EP0894118A1 - Revetement hydrofuge compostable - Google Patents

Revetement hydrofuge compostable

Info

Publication number
EP0894118A1
EP0894118A1 EP97916448A EP97916448A EP0894118A1 EP 0894118 A1 EP0894118 A1 EP 0894118A1 EP 97916448 A EP97916448 A EP 97916448A EP 97916448 A EP97916448 A EP 97916448A EP 0894118 A1 EP0894118 A1 EP 0894118A1
Authority
EP
European Patent Office
Prior art keywords
acids
bifunctional
aliphatic
alcohols
optionally
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP97916448A
Other languages
German (de)
English (en)
Inventor
Ernst Grigat
Karsten-Josef Idel
Uwe Westeppe
Wolfgang Schulz-Schlitte
Winfried Pommeranz
Jürgen Lörcks
Harald Schmidt
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
BioTec Biologische Naturverpackungen GmbH and Co KG
Original Assignee
Bayer AG
BioTec Biologische Naturverpackungen GmbH and Co KG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer AG, BioTec Biologische Naturverpackungen GmbH and Co KG filed Critical Bayer AG
Publication of EP0894118A1 publication Critical patent/EP0894118A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D169/00—Coating compositions based on polycarbonates; Coating compositions based on derivatives of polycarbonates
    • C09D169/005—Polyester-carbonates
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/06—Polyurethanes from polyesters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D177/00—Coating compositions based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D177/12—Polyester-amides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D201/00—Coating compositions based on unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/06—Biodegradable

Definitions

  • the present invention relates to a compostable waterproof coating, a method for producing the same and the use of the coating for coating objects.
  • the task was solved by dissolving completely biodegradable polymers in suitable solvents and using this solution for spraying compostable parts.
  • the coating is created by running the solution with subsequent evaporation of the solvent.
  • Suitable biodegradable polymers are aliphatic or partially aromatic polyesters, thermoplastic aliphatic or partially aromatic polyester urethanes, aliphatic or aliphatic-aromatic polyester carbonates, aliphatic polyester amides.
  • A) aliphatic bifunctional alcohols preferably linear C 2 -C 10 -dialkohoien such as ethanediol, butanediol, hexanediol, particularly preferably butanediol and / or optionally cycloaliphatic bifunctional alcohols, preferably with C 5 -C 6 -C atoms in cycloaliphatic ring like 40111 PC17EP97 / 01723
  • cyclohexanedimethanol for example cyclohexanedimethanol and / or partially or completely instead of the diols monomeric or oligomeric polyols based on ethylene glycol, propylene glycol, tetrahydrofuran or copolymers thereof with molecular weights up to 4000, preferably up to 1000, and / or optionally small amounts of branched bifunctional alcohols, preferably C 3 - C 12 -
  • Alkyl diols such as neopentyl glycol and, if necessary, small amounts of higher functional alcohols, preferably C 3 -C 12 alkyl polyols such as 1,2,3-propanetriol or trimethylol propane, and from aliphatic bifunctional acids, preferably C 2 -C 12 alkyl dicarboxylic acids such as and preferably succinic acid or
  • Adipic acid and / or optionally aromatic bifunctional acids such as terephthalic acid or isophthalic acid or naphthalenedicarboxylic acid and additionally optionally small amounts of higher functional acids such as trimellitic acid or
  • aromatic acids making up no more than 50% by weight, based on all acids.
  • acids can also be used in the form of derivatives such as acid chlorides or esters, both as monomeric and as oligomeric esters;
  • C) aliphatic bifunctional alcohols preferably linear C 2 -C 10 dialcohols such as ethanediol, butanediol, hexanediol, particularly preferably butanediol and / or optionally cycloaliphatic bifunctional alcohols, preferably with a C 5 -C 6 cycloaliphatic ring such as for example ⁇ as cyclohexanedimethanol and / or partially or completely instead of the diols monomeric or oligomeric polyols based on ethylene glycol, propylene glycol, tetrahydrofuran or copolymers thereof with molecular weights up to 4000, preferably up to 1000, and / or optionally small amounts of branched bifunctional alcohols, preferably C 3 -C ] 2 -alkyl diols such as neopentyl glycol and additionally optionally small amounts of higher-functional alcohols, preferably C 3 -C 12 al
  • aromatic acids making up no more than 50% by weight, based on all acids.
  • acids can also be used in the form of derivatives such as acid chlorides or esters, both as monomeric and as oligomeric esters;
  • ester fraction C) and / or D) at least 75% by weight, based on the
  • aliphatic bifunctional alcohols preferably linear C 2 -C 10 dialcohols such as, for example, ethanediol, butanediol, hexanediol, particularly preferably butanediol and / or optionally cycloaliphatic bifunctional alcohols, preferably having 5 to 8 carbon atoms in the cycloaliphatic ring, such as cyclohexanedimethanol and / or partially or completely instead of the diols monomeric or oligomeric polyols based on ethylene glycol, propylene glycol, tetrahydrofuran or copolymers thereof with molecular weights up to 4000, preferably up to 1000, and / or optionally small amounts of branched bifunctional alcohols, preferably C 3 -C 12 -alkyldiols such as neopentylglycol and additionally optionally small amounts of higher-functional alcohols, preferably C 3 -C 12 dialco
  • G from acid- and alcohol-functionalized building blocks, preferably with 2 to 12 carbon atoms in the alkyl chain, for example hydroxybutyric acid or
  • aromatic acids making up no more than 50% by weight, based on all acids.
  • acids can also be used in the form of derivatives such as acid chlorides or esters, both as monomeric and as oligomeric esters;
  • H a carbo fraction which is prepared from aromatic bifunctional phenols, preferably bisphenol-A, and carbonate donors, for example phosgene, or a carbonate fraction which is obtained from aliphatic carbonic acid esters or their derivatives such as chlorocarbonic acid esters or aliphatic carboxylic acids or their derivatives like for example
  • Salts and carbonate donors for example phosgene, is produced.
  • ester fraction F) and / or G) must be at least 70% by weight, based on the sum of F), G) and H);
  • Dialcohols such as ethanediol, butanediol, hexanediol, particularly preferably butanediol and / or optionally cycloaliphatic bifunctional alcohols, preferably having 5 to 8 carbon atoms such as cyclohexanedimethanol and / or partially or completely instead of the diols, monomeric or oligomeric polyols based on ethylene glycol,
  • C 12 alkyl polyols such as 1,2,3-propanetriol or trimethylol propane and from aliphatic bifunctional acids, preferably 2 to 12 C atoms in the alkyl chain such as and preferably succinic acid or adipic acid and / or optionally aromatic bifunctional acids such as terephthalate acid or isophthalic acid or naphthalenedicarboxylic acid and, if necessary, small amounts of higher functional acids such as trimellitic acid or
  • K from acid- and alcohol-functionalized building blocks, preferably with 2 to 12 carbon atoms in the carbon chain, for example hydroxybutyric acid or hydroxyvaleric acid or lactic acid, or their derivatives, for example ⁇ -caprolactone or dilactide,
  • aromatic acids making up no more than 50% by weight, based on all acids.
  • acids can also be used in the form of derivatives such as acid chlorides or esters, both as monomeric and as oligomeric esters;
  • L) an amide fraction of aliphatic and / or cycloaliphatic bifunctional and / or optionally small amounts of branched bifunctional amines, linear aliphatic C 2 -C 0 -diamines and, in addition, small amounts of higher-functional amines, are preferred among the amines Hexamethylene diamine, isophorone diamine and particularly preferably hexamethylene diamine, and from linear and / or cycloaliphatic bifunctional acids, preferably with 2 to 12 carbon atoms in the alkyl chain or C 5 -C 6 ring in the case of cycloaliphatic acids, preferably adipic acid and / or optionally small amounts of branched bifunctional and / or optionally aromatic bifunctional acids such as, for example, terephthalic acid or isophthalic acid or naphthalenedicarboxylic acid and additionally optionally small amounts of higher-functional acids, preferably with 2 to 10 carbon atoms or
  • the ester content I) and / or K) must be at least 30% by weight, based on the sum of I), K), L) and M).
  • the weight content of the ester structures is preferably between 30 and 70%, the content of the amide structures between 70 and 30%
  • the biodegradable polyesteramides according to the invention can be synthesized either by the "polyamide method” by stochiometrically mixing the starting components, if appropriate with addition of water and subsequent removal of water from the reaction mixture, or by the “polyester method” by stochiometrically mixing the starting components as well as additions of an excess of diol with esterification of the acid groups and subsequent transesterification or re-embedding of these esters. In this second case, the excess of diol is also evaporated off, in addition to water. Preference is given to synthesis by the snow-covered "polyester method" "
  • polyesters, polyester urethanes, polyester carbonates or preferably polyester amides according to the invention can furthermore contain 0.1 to 5% by weight, preferably 0.1 to
  • branching agents can be, for example, trifunctional alcohols such as trimethylolpropane or glycerol, tetrafunctional alcohols such as pentaerythritol, trifunctional carboxylic acids such as citric acid This does not hinder materials
  • the polycondensation can also be accelerated by using known catalysts. Both the known phosphorus compounds which accelerate polyamide synthesis and acidic or organometallic catalysts for the esterification, as well as combinations of the two, are used
  • polycondensation to polyester amides can be influenced by the use of lysine, lysine derivatives or other amidically branching products such as, for example, aminoethylaminoethanol, which both the condensate Accelerate station as well as lead to branched products (see for example DE 38 31 709)
  • Solvents which can be used according to the invention can be: alcohols, ketones, ethers, halogenated or halogen-free hydrocarbons or esters. Acetone, ethyl acetate, isopropanol, methanol, dichloromethane, chloroform, tetrahydrofuran or toluene are preferred. Ethanol is particularly preferred
  • Solvents which can be used according to the invention can also be mixtures of the solvents mentioned and mixtures including other solvents, such as water
  • the concentrations of the solutions are between 70% by weight and 1% by weight of polymer, preferably between 50% and 8% by weight of polymer, particularly preferably between 40% and 19% by weight of polymer
  • coatings according to the invention can also be combined with other additives such as fillers or additives, for example
  • the present invention furthermore relates to a method for waterproofing non-waterproof compostable objects by means of the coatings according to the invention, characterized in that solutions of compostable plastics are applied in accordance with the composition according to the invention and the coatings are formed therefrom.
  • the application can take place, for example, by pouring, brushing or, preferably, spraying.
  • the present invention furthermore relates to a method for waterproofing non-waterproof compostable objects by means of the coatings according to the invention, characterized in that the preparation of the solutions of compostable plastics which are used for application are prepared in a suitable bonding device, preferably at temperatures above 60 ° C and immediately (in no longer than 10 minutes) to apply. This can be done discontinuously or preferably continuously.
  • the present invention further relates to a method for waterproofing non-waterproof compostable objects by means of the coatings according to the invention, characterized in that the curing of the coatings is accelerated. This can be done, for example, by physical means, such as accelerated removal of the solvent, for example in vacuo or at elevated temperature, or, for example, by adding crystallization accelerators (nucleating agents) or, for example, by adding reactive solidifier.
  • the non-waterproof compostable objects can be: cellulose products such as paper or cardboard, textile structures such as fabrics or nonwovens, wood or wood-based materials, starchy materials such as starch foam with or without biodegradable polymers as blend partners, foils or molded parts made of biodegradable materials, leather or leather materials, chitin or products made from it.
  • the coatings of the invention are also suitable for paper coating.
  • the coatings according to the invention can also be used to inhibit corrosion of metals.
  • the present invention also relates to the finished waterproof compostable parts provided with coatings, such as, for example, disposable tableware, storage containers or coffins.
  • the layer thickness of the coating is generally 0.1 to 20, preferably 0.5 to 10, in particular 1 to 5 ⁇ m.
  • the present invention also relates to compostable temporary coverings which are intended to be removed again after a certain period of time, such as protective covers for transporting or storing objects.
  • the present invention also relates to compostable coatings which enable the coated material to be heat-sealed.
  • Solution in meta-cresol at 20 ° C are dissolved in 80 g ethanol at 75 ° C.
  • the solution is sprayed onto a bowl of starch foam and left to dry for 1 hour at room temperature.
  • the bowl is filled with 90 ° C warm water and the water is allowed to cool in it (approx. 1 hour).
  • the shell is visually and in use none
  • An untreated bowl - except for the coating identical to the bowl from Example 1 - is soaked within one minute when filled with 90 ° C warm water and the water runs through it.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Paints Or Removers (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Biological Depolymerization Polymers (AREA)
  • Polyamides (AREA)

Abstract

L'invention concerne un revêtement hydrofuge compostable, son procédé de fabrication et son utilisation pour revêtir des objets.
EP97916448A 1996-04-18 1997-04-07 Revetement hydrofuge compostable Withdrawn EP0894118A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19615348 1996-04-18
DE1996115348 DE19615348A1 (de) 1996-04-18 1996-04-18 Kompostierbarer wasserfester Überzug
PCT/EP1997/001723 WO1997040111A1 (fr) 1996-04-18 1997-04-07 Revetement hydrofuge compostable

Publications (1)

Publication Number Publication Date
EP0894118A1 true EP0894118A1 (fr) 1999-02-03

Family

ID=7791657

Family Applications (1)

Application Number Title Priority Date Filing Date
EP97916448A Withdrawn EP0894118A1 (fr) 1996-04-18 1997-04-07 Revetement hydrofuge compostable

Country Status (7)

Country Link
EP (1) EP0894118A1 (fr)
JP (1) JP2000508700A (fr)
CN (1) CN1216568A (fr)
AU (1) AU2509397A (fr)
CA (1) CA2251829A1 (fr)
DE (1) DE19615348A1 (fr)
WO (1) WO1997040111A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6503288B1 (en) * 1996-12-30 2003-01-07 Bayer Corporation Process for the production of biodegradable encapsulated fertilizers
DE19719807A1 (de) * 1997-05-13 1998-11-19 Bayer Ag Heißsiegelfähiges Filtermaterial mit biologisch abbaubaren Polymeren

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU1016314A1 (ru) * 1979-12-17 1983-05-07 Институт Физиологии Им.И.С.Бериташвили Способ получени полиэфируретанов
DE4235135A1 (de) * 1992-10-19 1994-04-21 Bayer Ag Verwendung thermoplastischer Poly(ester-urethane) als kompostierbare Kunststoffe
JPH0797545A (ja) * 1993-09-30 1995-04-11 Kanegafuchi Chem Ind Co Ltd 耐水性を有する生分解性コーティング剤および食品用生分解性容器
JP3385435B2 (ja) * 1993-12-08 2003-03-10 独立行政法人産業技術総合研究所 生分解性ポリエステルアミド共重合体の製造方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9740111A1 *

Also Published As

Publication number Publication date
AU2509397A (en) 1997-11-12
JP2000508700A (ja) 2000-07-11
CA2251829A1 (fr) 1997-10-30
WO1997040111A1 (fr) 1997-10-30
CN1216568A (zh) 1999-05-12
DE19615348A1 (de) 1997-10-23

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