EP3380540A1 - Mousses dures de pur/pir à partir d'oligoesters de polyaddition - Google Patents

Mousses dures de pur/pir à partir d'oligoesters de polyaddition

Info

Publication number
EP3380540A1
EP3380540A1 EP16800971.0A EP16800971A EP3380540A1 EP 3380540 A1 EP3380540 A1 EP 3380540A1 EP 16800971 A EP16800971 A EP 16800971A EP 3380540 A1 EP3380540 A1 EP 3380540A1
Authority
EP
European Patent Office
Prior art keywords
pur
anhydride
mixtures
pir
pir rigid
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Withdrawn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
EP16800971.0A
Other languages
German (de)
English (en)
Inventor
Hartmut Nefzger
Torsten Hagen
Klaus Lorenz
Rene Abels
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.)
Covestro Intellectual Property GmbH and Co KG
Original Assignee
Covestro Deutschland AG
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 Covestro Deutschland AG filed Critical Covestro Deutschland AG
Publication of EP3380540A1 publication Critical patent/EP3380540A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4244Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups
    • C08G18/4261Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups prepared by oxyalkylation of polyesterpolyols
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00Foam properties
    • C08G2110/0025Foam properties rigid
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2203/00Foams characterized by the expanding agent
    • C08J2203/14Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2205/00Foams characterised by their properties
    • C08J2205/10Rigid foams
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2375/00Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2375/04Polyurethanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2375/00Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2375/04Polyurethanes
    • C08J2375/06Polyurethanes from polyesters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2483/00Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
    • C08J2483/10Block- or graft-copolymers containing polysiloxane sequences
    • C08J2483/12Block- or graft-copolymers containing polysiloxane sequences containing polyether sequences
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/49Phosphorus-containing compounds
    • C08K5/51Phosphorus bound to oxygen
    • C08K5/52Phosphorus bound to oxygen only
    • C08K5/521Esters of phosphoric acids, e.g. of H3PO4

Definitions

  • Another object was to incorporate the aforementioned polyester components in PUR / PIR rigid foams so that PUR-PIR rigid foams with attractive Properties are obtained whose properties at least the level of analogous, based on conventional Polykondensationspoh / ols PUR / PIR rigid foams reach.
  • (a) has an OH number of 100 to 280 mg KOH / g
  • Chemical blowing agents are, for example, water and carboxylic acids which release carbon dioxide by reacting with isocyanates to form urea or amide.
  • catalysts (d) for the preparation of the PUR / PIR rigid foams according to the invention it is possible to use, for example, the known polyurethane or polyisocyanurate formation catalysts, for example organic tin compounds, such as tin diacetate, tin dioctoate, dibutyltin dilaurate and / or strongly basic amines, such as 2,2,2 Diazabicyclooctane, triethylamine, triethylenediamine, Pentamethyldiethylenetriamine, ⁇ , ⁇ -dimethylcyclohexylamine or bis (N, N-dimethylaminoethyl) ether, ⁇ , ⁇ -dimemylbenzylamine and N-methylimidazole, and for catalysing the PIR reaction, for example, potassium acetate, sodium acetate, sodium N - [(2 hydroxy-5-nonylphenyl) methyl] -N-methylaminoacetate,
  • Suitable starter molecules are, for example, aliphatic polyols and aliphatic and / or aromatic amines and polyamines such as, for example, 1,3-propylene glycol, 1,2-propylene glycol, ethylene glycol, diethylene glycol, dipropylene glycol, 1,2-butanediol, 1,3-butanediol , 1,4-butanediol, hexanediol, pentanediol, 3-methyl-l, 5-pentanediol, 1,12-dodecanediol, water, glycerol, trimethylolpropane, triethanolamine, pentaerythritol, sorbitol, sucrose, hydroquinone, catechol, resorcinol, bisphenol F, Bisphenol A, 1,3,5-trihydroxybenzene, condensates containing methylol groups from formaldehyde and phenol or melamine or urea
  • Tack-free time Shortly after reaching the setting time, use a wooden stick in a short time
  • Time intervals scanned the foam surface. Starting from the start of the mixing, the tack-free time is reached when the wooden stick effortlessly dissolves from the foam surface without any adhering product.
  • Desmophen® V657 Reactive trifunctional polyether polyol for the preparation of
  • Desmophen® L2830 Bifunctional polyether polyol with predominantly primary
  • Polyurethane foam products is used.
  • Desmorapid® 1792 catalyzes the polyisocyanurate reaction.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Structural Engineering (AREA)
  • Materials Engineering (AREA)
  • Textile Engineering (AREA)
  • Emergency Medicine (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

La présente invention concerne un procédé pour la préparation de mousses dures de PUR/PIR, comprenant la transformation d'au moins un polyesterpolyol (a), pouvant être obtenu par mise en réaction de a.1.) au moins un anhydride d'acide carboxylique cyclique ; a.2.) au moins un diol de bas poids moléculaire présentant une masse molaire de 62 à 450 Da ; et a.3.) au moins un oxyde d'alkylène ; par estérification des composants a.1.) et a.2.) et oxalkylation consécutive du semi-ester d'acide carboxylique formé au moyen du composant a.3.) ; au moins l'oxyalkylation ayant lieu avec utilisation de a.4.) au moins un catalyseur à base d'amine dans lequel le(s) atome(s) d'azote est/font partie d'un système cyclique aromatique, avec (b) au moins un composant à fonction polyisocyanate, (c) au moins un agent gonflant, (d) au moins un ou plusieurs catalyseurs, (e) le cas échéant au moins un agent ignifuge et/ou d'autres additifs et adjuvants, et (f) le cas échéant au moins un autre composé présentant au moins deux groupes réactifs par rapport aux isocyanates, qui sont différents du polyesterpolyol (a). L'invention concerne en outre une mousse dure de PUR/PIR, pouvant être obtenue selon un procédé selon la présente invention, ainsi qu'un élément composite, comprenant la mousse dure de PUR/PIR selon la présente invention et au moins une couche de recouvrement choisie parmi le béton, le bois, l'aggloméré, l'aluminium, le cuivre, l'acier, l'acier noble, le papier, un non-tissé et un matériau synthétique ainsi que les composites multicouches ou une combinaison correspondante. La présente invention concerne également l'utilisation des mousses dures de PUR/PIR selon la présente invention ou de l'élément composite de la présente invention pour l'isolation thermique.
EP16800971.0A 2015-11-26 2016-11-23 Mousses dures de pur/pir à partir d'oligoesters de polyaddition Withdrawn EP3380540A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP15196451 2015-11-26
PCT/EP2016/078587 WO2017089417A1 (fr) 2015-11-26 2016-11-23 Mousses dures de pur/pir à partir d'oligoesters de polyaddition

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EP3380540A1 true EP3380540A1 (fr) 2018-10-03

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US (1) US10982039B2 (fr)
EP (1) EP3380540A1 (fr)
KR (1) KR20180087318A (fr)
CN (1) CN108350143A (fr)
CA (1) CA3005676A1 (fr)
WO (1) WO2017089417A1 (fr)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11161931B2 (en) * 2019-03-08 2021-11-02 Covestro Llc Polyol blends and their use in producing PUR-PIR foam-forming compositions
CN114341222A (zh) * 2019-08-09 2022-04-12 亨斯迈国际有限责任公司 含芳族聚酯多元醇化合物的聚氨酯泡沫组合物及由其制备的产品
CN114940738B (zh) * 2022-06-02 2024-02-27 万华化学(宁波)容威聚氨酯有限公司 一种聚氨酯组合物、聚氨酯泡沫及其制备方法与应用

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1247612B (de) 1965-07-22 1967-08-17 Heinz Suellhoefer Verfahren und Vorrichtung zur fortlaufenden Herstellung von kaschierten Platten aus Polyurethanhartschaum
DE1609668B2 (de) 1966-05-28 1973-01-04 Hoesch Ag, 4600 Dortmund Verfahren zur kontinuierlichen Herstellung von Verbundelementen
DE2832253A1 (de) 1978-07-22 1980-01-31 Bayer Ag Verfahren zur herstellung von formschaumstoffen
DE3315381A1 (de) 1983-04-28 1984-10-31 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von polyester- oder polyether-polyester-polyolen
DE3621039A1 (de) 1986-06-24 1988-01-07 Bayer Ag Verfahren zur herstellung von hydroxylgruppen aufweisenden oligoestern und deren verwendung
US6710096B2 (en) 2002-07-22 2004-03-23 Basf Corporation Polyether polyol for foam applications
EP2208744B1 (fr) * 2007-11-09 2013-09-18 Mitsui Chemicals, Inc. Composition de polyol, composition moussante et mousse de polyuréthane
US8680211B2 (en) 2010-04-29 2014-03-25 Dow Global Technologies Llc Hybrid polyester-polyether polyols
RU2013142022A (ru) 2011-02-17 2015-03-27 Басф Се Способ получения сложных полиэфиров простых эфиров спиртов
US8952109B2 (en) 2011-08-05 2015-02-10 Basf Se Process for preparing a block copolymer
EP2617748A1 (fr) 2012-01-23 2013-07-24 Basf Se Polyesters polyols et leur procédé de fabrication
BR112014019255A2 (pt) * 2012-02-02 2019-09-24 Bayer Ip Gmbh elementos compósitos com maior estabilidade dimensional

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Publication number Publication date
CN108350143A (zh) 2018-07-31
US10982039B2 (en) 2021-04-20
US20180334530A1 (en) 2018-11-22
CA3005676A1 (fr) 2017-06-01
WO2017089417A1 (fr) 2017-06-01
KR20180087318A (ko) 2018-08-01

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