CA2797528A1 - Process for producing rigid polyurethane foams - Google Patents

Process for producing rigid polyurethane foams Download PDF

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Publication number
CA2797528A1
CA2797528A1 CA2797528A CA2797528A CA2797528A1 CA 2797528 A1 CA2797528 A1 CA 2797528A1 CA 2797528 A CA2797528 A CA 2797528A CA 2797528 A CA2797528 A CA 2797528A CA 2797528 A1 CA2797528 A1 CA 2797528A1
Authority
CA
Canada
Prior art keywords
process according
polyester alcohol
prepared
alcohol
koh
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.)
Granted
Application number
CA2797528A
Other languages
French (fr)
Other versions
CA2797528C (en
Inventor
Michael Koesters
Gunnar Kampf
Roland Fabisiak
Olaf Jacobmeier
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Publication of CA2797528A1 publication Critical patent/CA2797528A1/en
Application granted granted Critical
Publication of CA2797528C publication Critical patent/CA2797528C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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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
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4205—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
    • C08G18/4208—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups
    • C08G18/4211—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols
    • C08G18/4213—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols from terephthalic acid 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4288—Polycondensates having carboxylic or carbonic ester groups in the main chain modified by higher fatty oils or their acids or by resin acids
    • 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
    • C08G18/4812—Mixtures of polyetherdiols with polyetherpolyols having at least three hydroxy 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
    • C08G18/70—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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

The invention relates to a method for producing polyurethane rigid foams by reacting a) polyisocyanates with b) compounds having at least two hydrogen atoms that are reactive with isocyanate groups in the presence of c) expanding agents, characterized in that the compounds having at least two hydrogen atoms that are reactive with isocyanate groups contain b) at least one aromatic polyester alcohol bi), at least one polyester alcohol bii) having a functionality of 4 to 8 and a hydroxyl number ranging between 300 and 600 mgKOH/gh.

Claims (16)

1. A process for producing rigid polyurethane foams by reacting a) polyisocyanates with b) compounds having at least two hydrogen atoms which are reactive toward isocyanate groups in the presence of c) blowing agents, in the presence of flame retardants d), wherein the compounds b) having at least two hydrogen atoms which are reactive toward isocyanate groups com-prise - at least one aromatic polyester alcohol bi) prepared using at least one fatty acid, - at least one polyether alcohol bii) having a functionality of from 4 to 8 and a hydroxyl number in the range from 300 to 600 mg KOH/g, and - at least one polyether alcohol biii) having a functionality of from 2 to 4 and a hydroxyl number in the range from 100 to < 300 mg KOH/g, where the weight ratio of the component bi) to the sum of the components bii) and biii) is less than 4 and greater than 0.15.
2. The process according to claim 1, wherein the hydroxyl number of the compo-nent b) is at least 175 mg KOH/g.
3. The process according to claim 1, wherein the hydroxyl number of the compo-nent b) is not more than 325 mg KOH/g.
4. The process according to claim 1, wherein the polyester alcohol bi) has a func-tionality of from 2 to 3 and a hydroxyl number of from 200 to 300 mg KOH/g.
5. The process according to claim 1, wherein the polyester alcohol bi) has been prepared using aromatic carboxylic acids or anhydrides thereof.
6. The process according to claim 1, wherein the polyester alcohol bi) has been prepared using aromatic carboxylic acids or anhydrides thereof selected from the group consisting of terephthalic acid, phthalic acid and phthalic anhydride.
7. The process according to claim 1, wherein the polyester alcohol bi) has been prepared using esters of aromatic carboxylic acids.
8. The process according to claim 1, wherein the polyester alcohol bi) has been prepared using esters of aromatic carboxylic acids selected from the group con-sisting of polyethylene terephthalate and dimethyl terephthalate.
9. The process according to claim 1, wherein the polyester alcohol bi) has been prepared using exclusively terephthalic acid.
10. The process according to claim 1, wherein the polyester alcohol bi) has been prepared using at least 50% by weight, based on the weight of the carboxylic acid used, of terephthalic acid.
11. The process according to claim 1, wherein the polyester alcohol bi) comprises a content of components having a functionality of >= 2.9 of at least 200 mmol/kg of polyester alcohol.
12. The process according to claim 1, wherein hydrocarbons are used as blowing agents c).
13. The process according to claim 1, wherein the flame retardant d) is used in an amount of from 10 to 55% by weight, based on the weight of the sum of the components b) and d).
14. The process according to claim 1, wherein the flame retardant does not com-prise any groups which are reactive toward isocyanate groups.
15. The process according to claim 1, wherein the flame retardant comprises phos-phorus atoms in the molecule.
16. A rigid polyurethane foam which can be produced according to any of claims to 15.
CA2797528A 2010-04-23 2011-04-19 Process for producing rigid polyurethane foams Active CA2797528C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP10160927 2010-04-23
EP10160927.9 2010-04-23
PCT/EP2011/056252 WO2011131682A1 (en) 2010-04-23 2011-04-19 Method for producing polyurethane rigid foams

Publications (2)

Publication Number Publication Date
CA2797528A1 true CA2797528A1 (en) 2011-10-27
CA2797528C CA2797528C (en) 2019-01-08

Family

ID=44276350

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2797528A Active CA2797528C (en) 2010-04-23 2011-04-19 Process for producing rigid polyurethane foams

Country Status (11)

Country Link
EP (1) EP2561002B1 (en)
JP (1) JP5918215B2 (en)
KR (1) KR101787795B1 (en)
CN (1) CN102947364B (en)
AU (1) AU2011244310B2 (en)
CA (1) CA2797528C (en)
ES (1) ES2455246T3 (en)
MX (1) MX2012012131A (en)
PL (1) PL2561002T3 (en)
PT (1) PT2561002E (en)
WO (1) WO2011131682A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105367742A (en) * 2015-12-10 2016-03-02 上海东大聚氨酯有限公司 Premixed polyether polyols, polyurethane foam, preparation method and application thereof
US10287448B2 (en) 2016-07-08 2019-05-14 Evonik Degussa Gmbh Universal pigment preparation

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8895636B2 (en) 2012-01-02 2014-11-25 Basf Se Producing rigid polyurethane foams and rigid polyisocyanurate foams
KR102096979B1 (en) * 2012-05-30 2020-04-03 바스프 에스이 Producing rigid polyurethane foams
JP2019505659A (en) * 2016-02-22 2019-02-28 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ Method for producing diblock copolymer
KR102577420B1 (en) * 2017-01-25 2023-09-12 바스프 에스이 Low temperature flexible polyurethane formulations
KR102645993B1 (en) 2017-05-05 2024-03-11 바스프 에스이 Rigid polyurethane foam with improved combustion behavior
CA3227037A1 (en) 2021-07-21 2023-01-26 Basf Se Rigid polyurethane foams based on fatty-acid-modified polyether polyols and crosslinking polyester polyols

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5648019A (en) * 1995-11-01 1997-07-15 Basf Corporation Three component polyol blend for use in insulating rigid polyurethane foams
EP0990079A4 (en) 1997-06-26 2002-07-10 Milton J Altenberg Metal sandwich panels
EP1098922A1 (en) * 1998-07-15 2001-05-16 Huntsman Ici Chemicals Llc Process for rigid polyurethane foams
JP2000264945A (en) * 1999-03-16 2000-09-26 Toyo Tire & Rubber Co Ltd Production of polyurethane foam modified with isocyanurate
JP2002338651A (en) * 2001-05-15 2002-11-27 Toyo Tire & Rubber Co Ltd Polyol composition for polyurethane foam and manufacturing method of polyurethane foam
JP3879111B2 (en) * 2001-05-29 2007-02-07 日本ポリウレタン工業株式会社 Polyisocyanate composition for rigid polyurethane foam and method for producing rigid polyurethane foam using the same
JP3837735B2 (en) * 2001-05-29 2006-10-25 日本ポリウレタン工業株式会社 Polyisocyanate composition for rigid polyurethane foam and method for producing rigid polyurethane foam using the same
JP2003231728A (en) * 2001-12-07 2003-08-19 Bridgestone Corp Manufacturing process of rigid polyurethane foam
JP3948014B2 (en) 2002-02-26 2007-07-25 日本ポリウレタン工業株式会社 Method for producing rigid polyisocyanurate foam
KR100585531B1 (en) * 2003-03-19 2006-05-30 한국가스공사 Hard polyurethane foam composition and insulation for keeping coolness using it
EP1577332A1 (en) * 2004-03-15 2005-09-21 Huntsman International Llc Process for making rigid polyurethane foams
DE102004044915A1 (en) * 2004-09-14 2006-03-16 Basf Ag Polyurethane rigid foam material, useful for thermal insulation, obtained by reacting polyisocyanate with a compound having a isocyanate group reactive hydrogen atoms, a propellant and flame protective mixture
DE102005017363A1 (en) * 2005-04-14 2006-10-19 Basf Ag Process for the preparation of rigid polyurethane and polyisocyanurate foams
DE102005041763A1 (en) * 2005-09-01 2007-03-08 Basf Ag Polyisocyanurate rigid foam and process for the preparation
JP4745778B2 (en) * 2005-09-30 2011-08-10 旭ファイバーグラス株式会社 Polyisocyanurate foam and foam board using the same
US7601761B2 (en) * 2007-02-26 2009-10-13 Bayer Materialscience Llc Rigid polyurethane foams with increased heat performance

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105367742A (en) * 2015-12-10 2016-03-02 上海东大聚氨酯有限公司 Premixed polyether polyols, polyurethane foam, preparation method and application thereof
US10287448B2 (en) 2016-07-08 2019-05-14 Evonik Degussa Gmbh Universal pigment preparation

Also Published As

Publication number Publication date
KR20130092983A (en) 2013-08-21
JP2013525533A (en) 2013-06-20
KR101787795B1 (en) 2017-10-19
PT2561002E (en) 2014-04-03
EP2561002B1 (en) 2014-03-05
WO2011131682A1 (en) 2011-10-27
PL2561002T3 (en) 2014-08-29
CN102947364A (en) 2013-02-27
EP2561002A1 (en) 2013-02-27
ES2455246T3 (en) 2014-04-15
CN102947364B (en) 2015-06-24
JP5918215B2 (en) 2016-05-18
MX2012012131A (en) 2013-02-26
AU2011244310B2 (en) 2015-04-09
CA2797528C (en) 2019-01-08

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Effective date: 20160418