 2,4/4,4 diphenylmethane diisocyanate isomer mixture.
• Addolink® B a 1,4-butanediol from Rhein Chemie Rheinau GmbH as diol component.
• Addocat® 201 a dibutyltin dilaurate from Rhein Chemie Rheinau GmbH, as catalyst.
• Carbodilite® HMV-8 CA a polymeric aliphatic carbodiimide from Nisshinbo Industries, INC. One portion of the formulation further contains a molecular sieve for moisture adsorption.
• Desmocoll® 140 a substantially linear hydroxyl polyurethane having a hydroxyl content ⁇ 0.1 from Bayer MaterialScience AG.
• Baycoll® AS 2060 a lightly crosslinked polyester polyol having a hydroxyl number of 60 ⁇ 3 mg KOH/g and an acid number of ⁇ 2.0 mg KOH/g from Bayer MaterialScience AG.
• Desmodur® RFE a solution of tris(p-isocyanatophenyl)thiophosphate in ethyl acetate having an NCO content of 7.2 ⁇ 0.2% as isocyanate curative from Bayer MaterialScience AG.
• Mixture A 100 g of the room temperature liquid Baycoll® AV 2113.
• Mixture C 100 g of the room temperature liquid Baycoll® AV 2113 were admixed with 0.6 g of Stabaxol® I and stored at 30° C.
• Mixture D 100 g of the room temperature liquid Baycoll® AV 2113 were admixed with 0.6 g of Stabaxol® P 200 and stored at 30° C. for 24 h.
• Mixture E 100 g of the room temperature liquid Baycoll® AV 2113 were admixed with 0.6 g of Carbodilite® HMV-8 CA and stored at 30° C. for 24 h. The two substances cannot be mixed. So this mixture was not employable for further tests.
• the mixtures were processed by the one-shot method, i.e. premixed with molecular sieve, Addocat® 201 and Addolink® B and reacted with the diisocyanate (Desmodur® PU0129).
• the mixture which was initially liquid and reacted to form a solid elastomer after a few minutes was poured into a warm test mould at 30° C., demoulded after 1 h and conditioned at 100° C. for 16 h.
• the die-cut standard test specimens were stored in water at a temperature of 80° C. for 4 days.
• the tensile strength of the test specimens stored in water was measured after every 24 h.
• Table 3 shows the percentage relative tensile strength starting at day 0 with 100%.
• Mixture A2 (comparator): 14 g of Desmocoll® 140 were dissolved in 75 g of ethyl acetate at 85° C. 7 g of Baycoll® AS 2060 were added during cooling.
• Mixture B2 (comparator): 14 g of Desmocoll® 140 were dissolved in 75 g of ethyl acetate at 85° C. 7 g of Baycoll® AS 2060 were added during cooling. 0.32 g of Stabaxol® I was dissolved in the cold mixture with stirring, followed by storage at room temperature for five days.
• Mixture C2 (to produce the inventive mixture): 14 g of Desmocoll® 140 were dissolved in 75 g of ethyl acetate at 85° C.
• Adhesives I, II, III and IV thus obtained were applied by hand with a wire-wound blade with 10 ⁇ m size to a commercially available. 23 ⁇ m thick, unpretreated DIN A4-sized PET sheet, although the topmost 50 mm of the sheet were not coated with adhesive owing to a protective strip to be removed later. The solvent of the adhesive (ethyl acetate) was subsequently flashed off at room temperature for five minutes. Then, a commercially available, 25 ⁇ m thick, unpretreated aluminium foil was laminated in place by hand. The laminate thus formed was cured at 50° C.
• the samples were stored under standard conditions for at least seven days, cut to size in accordance with ISO 11339 and subjected to the hydrolysis resistance test.
• the stored samples were stored individually freely suspended in an autoclave at 121° C. (250° F.) and 100% relative humidity for 30 min. The measurements were subsequently carried out at an extension rate of 100 mm/min.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Inorganic Chemistry (AREA)
• Polyurethanes Or Polyureas (AREA)
• Compositions Of Macromolecular Compounds (AREA)
• Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)

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