CA1249393A - Mousse de phenol-aldehyde a cellules fermees et a faible facteur k; methode de preparation - Google Patents

Mousse de phenol-aldehyde a cellules fermees et a faible facteur k; methode de preparation

Info

Publication number: CA1249393A
Authority: CA; Canada
Prior art keywords: weight; resin; foam; phenol; percent
Prior art date: 1985-06-10
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.): Expired

Application number

CA000483530A

Other languages

English (en)

Inventor

Gregory K. Rickle

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.)

Dow Chemical Co

Original Assignee

Dow Chemical Co

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.)

1985-06-10

Filing date

1985-06-10

Publication date

1989-01-24

1985-06-10 Application filed by Dow Chemical Co filed Critical Dow Chemical Co

1985-06-10 Priority to CA000483530A priority Critical patent/CA1249393A/fr

1989-01-24 Application granted granted Critical

1989-01-24 Publication of CA1249393A publication Critical patent/CA1249393A/fr

Status Expired legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims description 22
239000006260 foam Substances 0.000 title abstract description 96
238000002360 preparation method Methods 0.000 title description 3
229920005989 resin Polymers 0.000 claims abstract description 93
239000011347 resin Substances 0.000 claims abstract description 93
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 56
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 51
229920003987 resole Polymers 0.000 claims abstract description 34
239000010695 polyglycol Substances 0.000 claims abstract description 27
229920000151 polyglycol Polymers 0.000 claims abstract description 26
239000002904 solvent Substances 0.000 claims abstract description 26
239000004604 Blowing Agent Substances 0.000 claims abstract description 19
239000004094 surface-active agent Substances 0.000 claims abstract description 19
238000012360 testing method Methods 0.000 claims description 26
229920001223 polyethylene glycol Polymers 0.000 claims description 10
239000004359 castor oil Substances 0.000 claims description 9
239000000463 material Substances 0.000 claims description 9
235000019438 castor oil Nutrition 0.000 claims description 8
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 8
239000006261 foam material Substances 0.000 claims description 7
-1 oxypropylene units Chemical group 0.000 claims description 7
239000003377 acid catalyst Substances 0.000 claims description 5
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 4
125000006353 oxyethylene group Chemical group 0.000 claims description 4
229920001400 block copolymer Polymers 0.000 claims description 3
229920001577 copolymer Polymers 0.000 claims description 3
229920001451 polypropylene glycol Polymers 0.000 claims description 3
BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical group FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 claims description 2
JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 claims description 2
229940068917 polyethylene glycols Drugs 0.000 claims 1
239000000203 mixture Substances 0.000 abstract description 66
230000035515 penetration Effects 0.000 abstract description 9
239000003054 catalyst Substances 0.000 abstract description 6
238000009472 formulation Methods 0.000 abstract description 3
230000002378 acidificating effect Effects 0.000 abstract description 2
238000002474 experimental method Methods 0.000 description 54
210000004027 cell Anatomy 0.000 description 27
238000006701 autoxidation reaction Methods 0.000 description 17
238000006243 chemical reaction Methods 0.000 description 16
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
239000002253 acid Substances 0.000 description 10
239000007788 liquid Substances 0.000 description 10
239000000243 solution Substances 0.000 description 10
239000002202 Polyethylene glycol Substances 0.000 description 9
125000005376 alkyl siloxane group Chemical group 0.000 description 8
210000000497 foam cell Anatomy 0.000 description 8
230000000704 physical effect Effects 0.000 description 8
239000000047 product Substances 0.000 description 7
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
MVIOINXPSFUJEN-UHFFFAOYSA-N benzenesulfonic acid;hydrate Chemical group O.OS(=O)(=O)C1=CC=CC=C1 MVIOINXPSFUJEN-UHFFFAOYSA-N 0.000 description 6
239000007859 condensation product Substances 0.000 description 6
238000005187 foaming Methods 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
150000007513 acids Chemical class 0.000 description 5
150000001299 aldehydes Chemical class 0.000 description 5
238000006482 condensation reaction Methods 0.000 description 5
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
125000000217 alkyl group Chemical group 0.000 description 4
125000004432 carbon atom Chemical group C* 0.000 description 4
238000004132 cross linking Methods 0.000 description 4
239000007789 gas Substances 0.000 description 4
229920000642 polymer Polymers 0.000 description 4
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
230000001413 cellular effect Effects 0.000 description 3
238000009833 condensation Methods 0.000 description 3
230000005494 condensation Effects 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
229920001568 phenolic resin Polymers 0.000 description 3
239000005011 phenolic resin Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 2
TUAMRELNJMMDMT-UHFFFAOYSA-N 3,5-xylenol Chemical compound CC1=CC(C)=CC(O)=C1 TUAMRELNJMMDMT-UHFFFAOYSA-N 0.000 description 2
RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
125000002947 alkylene group Chemical group 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 2
229940092714 benzenesulfonic acid Drugs 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
238000009792 diffusion process Methods 0.000 description 2
238000011156 evaluation Methods 0.000 description 2
230000001747 exhibiting effect Effects 0.000 description 2
HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
229960000443 hydrochloric acid Drugs 0.000 description 2
235000011167 hydrochloric acid Nutrition 0.000 description 2
230000001965 increasing effect Effects 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
239000011707 mineral Substances 0.000 description 2
238000002156 mixing Methods 0.000 description 2
150000002989 phenols Chemical class 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 2
229910000029 sodium carbonate Inorganic materials 0.000 description 2
239000000126 substance Substances 0.000 description 2
WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 1
JIRHAGAOHOYLNO-UHFFFAOYSA-N (3-cyclopentyloxy-4-methoxyphenyl)methanol Chemical compound COC1=CC=C(CO)C=C1OC1CCCC1 JIRHAGAOHOYLNO-UHFFFAOYSA-N 0.000 description 1
ZXUJWPHOPHHZLR-UHFFFAOYSA-N 1,1,1-trichloro-2-fluoroethane Chemical compound FCC(Cl)(Cl)Cl ZXUJWPHOPHHZLR-UHFFFAOYSA-N 0.000 description 1
LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
229910018557 Si O Inorganic materials 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
230000002730 additional effect Effects 0.000 description 1
238000004026 adhesive bonding Methods 0.000 description 1
230000002411 adverse Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
238000009835 boiling Methods 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229930003836 cresol Natural products 0.000 description 1
150000001896 cresols Chemical class 0.000 description 1
MIHINWMALJZIBX-UHFFFAOYSA-N cyclohexa-2,4-dien-1-ol Chemical compound OC1CC=CC=C1 MIHINWMALJZIBX-UHFFFAOYSA-N 0.000 description 1
150000005205 dihydroxybenzenes Chemical class 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
239000002360 explosive Substances 0.000 description 1
239000003517 fume Substances 0.000 description 1
230000004927 fusion Effects 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
125000004356 hydroxy functional group Chemical group O* 0.000 description 1
238000001802 infusion Methods 0.000 description 1
238000009413 insulation Methods 0.000 description 1
RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 1
238000005259 measurement Methods 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
150000004682 monohydrates Chemical class 0.000 description 1
PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
KVBGVZZKJNLNJU-UHFFFAOYSA-N naphthalene-2-sulfonic acid Chemical compound C1=CC=CC2=CC(S(=O)(=O)O)=CC=C21 KVBGVZZKJNLNJU-UHFFFAOYSA-N 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
230000020477 pH reduction Effects 0.000 description 1
229940044654 phenolsulfonic acid Drugs 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
229920000056 polyoxyethylene ether Polymers 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
239000001294 propane Substances 0.000 description 1
230000036647 reaction Effects 0.000 description 1
239000000779 smoke Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000007711 solidification Methods 0.000 description 1
230000008023 solidification Effects 0.000 description 1
239000011877 solvent mixture Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
229940029284 trichlorofluoromethane Drugs 0.000 description 1
150000003739 xylenols Chemical class 0.000 description 1

Landscapes

Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)

CA000483530A 1985-06-10 1985-06-10 Mousse de phenol-aldehyde a cellules fermees et a faible facteur k; methode de preparation Expired CA1249393A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000483530A CA1249393A (fr)	1985-06-10	1985-06-10	Mousse de phenol-aldehyde a cellules fermees et a faible facteur k; methode de preparation

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000483530A CA1249393A (fr)	1985-06-10	1985-06-10	Mousse de phenol-aldehyde a cellules fermees et a faible facteur k; methode de preparation

Publications (1)

Publication Number	Publication Date
CA1249393A true CA1249393A (fr)	1989-01-24

Family

ID=4130675

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000483530A Expired CA1249393A (fr)	1985-06-10	1985-06-10	Mousse de phenol-aldehyde a cellules fermees et a faible facteur k; methode de preparation

Country Status (1)

Country	Link
CA (1)	CA1249393A (fr)

1985
- 1985-06-10 CA CA000483530A patent/CA1249393A/fr not_active Expired

Legal Events

Date	Code	Title	Description
2006-01-24	MKEX	Expiry

Publication	Publication Date	Title
US4530939A (en)	1985-07-23	Low K-factor closed cell phenol-aldehyde foam and process for preparation thereof
US3389094A (en)	1968-06-18	Foaming phenol-formaldehyde resins with fluorocarbons
US4216295A (en)	1980-08-05	Foamable resole resin composition
US4444912A (en)	1984-04-24	Phenolic foam and composition and method for preparing the same
JP3813062B2 (ja)	2006-08-23	フェノールフォーム
EP0382561A2 (fr)	1990-08-16	Compositions de résine semi-flexibles ou flexibles
CA2048683C (fr)	2002-10-08	Agents d'expansion
JPH0363990B2 (fr)	1991-10-03
NL8302443A (nl)	1984-02-01	Verbeterde werkwijze voor de bereiding van fenol-schuimen onder gebruikmaking van watervrije arylsulfonzuur-katalysatoren.
US4956394A (en)	1990-09-11	Closed cell phenolic foam containing alkyl glucosides
US4575521A (en)	1986-03-11	Closed cell phenolic foams
CA1334779C (fr)	1995-03-14	Mousse de phenol dure a alveoles substantiellement fermees et methode pour sa preparation
EP0225321B1 (fr)	1991-04-03	Procede de preparation d'une mousse phenolaldehyde a cellules fermees et a faible facteur k
CA1056549A (fr)	1979-06-12	Methode de production de mousses plastiques de resine phenolique resistant a la propagation de la flamme
JPS61283631A (ja)	1986-12-13	フエノ−ル樹脂発泡体の製造方法
EP0242620B1 (fr)	1991-06-12	Catalyseurs modifiés pour mousse phénolique et procédé
US4883824A (en)	1989-11-28	Modified phenolic foam catalysts and method
GB2125055A (en)	1984-02-29	Phenolic foams
US4945077A (en)	1990-07-31	Modified phenolic foam catalysts and method
JPH0234976B2 (fr)	1990-08-07
JPH0364542B2 (fr)	1991-10-07
JPS60186541A (ja)	1985-09-24	フエノ−ル樹脂発泡体組成物
JPS60186542A (ja)	1985-09-24	フエノ−ル樹脂発泡体の製造方法
JPH01223135A (ja)	1989-09-06	フェノール樹脂発泡体の製造方法
JPH0329254B2 (fr)	1991-04-23