NL8302441A - Fenol-formaldehyde-resolen voor de vervaardiging van fenolschuim. - Google Patents

Fenol-formaldehyde-resolen voor de vervaardiging van fenolschuim. Download PDF

Info

Publication number: NL8302441A
Authority: NL; Netherlands
Prior art keywords: phenol; resole; phenolic; formaldehyde; molecular weight
Prior art date: 1982-07-09

Application number

NL8302441A

Other languages

English (en)

Dutch (nl)

Original Assignee

Koppers Co Inc

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.)

1982-07-09

Filing date

1983-07-08

Publication date

1984-02-01

1983-07-08 Application filed by Koppers Co Inc filed Critical Koppers Co Inc

1984-02-01 Publication of NL8302441A publication Critical patent/NL8302441A/nl

Links

ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title claims description 424
229920003987 resole Polymers 0.000 title claims description 400
239000006260 foam Substances 0.000 title claims description 214
229920001568 phenolic resin Polymers 0.000 title claims description 93
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 title claims description 82
238000004519 manufacturing process Methods 0.000 title description 9
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 203
239000004604 Blowing Agent Substances 0.000 claims description 107
238000000034 method Methods 0.000 claims description 79
239000004094 surface-active agent Substances 0.000 claims description 70
238000005187 foaming Methods 0.000 claims description 43
239000003054 catalyst Substances 0.000 claims description 40
238000002360 preparation method Methods 0.000 claims description 27
239000003377 acid catalyst Substances 0.000 claims description 17
230000008569 process Effects 0.000 claims description 12
239000000047 product Substances 0.000 description 104
210000002421 cell wall Anatomy 0.000 description 98
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 63
235000019256 formaldehyde Nutrition 0.000 description 56
229960004279 formaldehyde Drugs 0.000 description 56
239000000203 mixture Substances 0.000 description 53
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 51
239000000243 solution Substances 0.000 description 39
238000001878 scanning electron micrograph Methods 0.000 description 33
239000011541 reaction mixture Substances 0.000 description 30
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 27
238000006243 chemical reaction Methods 0.000 description 26
239000000523 sample Substances 0.000 description 25
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
239000002253 acid Substances 0.000 description 18
229920001296 polysiloxane Polymers 0.000 description 17
238000007792 addition Methods 0.000 description 16
210000004027 cell Anatomy 0.000 description 16
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
238000009413 insulation Methods 0.000 description 14
239000000463 material Substances 0.000 description 14
229930040373 Paraformaldehyde Natural products 0.000 description 13
-1 aryl sulfonic acid Chemical compound 0.000 description 13
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 12
239000005011 phenolic resin Substances 0.000 description 12
229920002866 paraformaldehyde Polymers 0.000 description 11
238000001816 cooling Methods 0.000 description 9
238000010438 heat treatment Methods 0.000 description 9
238000002156 mixing Methods 0.000 description 9
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 8
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
229910052782 aluminium Inorganic materials 0.000 description 8
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 8
238000006482 condensation reaction Methods 0.000 description 8
AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 7
239000000654 additive Substances 0.000 description 7
239000003795 chemical substances by application Substances 0.000 description 7
235000019253 formic acid Nutrition 0.000 description 7
238000005227 gel permeation chromatography Methods 0.000 description 7
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 7
CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 7
JIRHAGAOHOYLNO-UHFFFAOYSA-N (3-cyclopentyloxy-4-methoxyphenyl)methanol Chemical compound COC1=CC=C(CO)C=C1OC1CCCC1 JIRHAGAOHOYLNO-UHFFFAOYSA-N 0.000 description 6
LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 6
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 6
WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 6
150000007513 acids Chemical class 0.000 description 6
150000001299 aldehydes Chemical class 0.000 description 6
VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 description 6
239000000123 paper Substances 0.000 description 6
229920000642 polymer Polymers 0.000 description 6
238000010992 reflux Methods 0.000 description 6
239000000126 substance Substances 0.000 description 6
238000004448 titration Methods 0.000 description 6
239000003643 water by type Substances 0.000 description 6
239000007864 aqueous solution Substances 0.000 description 5
239000002585 base Substances 0.000 description 5
238000009833 condensation Methods 0.000 description 5
230000005494 condensation Effects 0.000 description 5
230000008602 contraction Effects 0.000 description 5
150000002989 phenols Chemical class 0.000 description 5
239000000376 reactant Substances 0.000 description 5
230000035484 reaction time Effects 0.000 description 5
238000003756 stirring Methods 0.000 description 5
238000003860 storage Methods 0.000 description 5
125000003821 2-(trimethylsilyl)ethoxymethyl group Chemical group [H]C([H])([H])[Si](C([H])([H])[H])(C([H])([H])[H])C([H])([H])C(OC([H])([H])[*])([H])[H] 0.000 description 4
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
230000032683 aging Effects 0.000 description 4
239000004202 carbamide Substances 0.000 description 4
238000005336 cracking Methods 0.000 description 4
238000004132 cross linking Methods 0.000 description 4
238000005520 cutting process Methods 0.000 description 4
239000006185 dispersion Substances 0.000 description 4
239000004014 plasticizer Substances 0.000 description 4
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
239000012488 sample solution Substances 0.000 description 4
238000004626 scanning electron microscopy Methods 0.000 description 4
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
230000002378 acidificating effect Effects 0.000 description 3
230000008901 benefit Effects 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
UDSAIICHUKSCKT-UHFFFAOYSA-N bromophenol blue Chemical compound C1=C(Br)C(O)=C(Br)C=C1C1(C=2C=C(Br)C(O)=C(Br)C=2)C2=CC=CC=C2S(=O)(=O)O1 UDSAIICHUKSCKT-UHFFFAOYSA-N 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
230000006835 compression Effects 0.000 description 3
238000007906 compression Methods 0.000 description 3
230000007423 decrease Effects 0.000 description 3
238000001035 drying Methods 0.000 description 3
235000013305 food Nutrition 0.000 description 3
239000006082 mold release agent Substances 0.000 description 3
229920005989 resin Polymers 0.000 description 3
239000011347 resin Substances 0.000 description 3
238000012360 testing method Methods 0.000 description 3
230000008646 thermal stress Effects 0.000 description 3
229940029284 trichlorofluoromethane Drugs 0.000 description 3
WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
239000004698 Polyethylene Substances 0.000 description 2
239000004793 Polystyrene Substances 0.000 description 2
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
238000002835 absorbance Methods 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
230000002411 adverse Effects 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
238000003556 assay Methods 0.000 description 2
RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 2
229910001863 barium hydroxide Inorganic materials 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
238000009835 boiling Methods 0.000 description 2
YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
UHZZMRAGKVHANO-UHFFFAOYSA-M chlormequat chloride Chemical compound [Cl-].C[N+](C)(C)CCCl UHZZMRAGKVHANO-UHFFFAOYSA-M 0.000 description 2
239000000470 constituent Substances 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
238000009826 distribution Methods 0.000 description 2
238000011067 equilibration Methods 0.000 description 2
230000002349 favourable effect Effects 0.000 description 2
HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
238000007429 general method Methods 0.000 description 2
LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
230000002401 inhibitory effect Effects 0.000 description 2
230000033001 locomotion Effects 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
229940098779 methanesulfonic acid Drugs 0.000 description 2
150000007522 mineralic acids Chemical class 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
230000036961 partial effect Effects 0.000 description 2
229940044654 phenolsulfonic acid Drugs 0.000 description 2
239000011120 plywood Substances 0.000 description 2
229920000573 polyethylene Polymers 0.000 description 2
229920002223 polystyrene Polymers 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
239000011253 protective coating Substances 0.000 description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
230000002829 reductive effect Effects 0.000 description 2
230000000717 retained effect Effects 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
239000000758 substrate Substances 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
BQMDWLHBHLILMV-HVTWWXFQSA-N (2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-amino-4-methylsulfanylbutanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-methylsulfanylbutanoic acid Chemical compound CSCC[C@H](N)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCSC)C(O)=O BQMDWLHBHLILMV-HVTWWXFQSA-N 0.000 description 1
UJPMYEOUBPIPHQ-UHFFFAOYSA-N 1,1,1-trifluoroethane Chemical compound CC(F)(F)F UJPMYEOUBPIPHQ-UHFFFAOYSA-N 0.000 description 1
IXQGCWUGDFDQMF-UHFFFAOYSA-N 2-Ethylphenol Chemical class CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 1
CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
239000004338 Dichlorodifluoromethane Substances 0.000 description 1
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
101100467574 Mus musculus Mras gene Proteins 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical class O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
229910018540 Si C Inorganic materials 0.000 description 1
206010041662 Splinter Diseases 0.000 description 1
IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
235000011054 acetic acid Nutrition 0.000 description 1
150000001243 acetic acids Chemical class 0.000 description 1
239000013543 active substance Substances 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
229910000272 alkali metal oxide Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
230000003466 anti-cipated effect Effects 0.000 description 1
150000007514 bases Chemical class 0.000 description 1
238000009530 blood pressure measurement Methods 0.000 description 1
238000009529 body temperature measurement Methods 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
239000000292 calcium oxide Substances 0.000 description 1
ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
239000003638 chemical reducing agent Substances 0.000 description 1
KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
238000011437 continuous method Methods 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
238000001514 detection method Methods 0.000 description 1
238000011161 development Methods 0.000 description 1
230000018109 developmental process Effects 0.000 description 1
PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000011049 filling Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
210000000497 foam cell Anatomy 0.000 description 1
238000013012 foaming technology Methods 0.000 description 1
150000004674 formic acids Chemical class 0.000 description 1
239000000446 fuel Substances 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
229940015043 glyoxal Drugs 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000011810 insulating material Substances 0.000 description 1
239000012774 insulation material Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
230000000873 masking effect Effects 0.000 description 1
238000005259 measurement Methods 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
238000000465 moulding Methods 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
210000000056 organ Anatomy 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
150000002913 oxalic acids Chemical class 0.000 description 1
125000006353 oxyethylene group Chemical group 0.000 description 1
239000002245 particle Substances 0.000 description 1
230000000737 periodic effect Effects 0.000 description 1
CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 1
235000011007 phosphoric acid Nutrition 0.000 description 1
150000003016 phosphoric acids Chemical class 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
239000011148 porous material Substances 0.000 description 1
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238000007639 printing Methods 0.000 description 1
238000012545 processing Methods 0.000 description 1
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230000000452 restraining effect Effects 0.000 description 1
230000008786 sensory perception of smell Effects 0.000 description 1
229910010271 silicon carbide Inorganic materials 0.000 description 1
239000000779 smoke Substances 0.000 description 1
238000000935 solvent evaporation Methods 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000012086 standard solution Substances 0.000 description 1
239000004634 thermosetting polymer Substances 0.000 description 1
230000008719 thickening Effects 0.000 description 1
239000010409 thin film Substances 0.000 description 1
239000002341 toxic gas Substances 0.000 description 1
HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 1
YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
108010036387 trimethionine Proteins 0.000 description 1
238000009827 uniform distribution Methods 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
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239000002699 waste material Substances 0.000 description 1
238000005303 weighing Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1
150000003739 xylenols Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
- C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
- C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
- C08J9/143—Halogen containing compounds
- C08J9/147—Halogen containing compounds containing carbon and halogen atoms only
- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
- C08G8/10—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with phenol
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2361/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
- C08J2361/04—Condensation polymers of aldehydes or ketones with phenols only
- C08J2361/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Phenolic Resins Or Amino Resins (AREA)
Compositions Of Macromolecular Compounds (AREA)
Fats And Perfumes (AREA)

NL8302441A 1982-07-09 1983-07-08 Fenol-formaldehyde-resolen voor de vervaardiging van fenolschuim. NL8302441A (nl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US39650082A	1982-07-09	1982-07-09
US39650082		1982-07-09

Publications (1)

Publication Number	Publication Date
NL8302441A true NL8302441A (nl)	1984-02-01

Family

ID=23567441

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL8302441A NL8302441A (nl)	1982-07-09	1983-07-08	Fenol-formaldehyde-resolen voor de vervaardiging van fenolschuim.

Country Status (20)

Country	Link
JP (2)	JPS5962615A (sv)
AT (1)	AT385279B (sv)
AU (1)	AU540472B2 (sv)
BE (1)	BE897254A (sv)
CA (1)	CA1209748A (sv)
CH (1)	CH662577A5 (sv)
DE (1)	DE3324431A1 (sv)
DK (1)	DK317783A (sv)
ES (1)	ES523967A0 (sv)
FI (1)	FI73445C (sv)
FR (1)	FR2529897B1 (sv)
GB (1)	GB2125055B (sv)
IT (1)	IT1172292B (sv)
LU (1)	LU84906A1 (sv)
MX (2)	MX9100674A (sv)
NL (1)	NL8302441A (sv)
NO (1)	NO159938C (sv)
NZ (1)	NZ204804A (sv)
PT (1)	PT77004B (sv)
SE (1)	SE457262B (sv)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4478958A (en) *	1981-07-10	1984-10-23	Kopper Company, Inc.	Method for preparing phenolic foams using anhydrous aryl sulfonic acid catalysts
FI73445C (sv) *	1982-07-09	1987-10-09	Koppers Co Inc	Fenolformaldehydresoler för framställning av fenolskum.
US4720510A (en) *	1984-05-25	1988-01-19	Bp Chemicals Limited	Process for producing phenolic foams
NO852751L (no) *	1984-07-12	1986-01-13	Insulboard Pty Ltd	Skumsammensetning.
US4882364A (en) *	1987-08-28	1989-11-21	Fiberglas Canada Inc.	Process for manufacturing closed cell phenolic foams
CA2336374C (en)	1998-07-03	2004-06-01	Yuichi Arito	Phenolic foam
US12091521B2 (en)	2018-10-01	2024-09-17	Bakelite Gmbh	Compositions for producing foamed materials
KR102529929B1 (ko) *	2021-10-26	2023-05-08	현대제철 주식회사	복합 소재 제조 시스템 및 방법

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3389094A (en) *	1963-10-10	1968-06-18	Union Carbide Corp	Foaming phenol-formaldehyde resins with fluorocarbons
US3271331A (en) *	1963-10-10	1966-09-06	Union Carbide Corp	Phenolic foams stabilized by siloxane-oxyalkylene copolymers
FR1462228A (fr) *	1965-07-08	1966-04-15	Saint Gobain	Procédé pour l'obtention de mousses de résines phénoliques
US3385010A (en) *	1966-03-25	1968-05-28	Norton Co	Abrasive disc
US3823103A (en) *	1971-07-21	1974-07-09	Union Carbide Corp	Aqueous dispersions based on heathardenable phenolic resins containing a gum mixture stabilizing agent
US3876620A (en) *	1973-04-26	1975-04-08	Celotex Corp	Process of preparing phenolic-aldehyde polymer using o-cresol
US3821337A (en) *	1973-05-07	1974-06-28	Exxon Research Engineering Co	Process for controlled curing of foams
FR2292733A1 (fr) *	1974-11-27	1976-06-25	Rhone Poulenc Ind	Perfectionnement au procede de fabrication de mousses formo-phenoliques
US3968300A (en) *	1975-02-24	1976-07-06	The Celotex Corporation	Phenolic polymer, related products and processes thereof
US4033910A (en) *	1975-09-26	1977-07-05	Union Carbide Corporation	Methyl formate as an adjuvant in phenolic foam formation
US4133931A (en) *	1976-05-19	1979-01-09	The Celotex Corporation	Closed cell phenolic foam
US4122045A (en) *	1976-05-24	1978-10-24	Armstrong Cork Company	Non-punking non-corrosive phenolic foam containing sodium tetraborate
US4303758A (en) *	1976-06-07	1981-12-01	Gusmer Frederick E	Method of preparing closed cell phenol-aldehyde foam and the closed cell foam thus prepared
US4018725A (en) *	1976-08-09	1977-04-19	H. H. Robertson Company	Phenolic foam products and method of making the same
US4075139A (en) *	1977-02-22	1978-02-21	The Upjohn Company	Process of making a cured resole foam and product produced therefrom
US4219623A (en) *	1977-07-26	1980-08-26	Reichhold Limited	Phenol formaldehyde resin foams
US4176106A (en) *	1977-07-28	1979-11-27	Union Carbide Corporation	Phenol/formaldehyde resoles and cellular products derived therefrom
US4207400A (en) *	1977-11-16	1980-06-10	Monsanto Company	Foamable resole resin composition
US4202945A (en) *	1979-04-03	1980-05-13	Leinhardt Franklyn J	Phenolic foam materials and method of making same
GB2078228B (en) *	1980-06-24	1984-02-22	Coal Industry Patents Ltd	Phenol-formaldehyde foams
US4423163A (en) *	1980-10-09	1983-12-27	Koppers Company, Inc.	Method of producing phenolic foam using pressure and foam produced by the method
CA1160389A (en) *	1980-11-17	1984-01-10	Shui-Tung Chiu	Liquid phenolic resin composition and method for waferboard manufacture
JPS58125371A (ja) *	1982-01-22	1983-07-26	Matsushita Electric Ind Co Ltd	ウイ−ビング溶接機の制御装置
FI73445C (sv) *	1982-07-09	1987-10-09	Koppers Co Inc	Fenolformaldehydresoler för framställning av fenolskum.

1983
- 1983-06-21 FI FI832256A patent/FI73445C/sv not_active IP Right Cessation
- 1983-06-30 AU AU16420/83A patent/AU540472B2/en not_active Ceased
- 1983-07-04 NZ NZ204804A patent/NZ204804A/en unknown
- 1983-07-05 NO NO832444A patent/NO159938C/no unknown
- 1983-07-06 SE SE8303858A patent/SE457262B/sv not_active IP Right Cessation
- 1983-07-07 DE DE19833324431 patent/DE3324431A1/de active Granted
- 1983-07-08 AT AT0252283A patent/AT385279B/de active
- 1983-07-08 CH CH3777/83A patent/CH662577A5/de not_active IP Right Cessation
- 1983-07-08 DK DK317783A patent/DK317783A/da not_active Application Discontinuation
- 1983-07-08 BE BE0/211146A patent/BE897254A/fr not_active IP Right Cessation
- 1983-07-08 CA CA000432126A patent/CA1209748A/en not_active Expired
- 1983-07-08 JP JP58125371A patent/JPS5962615A/ja active Granted
- 1983-07-08 IT IT48658/83A patent/IT1172292B/it active
- 1983-07-08 GB GB08318584A patent/GB2125055B/en not_active Expired
- 1983-07-08 NL NL8302441A patent/NL8302441A/nl not_active Application Discontinuation
- 1983-07-08 ES ES523967A patent/ES523967A0/es active Granted
- 1983-07-08 PT PT77004A patent/PT77004B/pt unknown
- 1983-07-11 FR FR8311549A patent/FR2529897B1/fr not_active Expired
- 1983-07-11 LU LU84906A patent/LU84906A1/fr unknown
1990
- 1990-06-06 JP JP2148432A patent/JPH03255153A/ja active Pending
1991
- 1991-08-15 MX MX9100674A patent/MX9100674A/es unknown
- 1991-08-15 MX MX9100672A patent/MX9100672A/es unknown

Also Published As

Publication number	Publication date
AU540472B2 (en)	1984-11-22
IT1172292B (it)	1987-06-18
JPS5962615A (ja)	1984-04-10
GB2125055A (en)	1984-02-29
AU1642083A (en)	1984-01-12
NO159938C (no)	1989-02-22
FR2529897B1 (fr)	1987-07-10
SE8303858D0 (sv)	1983-07-06
MX9100672A (es)	1993-02-01
DE3324431A1 (de)	1984-01-12
ATA252283A (de)	1987-08-15
DE3324431C2 (sv)	1992-07-30
IT8348658A0 (it)	1983-07-08
FI73445C (sv)	1987-10-09
ES8504874A1 (es)	1985-05-01
GB8318584D0 (en)	1983-08-10
DK317783D0 (da)	1983-07-08
FI832256L (fi)	1984-01-10
ES523967A0 (es)	1985-05-01
CA1209748A (en)	1986-08-12
DK317783A (da)	1984-01-10
BE897254A (fr)	1983-11-03
MX9100674A (es)	1993-02-01
NO832444L (no)	1984-01-10
GB2125055B (en)	1986-02-26
JPS6320460B2 (sv)	1988-04-27
LU84906A1 (fr)	1983-12-05
FR2529897A1 (fr)	1984-01-13
NZ204804A (en)	1986-08-08
CH662577A5 (de)	1987-10-15
FI73445B (fi)	1987-06-30
PT77004A (en)	1983-08-01
FI832256A0 (fi)	1983-06-21
JPH03255153A (ja)	1991-11-14
AT385279B (de)	1988-03-10
PT77004B (en)	1986-08-14
SE457262B (sv)	1988-12-12
SE8303858L (sv)	1984-01-10
NO159938B (no)	1988-11-14

Publication	Publication Date	Title
NL8302442A (nl)	1984-02-01	Verbeterde fenol-schuim en produkt en werkwijze voor de bereiding daarvan.
US4478958A (en)	1984-10-23	Method for preparing phenolic foams using anhydrous aryl sulfonic acid catalysts
US4539338A (en)	1985-09-03	Phenol formaldehyde resoles for making phenolic foam
US4530939A (en)	1985-07-23	Low K-factor closed cell phenol-aldehyde foam and process for preparation thereof
US4956394A (en)	1990-09-11	Closed cell phenolic foam containing alkyl glucosides
NL8302441A (nl)	1984-02-01	Fenol-formaldehyde-resolen voor de vervaardiging van fenolschuim.
US4575521A (en)	1986-03-11	Closed cell phenolic foams
EP0242620B1 (en)	1991-06-12	Modified phenolic foam catalysts and method
US4883824A (en)	1989-11-28	Modified phenolic foam catalysts and method
US4945077A (en)	1990-07-31	Modified phenolic foam catalysts and method
NO165031B (no)	1990-09-03	Fremgangsmaate for fremstilling av fenol/formaldehydskum med lukkede celler og lav k-faktor.
IE55615B1 (en)	1990-11-21	Improvements in or relating to phenolic foams
IE55614B1 (en)	1990-11-21	Improvements in or relating to phenolic foams

Legal Events

Date	Code	Title	Description
1985-01-01	A85	Still pending on 85-01-01
1987-04-01	BA	A request for search or an international-type search has been filed
1987-04-01	BB	A search report has been drawn up
1987-11-02	BC	A request for examination has been filed
1990-08-16	DNT	Communications of changes of names of applicants whose applications have been laid open to public inspection	Free format text: BEAZER MATERIALS AND SERVICES, INC.
1990-09-17	CNR	Transfer of rights (patent application after its laying open for public inspection)	Free format text: THERMAL PRODUCTS INTERNATIONAL
1995-03-01	BV	The patent application has lapsed