WO1997047673A1 - Verfahren zur herstellung von polyurethan-hartschaumstoffen mit geringer wärmeleitfähigkeit - Google Patents

Verfahren zur herstellung von polyurethan-hartschaumstoffen mit geringer wärmeleitfähigkeit Download PDF

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Publication number
WO1997047673A1
WO1997047673A1 PCT/EP1997/002767 EP9702767W WO9747673A1 WO 1997047673 A1 WO1997047673 A1 WO 1997047673A1 EP 9702767 W EP9702767 W EP 9702767W WO 9747673 A1 WO9747673 A1 WO 9747673A1
Authority
WO
WIPO (PCT)
Prior art keywords
weight
rigid polyurethane
polyurethane foams
parts
production
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.)
Ceased
Application number
PCT/EP1997/002767
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German (de)
English (en)
French (fr)
Inventor
Dennis Mccullough
Torsten Heinemann
Norbert Eisen
Walter Klän
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
Original Assignee
Bayer 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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=7796503&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO1997047673(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Priority to BR9710846A priority Critical patent/BR9710846A/pt
Priority to HK99105709.3A priority patent/HK1021194B/xx
Priority to AU30928/97A priority patent/AU722500B2/en
Priority to DE59705199T priority patent/DE59705199D1/de
Priority to EP97925961A priority patent/EP0904309B1/de
Application filed by Bayer AG filed Critical Bayer AG
Priority to AT97925961T priority patent/ATE207939T1/de
Priority to DK97925961T priority patent/DK0904309T3/da
Priority to JP50112198A priority patent/JP3993638B2/ja
Priority to US09/194,979 priority patent/US6316513B1/en
Publication of WO1997047673A1 publication Critical patent/WO1997047673A1/de
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C08G18/28—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
    • C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
    • C08G18/4018—Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
    • 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
    • C08G18/48—Polyethers
    • C08G18/4804—Two or more polyethers of different physical or chemical nature
    • C08G18/482—Mixtures of polyethers containing at least one polyether containing nitrogen
    • 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
    • C08G2110/00—Foam properties
    • C08G2110/0025—Foam properties rigid
    • 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
    • C08G2110/00—Foam properties
    • C08G2110/0041—Foam properties having specified density
    • C08G2110/005—< 50kg/m3
    • 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
    • C08G2110/00—Foam properties
    • C08G2110/0083—Foam properties prepared using water as the sole blowing agent

Definitions

  • the invention relates to a new process for the production of essentially closed-cell rigid polyurethane foams.
  • rigid polyurethane foams Due to their low thermal conductivity, rigid polyurethane foams are used in the insulation of refrigerators and freezers, industrial plants, tank farms, pipelines, in shipbuilding and in the construction industry.A summary of the production of rigid polyurethane foams and their use can be found in plastics -Handbuch, Volume 7 (Polyurethane), 2nd edition 1983, published by Dr Gunter Oertel (Carl Hanser Verlag, Kunststoff).
  • the thermal conductivity of a largely closed-cell rigid polyurethane foam depends to a large extent on the type of foam used
  • CFCs fully halogenated chlorofluorocarbons
  • Rl 1 trichlorofluoromethane
  • thermal conductivities as R-1 1- and R-1 1 -reduced-driven rigid foams which is caused by the higher gas thermal conductivities of the hydrocarbons (thermal conductivities of the gases at 20 ° C R-1 18 mW / mK, cyclopentane 10 mW / mK , n-pentane, 13 mW / mK, i-pentane, 13 mW / mK)
  • the object of the present invention was to use hydrocarbon-driven
  • polyol formulations based on a specific polyol mixture provide foams with thermal conductivities which are at the same, low level as that of foams blown with RI 1 reducer, in particular when working with cyclopentane as blowing agent
  • the invention therefore relates to a process for the production of rigid polyurethane foams with low thermal conductivity from polyols and polyisocyanates and blowing agents and, if appropriate, foam auxiliaries, indicates that the rigid polyurethane foam is obtained by reacting
  • 1 at least one polyester polyol of molecular weight 100 to 30000 g / mol with at least two isocyanate-reactive
  • polyol formulations according to the invention contain at least one polyester polyol with a molecular weight of 100 to 30,000 g / mol, preferably 150 to 10,000 g / mol, particularly preferably 200 to 600 g / mol of aromatic and / or aliphatic mono-, di- or tricarboxylic acids and at least 2 hydroxyl groups. send polyols.
  • dicarboxylic acids are phthalic acid, fumaric acid,
  • the pure mono-, di- or tricarboxylic acids and any mixtures thereof can be used.
  • the corresponding mono-, di- and tricarboxylic acid derivatives such as mono-, di- and Tricarboxylic acid esters of alcohols with 1 to 4 carbon atoms or mono-, di- and tricarboxylic acid anhydrides or triglycerides are preferably used as the alcohol component for the esterification: ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, 1,2- or 1,3-propanediol,
  • polyol formulations can also contain polyether esters, such as are obtainable, for example, by reacting phthalic anhydride with diethylene glycol and subsequently with ethylene oxide (EP-A 0 250 967)
  • Polyol formulations according to the invention contain at least one, at least two compounds having hydrogen atoms which are reactive toward isocyanates and have a molecular weight of 150 to 12,500 g / mol, preferably 200 to 1500 g / mol, which have at least one tertiary nitrogen atom in the molecule. They are obtained by polyaddition of alkylene oxides, for example
  • Ethylenediamine for example diethylenetramine, triethylenenteramine or pentaethylenehexamine
  • ethanolamine diethanolamine, triethanolamine, N-methyl- or N-ethyl-diethanolamine, 1, 3-propylenediamine, 1, 3- or 1, 4-butylenediamine, 1, 2- 1, 3 -, 1, 4-, 1, 5-, 1, 6-hexamethylenediamines, aromatic amines such as phenylenediamines, toluenediamines (2,3-toluenediamines, 3,4-toluenediamines, 2,4- Toluenediamine, 2,5-toluenediamine, 2,6-toluenediamine or mixtures of the isomers mentioned), 2,2'-diminodiphenylmethane, 2,4'-diminodiphenylmethane, 4,4'-diaminodiphenylmethane or mixtures of these isomers
  • Polyol formulations according to the invention furthermore contain at least one and at least two hydrogen atoms which are reactive toward isocyanates
  • Polyol formulations according to the invention contain an activator or an activator mixture which leads to a setting time of 20 to 50 s, preferably 25 to 45 s, particularly preferably 27 to 40 s, when the foaming takes place at 20 ° C. on a HK 270 high-pressure machine from Hennecke
  • the setting time elapses from the time of mixing until the moment when a rod inserted into the foam pulls thread when it is pulled out
  • the catalysts customary in polyurethane chemistry can be used.
  • examples of such catalysts are t ⁇ ethylenediamm, N, N-dimethylcyclohexylamine, tetramethylenediamine, 1-methyl-4-dimethylaminodethylpiperazine, triethylamine, t ⁇ butylamine, dimethylbenzvlamine, N ⁇ -N'N -
  • Polyol formulations according to the invention contain 0.5 to 7.0 parts by weight, preferably 1.0 to 3.0 parts by weight of water per 100 parts by weight of polyol component
  • alkanes such as cyclohexane, cyclopentane, i-pentane, n-pentane, n-butane, isobutane, 2,2-dimethylbutane and mixtures of the blowing agents mentioned are used
  • Aromatic polyisocyanates such as those described by W Siefken in Justus Liebigs Annalen der Chemie, 562, pages 75 to 136, are examples of isocyanate components, for example those of the formula
  • n 2 to 4 preferably 2
  • Q is an aliphatic hydrocarbon radical with 2 to 18, preferably 6 to
  • polyisocyanates for example 2,4- and 2,6-tolylene diisocyanate, as well as any mixtures of these isomers (“TDI”), polyphenylpolymethylene polyisocyanates, such as those produced by anhn-formaldehyde condensation and subsequent phosgenation, are particularly preferred ("raw MDI”) and carbodtimide groups, urethane groups, allophanate groups, isocyanurate groups, urea groups or biuret groups have polyisocyanates' modified polyisocyanates "in particular modified polyisocyanates which are derived from 2,4- and 2,6-toluyiend ⁇ socyanate or from 4,4'- and / or 2,4'-diphenylmethaned ⁇ socyanate
  • Prepolymers from the isocyanates mentioned and organic compounds with at least one hydroxyl group such as 1-4 hydroxyl-containing polyol or polyester components with a molecular weight of 60-1400 g / mol, can also be used
  • Paraffins or fatty alcohols or dimethylpolysiloxanes as well as pigments or dyes, furthermore stabilizers against the effects of aging and weathering, plasticizers and fungistatic and bacteriostatic substances as well as fillers such as barium sulfate, diatomaceous earth, soot or chalk chalk can also be used
  • surface-active additives and foam stabilizers to be used according to the invention, as well as cell regulators, reaction retarders, stabilizers, flame-retardant substances, dyes and fillers as well as fungistatic and bacteriostatic substances and
  • foam production is carried out in closed molds during foam production.
  • the reaction mixture is introduced into a mold.
  • the molding material used is metal, for example aluminum, or plastic, for example
  • the foamable reaction mixture foams and forms the molded body.
  • the molded foam can be carried out in such a way that the molded part has a cell structure on its surface. However, it can also be carried out in such a way that the molded part has a compact skin and a single core
  • the procedure in the former case is such that so much foamable reaction mixture is introduced into the mold that the foam formed just fills the mold.
  • the procedure in the latter case is that more foamable reaction mixture is added to the mold
  • the invention also relates to the use of the rigid foams produced according to the invention as an intermediate layer for composite elements and for foaming cavities, in particular in refrigeration cabinet construction.
  • the method according to the invention is preferably used for the foaming of cavities in refrigerators and freezers.
  • foams can also be produced by block foaming or by the double transport process known per se.
  • the rigid foams obtainable according to the invention are used e.g. in construction as well as for the insulation of district heating pipes and containers.
  • the rigid polyurethane foams were produced on a HK 270 high-pressure machine from Hennecke at 20 ° C.
  • the setting times which are given in the individual examples, were determined as follows: The setting time elapses from the time of mixing until the moment when a rod inserted into the foam pulls threads when it is pulled out.
  • Polyol A Polypropylene oxide polyether with a molecular weight of 600 based on sucrose / glycerin
  • Polyol B polypropylene oxide polyether with a molecular weight of 1000 based on propylene glycol
  • Polyol C polypropylene oxide polyether of molecular weight 630 based on sucrose / propylene glycol
  • Polyol D polypropylene oxide polyether with a molecular weight of 370 based on glycerin
  • Polyol E polypropylene oxide polyether with molecular weight 345 based on ethylene diamine
  • Polyol F Polypropylene oxide polyether of molecular weight 440 based on trimethylol propane
  • Polyol G Polyether ester of molecular weight 375 based on phthalic anhydride, diethylene glycol and ethylene oxide
  • Polyol H polypropylene oxide polyether of molecular weight 1 120 based on triethanolamine
  • Polyol r Polypropylene oxide polyether with molecular weight 560 based on o-toluylenediamine
  • Polyol K polypropylene oxide polyether with molecular weight 275 based on ethylene diamine
  • activator mixture which consists of activator Desmorapid PV
  • component A 100 parts by weight of component A are mixed with 17 parts by weight of CFC R-1 1 and 145 parts by weight of crude MDI (Desmodur 44V20, Bayer AG) at 20 ° C. and compressed in a closed form to 32 kg / m 3
  • crude MDI Desmodur 44V20, Bayer AG
  • activator mixture which consists of activator Desmorapid PV
  • component A 100 parts by weight of component A are mixed with 12 parts by weight of cyclopentane (from Erdölchemie) and 151 parts by weight of crude MDI (Desmodur 44V20, from Bayer AG) at 20 ° C. and in a closed form at 38 kg / m compacted
  • activator mixture which consists of activator Desmorapid PV
  • component A 100 parts by weight of component A are mixed with 13 parts by weight of cyclopentane (from
  • activator mixture which consists of activator Desmorapid PV
  • component A 100 parts by weight of component A are mixed with 1 1 part by weight of i, n-pentane (8: 3) and 142 parts by weight of crude MDI (Desmodur 44V20, Bayer AG) at 20 ° C. and in a closed form compressed to 36 kg / m 3 .
  • Stepanpol ® 2352 polyester polyol from Stepan
  • component A 100 parts by weight of component A are mixed with 12 parts by weight of cyclopentane (from Erdolchemie).
  • the mixture (component A + cyclopentane) becomes cloudy and separates immediately
  • activator mixture consisting of activator Desmorapid PV (Bayer AG) and activator Desmorapid 726b (Fa).
  • component A 100 parts by weight of component A are mixed with 1 1 part by weight of i, n-pentane (3: 8).
  • the mixture (component A + i, n-pentane) becomes cloudy and separates immediately
  • component A 100 parts by weight of component A are mixed with 15 parts by weight of cyclopentane (from Erdolchemie) and 161 parts by weight of crude MDI (Desmodur 44V20, from Bayer AG) at 20 ° C. and compressed in a closed form to 34 kg / m 3
  • component A 100 parts by weight of component A are mixed with 15 parts by weight of cyclopentane (from Erdolchemie) and 157 parts by weight of crude MDI (Desmodur 44V20, from Bayer AG) at 20 ° C. and compressed to 34 kg / m in a closed mold
  • component A 100 parts by weight of component A are mixed with 17 parts by weight of cyclopentane (from Erdolchemie) and 1 70 parts by weight of MDI prepolymer (E577, from Bayer Corporation) mixed at 20 ° C and compressed in a closed form to 36 kg / m 3 .
  • component A 100 parts by weight of component A are mixed with 13 parts by weight of cyclopentane (from Erdölchemie) and 135 parts by weight of crude MDI (Desmodur 44V20, from Bayer AG) at 20 ° C. and in a closed form to 35 kg / m 3 compressed
  • Stepanpol ® 2352 polyester polyol from Stepan
  • component A 100 parts by weight of component A are mixed with 13 parts by weight of i, n-pentane (3 8) and 151 parts by weight of crude MDI (Desmodur 44V20, Bayer AG) at 20 ° C. and in a closed form to 35 kg / m 3 compressed.
  • test values set out in the table were obtained from the foam sheets produced in Examples 1 to 11
  • Example 1 shows a typical result from an R-1 1 reduced system
  • Examples 2 and 3 are state-of-the-art cyclopentane systems which have normal thermal conductivities Although Examples 3 contain a polyester-polyether and an activator mixture according to the invention, which leads to the setting of a setting time of 29 s, a normal coefficient of thermal conductivity is found
  • Example 4 is a prior art ⁇ , n-pentane driven system
  • Examples 5 and 6 do not contain any amine-started polyols, therefore the polyol formation is not phase stable with respect to cyclopentane and cannot be foamed using conventional technology
  • Examples 7 to 10 show that the process according to the invention using cyclopentane as blowing agent gives foams having thermal conductivities which are at the same, low level as the foams reduced by RI 1
  • Examples 1 1 shows that foams with low thermal conductivities can also be obtained with ⁇ , n-pentane as blowing agent by the process according to the invention

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
  • Casting Or Compression Moulding Of Plastics Or The Like (AREA)
PCT/EP1997/002767 1996-06-10 1997-05-28 Verfahren zur herstellung von polyurethan-hartschaumstoffen mit geringer wärmeleitfähigkeit Ceased WO1997047673A1 (de)

Priority Applications (9)

Application Number Priority Date Filing Date Title
US09/194,979 US6316513B1 (en) 1996-06-10 1997-05-28 Process for the producing of hard polyurethane foams with low heat conductivity
HK99105709.3A HK1021194B (en) 1996-06-10 1997-05-28 Process for producing hard polyurethane foams with low heat conductivity
AU30928/97A AU722500B2 (en) 1996-06-10 1997-05-28 Process for the production of rigid polyurethane foams having low thermal conductivity
DE59705199T DE59705199D1 (de) 1996-06-10 1997-05-28 Verfahren zur herstellung von polyurethan-hartschaumstoffen mit geringer wärmeleitfähigkeit
EP97925961A EP0904309B1 (de) 1996-06-10 1997-05-28 Verfahren zur herstellung von polyurethan-hartschaumstoffen mit geringer wärmeleitfähigkeit
BR9710846A BR9710846A (pt) 1996-06-10 1997-05-28 Processo para a produ-Æo de espumas r¡gidas de poliuretano tendo baixa condutividade t-rmica
AT97925961T ATE207939T1 (de) 1996-06-10 1997-05-28 Verfahren zur herstellung von polyurethan- hartschaumstoffen mit geringer wärmeleitfähigkeit
DK97925961T DK0904309T3 (da) 1996-06-10 1997-05-28 Fremgangsmåde til fremstilling af hårde polyurethan-celleplast med lav varmeledningsevne
JP50112198A JP3993638B2 (ja) 1996-06-10 1997-05-28 低い熱伝導率を有するポリウレタン硬質フォームの製造方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19623065A DE19623065A1 (de) 1996-06-10 1996-06-10 Verfahren zur Herstellung von Polyurethan Hartschaumstoffen mit geringer Wärmeleitfähigkeit
DE19623065.9 1996-06-10

Publications (1)

Publication Number Publication Date
WO1997047673A1 true WO1997047673A1 (de) 1997-12-18

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Application Number Title Priority Date Filing Date
PCT/EP1997/002767 Ceased WO1997047673A1 (de) 1996-06-10 1997-05-28 Verfahren zur herstellung von polyurethan-hartschaumstoffen mit geringer wärmeleitfähigkeit

Country Status (16)

Country Link
US (1) US6316513B1 (enExample)
EP (1) EP0904309B1 (enExample)
JP (1) JP3993638B2 (enExample)
CN (1) CN1155640C (enExample)
AT (1) ATE207939T1 (enExample)
AU (1) AU722500B2 (enExample)
BR (1) BR9710846A (enExample)
CA (1) CA2257451A1 (enExample)
DE (2) DE19623065A1 (enExample)
DK (1) DK0904309T3 (enExample)
ES (1) ES2166998T3 (enExample)
ID (1) ID17090A (enExample)
PT (1) PT904309E (enExample)
RU (1) RU2212419C2 (enExample)
TR (1) TR199802571T2 (enExample)
WO (1) WO1997047673A1 (enExample)

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CN102532470A (zh) * 2011-12-30 2012-07-04 大连亚泰科技新材料有限公司 一种环保阻燃型聚氨酯硬质泡沫塑料的制备方法
CN102585138A (zh) * 2012-01-10 2012-07-18 绍兴市恒丰聚氨酯实业有限公司 一种低密度外墙喷涂组合聚醚原料配方及其制备方法

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DE19611367A1 (de) * 1996-03-22 1997-09-25 Bayer Ag Verfahren zur Herstellung Kohlenwasserstoff-getriebener Polyurethan-Hartschaumstoffe
EP1219653A1 (en) * 2000-12-29 2002-07-03 Huntsman International Llc Rigid polyurethane or urethane-modified polyisocyanurate foams and processes for their preparation
KR100771910B1 (ko) 2001-09-28 2007-11-01 주식회사 엘지이아이 탈형성이 우수한 경질 폴리우레탄 폼 조성물
EP1577332A1 (en) * 2004-03-15 2005-09-21 Huntsman International Llc Process for making rigid polyurethane foams
US7416785B2 (en) * 2004-05-26 2008-08-26 Basf Corporation Polyurethane-encapsulated particle comprising polyol derived from aromatic amine-based initiator
ES2672975T3 (es) * 2007-01-30 2018-06-19 Dow Global Technologies Llc Polioles iniciados con amina y espuma rígida de poliuretano obtenida a partir de ellos
KR100879756B1 (ko) 2007-03-15 2009-01-23 (주)정일에스티에스 항균 폴리우레탄 폼용 폴리올 조성물
RU2339663C1 (ru) * 2007-06-05 2008-11-27 Федеральное казенное предприятие (ФКП) "Пермский пороховой завод" Полиоловая композиция для получения жестких пенополиуретанов теплоизоляционного назначения
ES2449874T3 (es) * 2009-03-18 2014-03-21 Basf Se Procedimiento para la producción de espumas rígidas de poliuretano
JP5850824B2 (ja) * 2009-04-01 2016-02-03 ダウ グローバル テクノロジーズ エルエルシー 改良された硬化性能および燃焼挙動を有するポリウレタンおよびポリイソシアヌレートフォーム
PL2427510T3 (pl) * 2009-05-06 2014-04-30 Bayer Ip Gmbh Sposób wytwarzania poliestrowych polioli z drugorzędowymi końcowymi grupami OH
MX2011012503A (es) * 2009-05-30 2012-03-07 Bayer Materialscience Ag Poliesterpolioles de ácido isoftálico y/o ácido tereftálico y oxidos oligoalquileno.
CN101927184B (zh) * 2010-08-16 2012-07-04 烟台万华聚氨酯股份有限公司 一种复合催化剂以及采用该复合催化剂制备多异氰酸酯的方法
WO2012040174A1 (en) 2010-09-24 2012-03-29 Dow Global Technologies Llc Non-aromatic based antioxidants for lubricants
KR101356402B1 (ko) * 2010-11-30 2014-01-28 한국타이어 주식회사 폴리우레탄 폼 및 이를 포함하는 공기입 타이어
CN103415544B (zh) * 2011-03-08 2015-12-09 巴斯夫欧洲公司 聚氨酯硬质泡沫的制备方法
DE102011079336A1 (de) * 2011-07-18 2013-01-24 Bayer Materialscience Aktiengesellschaft Versprühbarer, wassergetriebener PUR-/PIR-Hartschaumstoff
BR112014004325B1 (pt) * 2011-08-26 2020-09-08 Bayer Intellectual Property Gmbh Emulsões e sua utilização na produção de espumas com base em isocianatos
CN104619759B (zh) * 2012-07-31 2018-03-30 科思创德国股份有限公司 制备聚氨酯泡沫的真空辅助式方法
CN104619736B (zh) 2012-07-31 2017-08-18 科思创德国股份有限公司 使用乳化发泡剂制备聚氨酯泡沫的方法
EP2770002A1 (en) * 2013-02-25 2014-08-27 Bayer MaterialScience AG Insulation moulding and method for its manufacture
JP6155758B2 (ja) 2013-03-29 2017-07-05 株式会社Ihi 低温液体タンク
WO2025026744A1 (en) * 2023-07-28 2025-02-06 Basf Se Water blown low density spray foam having good mechanical properties and a high dimensional stability

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BR9710846A (pt) 1999-08-17
DE59705199D1 (de) 2001-12-06
AU722500B2 (en) 2000-08-03
HK1021194A1 (en) 2000-06-02
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US6316513B1 (en) 2001-11-13
AU3092897A (en) 1998-01-07
PT904309E (pt) 2002-03-28
EP0904309B1 (de) 2001-10-31
EP0904309A1 (de) 1999-03-31
ID17090A (id) 1997-12-04
ATE207939T1 (de) 2001-11-15
CN1221433A (zh) 1999-06-30
ES2166998T3 (es) 2002-05-01
DK0904309T3 (da) 2002-02-18
CN1155640C (zh) 2004-06-30
CA2257451A1 (en) 1997-12-18

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