CA1092741A - Resines catalysees par la chaux - Google Patents

Resines catalysees par la chaux

Info

Publication number: CA1092741A
Authority: CA; Canada
Prior art keywords: phenol; formaldehyde; reaction; resin; calcium
Prior art date: 1974-03-21
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

CA222,679A

Other languages

English (en)

Other versions

CA222679S (en

Inventor

Hendrik H.J. Deuzeman

Norman Lumley

Ruben A. Santos

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.)

Owens Corning Canada Inc

Original Assignee

Fiberglas Canada 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.)

1974-03-21

Filing date

1975-03-20

Publication date

1980-12-30

1974-03-21 Priority claimed from US05/453,646 external-priority patent/US3932334A/en

1975-03-20 Application filed by Fiberglas Canada Inc filed Critical Fiberglas Canada Inc

1980-12-30 Application granted granted Critical

1980-12-30 Publication of CA1092741A publication Critical patent/CA1092741A/fr

Status Expired legal-status Critical Current

Links

229920005989 resin Polymers 0.000 title claims abstract description 134
239000011347 resin Substances 0.000 title claims abstract description 134
ODINCKMPIJJUCX-UHFFFAOYSA-N Calcium oxide Chemical compound [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 title claims abstract description 49
239000000292 calcium oxide Substances 0.000 title claims abstract description 41
235000012255 calcium oxide Nutrition 0.000 title description 36
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 303
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 148
239000011230 binding agent Substances 0.000 claims abstract description 105
239000000203 mixture Substances 0.000 claims abstract description 73
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 73
239000011575 calcium Substances 0.000 claims abstract description 63
229920001568 phenolic resin Polymers 0.000 claims abstract description 63
239000003054 catalyst Substances 0.000 claims abstract description 58
229910052791 calcium Inorganic materials 0.000 claims abstract description 51
238000006243 chemical reaction Methods 0.000 claims abstract description 49
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims abstract description 46
239000000920 calcium hydroxide Substances 0.000 claims abstract description 33
229910001861 calcium hydroxide Inorganic materials 0.000 claims abstract description 33
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims abstract description 30
BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 claims abstract description 26
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims abstract description 22
238000001816 cooling Methods 0.000 claims abstract description 18
BVJSUAQZOZWCKN-UHFFFAOYSA-N p-hydroxybenzyl alcohol Chemical compound OCC1=CC=C(O)C=C1 BVJSUAQZOZWCKN-UHFFFAOYSA-N 0.000 claims abstract description 18
LSYXXLMBRSSBGS-UHFFFAOYSA-N 2,4,6-tris(hydroxymethyl)phenol Chemical class OCC1=CC(CO)=C(O)C(CO)=C1 LSYXXLMBRSSBGS-UHFFFAOYSA-N 0.000 claims abstract description 14
239000000376 reactant Substances 0.000 claims abstract description 14
235000020354 squash Nutrition 0.000 claims abstract description 10
238000002156 mixing Methods 0.000 claims abstract description 8
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims abstract description 5
238000000034 method Methods 0.000 claims description 44
239000000243 solution Substances 0.000 claims description 26
239000000178 monomer Substances 0.000 claims description 15
239000002253 acid Substances 0.000 claims description 10
239000007864 aqueous solution Substances 0.000 claims description 10
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
238000006482 condensation reaction Methods 0.000 claims description 7
238000009472 formulation Methods 0.000 claims description 7
239000007795 chemical reaction product Substances 0.000 claims description 6
239000000758 substrate Substances 0.000 claims description 4
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
150000001243 acetic acids Chemical class 0.000 claims description 2
150000004653 carbonic acids Chemical class 0.000 claims description 2
150000002689 maleic acids Chemical class 0.000 claims description 2
150000003863 ammonium salts Chemical class 0.000 claims 1
238000011437 continuous method Methods 0.000 claims 1
239000007787 solid Substances 0.000 abstract description 38
229920003987 resole Polymers 0.000 abstract description 35
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract description 30
239000004202 carbamide Substances 0.000 abstract description 29
235000011116 calcium hydroxide Nutrition 0.000 abstract description 28
239000000463 material Substances 0.000 abstract description 28
239000005011 phenolic resin Substances 0.000 abstract description 26
239000004615 ingredient Substances 0.000 abstract description 19
239000000835 fiber Substances 0.000 abstract description 13
239000002480 mineral oil Substances 0.000 abstract description 12
235000010446 mineral oil Nutrition 0.000 abstract description 12
229920000877 Melamine resin Polymers 0.000 abstract description 10
QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 abstract description 8
238000009833 condensation Methods 0.000 abstract description 7
239000007859 condensation product Substances 0.000 abstract description 7
229920003180 amino resin Polymers 0.000 abstract description 6
229920001807 Urea-formaldehyde Polymers 0.000 abstract description 5
230000005494 condensation Effects 0.000 abstract description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract description 5
239000003344 environmental pollutant Substances 0.000 abstract description 4
231100000719 pollutant Toxicity 0.000 abstract description 4
238000004458 analytical method Methods 0.000 abstract description 3
239000003995 emulsifying agent Substances 0.000 abstract description 3
239000003381 stabilizer Substances 0.000 abstract description 3
229920001187 thermosetting polymer Polymers 0.000 abstract description 3
239000007822 coupling agent Substances 0.000 abstract description 2
229910052751 metal Inorganic materials 0.000 abstract description 2
239000002184 metal Substances 0.000 abstract description 2
229940095643 calcium hydroxide Drugs 0.000 abstract 2
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract 1
HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 1
229910000077 silane Inorganic materials 0.000 abstract 1
235000019256 formaldehyde Nutrition 0.000 description 90
229960004279 formaldehyde Drugs 0.000 description 89
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 45
239000003365 glass fiber Substances 0.000 description 36
239000000047 product Substances 0.000 description 33
235000013877 carbamide Nutrition 0.000 description 29
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 28
238000012360 testing method Methods 0.000 description 25
229940087373 calcium oxide Drugs 0.000 description 22
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 21
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 20
230000015572 biosynthetic process Effects 0.000 description 19
150000001412 amines Chemical class 0.000 description 15
238000009413 insulation Methods 0.000 description 15
239000011521 glass Substances 0.000 description 14
-1 phenol alcohols Chemical class 0.000 description 12
235000013824 polyphenols Nutrition 0.000 description 12
RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 11
238000004519 manufacturing process Methods 0.000 description 11
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 10
229910052921 ammonium sulfate Inorganic materials 0.000 description 10
239000001166 ammonium sulphate Substances 0.000 description 10
235000011130 ammonium sulphate Nutrition 0.000 description 10
229910001863 barium hydroxide Inorganic materials 0.000 description 10
125000006267 biphenyl group Chemical group 0.000 description 10
239000001569 carbon dioxide Substances 0.000 description 10
229910002092 carbon dioxide Inorganic materials 0.000 description 10
239000011734 sodium Substances 0.000 description 10
230000008901 benefit Effects 0.000 description 9
235000010290 biphenyl Nutrition 0.000 description 9
229920001296 polysiloxane Polymers 0.000 description 9
238000002360 preparation method Methods 0.000 description 9
230000008569 process Effects 0.000 description 9
230000009467 reduction Effects 0.000 description 9
239000000523 sample Substances 0.000 description 9
229910052788 barium Inorganic materials 0.000 description 8
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 8
229920001577 copolymer Polymers 0.000 description 8
239000007789 gas Substances 0.000 description 8
238000006386 neutralization reaction Methods 0.000 description 8
229910052708 sodium Inorganic materials 0.000 description 8
238000003860 storage Methods 0.000 description 8
238000011156 evaluation Methods 0.000 description 7
239000000126 substance Substances 0.000 description 7
230000008961 swelling Effects 0.000 description 7
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 6
238000010521 absorption reaction Methods 0.000 description 6
150000007513 acids Chemical class 0.000 description 6
238000000605 extraction Methods 0.000 description 6
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 6
229910052783 alkali metal Inorganic materials 0.000 description 5
239000012298 atmosphere Substances 0.000 description 5
239000012153 distilled water Substances 0.000 description 5
238000004817 gas chromatography Methods 0.000 description 5
238000010438 heat treatment Methods 0.000 description 5
229910052500 inorganic mineral Inorganic materials 0.000 description 5
239000012774 insulation material Substances 0.000 description 5
235000010755 mineral Nutrition 0.000 description 5
239000011707 mineral Substances 0.000 description 5
CQRYARSYNCAZFO-UHFFFAOYSA-N salicyl alcohol Chemical compound OCC1=CC=CC=C1O CQRYARSYNCAZFO-UHFFFAOYSA-N 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 4
230000002378 acidificating effect Effects 0.000 description 4
TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 4
230000000694 effects Effects 0.000 description 4
230000005484 gravity Effects 0.000 description 4
150000002989 phenols Chemical class 0.000 description 4
239000002952 polymeric resin Substances 0.000 description 4
238000005057 refrigeration Methods 0.000 description 4
HOPGWDUYWPMYFB-UHFFFAOYSA-N 2,4-bis(hydroxymethyl)phenol Chemical compound OCC1=CC=C(O)C(CO)=C1 HOPGWDUYWPMYFB-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
230000002411 adverse Effects 0.000 description 3
238000013019 agitation Methods 0.000 description 3
229920006026 co-polymeric resin Polymers 0.000 description 3
230000001627 detrimental effect Effects 0.000 description 3
238000010790 dilution Methods 0.000 description 3
239000012895 dilution Substances 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
239000011152 fibreglass Substances 0.000 description 3
239000008098 formaldehyde solution Substances 0.000 description 3
239000011491 glass wool Substances 0.000 description 3
238000009776 industrial production Methods 0.000 description 3
238000002347 injection Methods 0.000 description 3
239000007924 injection Substances 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000002243 precursor Substances 0.000 description 3
239000011342 resin composition Substances 0.000 description 3
238000000638 solvent extraction Methods 0.000 description 3
238000003756 stirring Methods 0.000 description 3
238000010998 test method Methods 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
101100347605 Arabidopsis thaliana VIII-A gene Proteins 0.000 description 2
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
239000004606 Fillers/Extenders Substances 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
KKCBUQHMOMHUOY-UHFFFAOYSA-N Na2O Inorganic materials [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
230000032683 aging Effects 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
229910052784 alkaline earth metal Inorganic materials 0.000 description 2
150000001342 alkaline earth metals Chemical class 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
239000000908 ammonium hydroxide Substances 0.000 description 2
238000013459 approach Methods 0.000 description 2
IWLBIFVMPLUHLK-UHFFFAOYSA-N azane;formaldehyde Chemical compound N.O=C IWLBIFVMPLUHLK-UHFFFAOYSA-N 0.000 description 2
AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Chemical compound [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 description 2
239000002585 base Substances 0.000 description 2
WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
238000007664 blowing Methods 0.000 description 2
239000007767 bonding agent Substances 0.000 description 2
239000002639 bone cement Substances 0.000 description 2
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OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
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239000001307 helium Substances 0.000 description 2
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SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 2
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BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
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235000011149 sulphuric acid Nutrition 0.000 description 2
229920001897 terpolymer Polymers 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
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HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
229910001369 Brass Inorganic materials 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
MRLBXVQKUIIMQT-UHFFFAOYSA-N N-[[dimethoxy(propyl)silyl]oxymethyl]ethanamine Chemical compound C(C)NCO[Si](OC)(OC)CCC MRLBXVQKUIIMQT-UHFFFAOYSA-N 0.000 description 1
241000950638 Symphysodon discus Species 0.000 description 1
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
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GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 1
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IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical class O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
MGJURKDLIJVDEO-UHFFFAOYSA-N formaldehyde;hydrate Chemical compound O.O=C MGJURKDLIJVDEO-UHFFFAOYSA-N 0.000 description 1
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PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
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IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 1
239000011101 paper laminate Substances 0.000 description 1
150000004686 pentahydrates Chemical class 0.000 description 1
239000002957 persistent organic pollutant Substances 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
239000011120 plywood Substances 0.000 description 1
231100000614 poison Toxicity 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
235000011118 potassium hydroxide Nutrition 0.000 description 1
230000002028 premature Effects 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
239000012262 resinous product Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000000926 separation method Methods 0.000 description 1
150000004756 silanes Chemical class 0.000 description 1
239000007921 spray Substances 0.000 description 1
230000006641 stabilisation Effects 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
238000007655 standard test method Methods 0.000 description 1
239000003784 tall oil Substances 0.000 description 1
238000004448 titration Methods 0.000 description 1
239000003440 toxic substance Substances 0.000 description 1
238000012546 transfer Methods 0.000 description 1
230000007704 transition Effects 0.000 description 1
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1
238000010792 warming Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1
210000002268 wool Anatomy 0.000 description 1

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
- 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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G14/00—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
- C08G14/02—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
- C08G14/04—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
- C08G14/06—Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols and monomers containing hydrogen attached to nitrogen

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Phenolic Resins Or Amino Resins (AREA)

CA222,679A 1974-03-21 1975-03-20 Resines catalysees par la chaux Expired CA1092741A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US05/453,646 US3932334A (en)	1973-09-24	1974-03-21	Calcia catalyzed resins
US453,646		1974-03-21

Publications (1)

Publication Number	Publication Date
CA1092741A true CA1092741A (fr)	1980-12-30

Family

ID=23801462

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA222,679A Expired CA1092741A (fr)	1974-03-21	1975-03-20	Resines catalysees par la chaux

Country Status (2)

Country	Link
CA (1)	CA1092741A (fr)
SE (1)	SE7503211L (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN109796879A (zh) *	2019-02-19	2019-05-24	江苏卓尔新建材科技有限公司	一种建材用胶水
CN113897156A (zh) *	2021-10-13	2022-01-07	广西至善新材料科技有限公司	一种钙酚醛树脂改性羧基丁苯橡胶胶黏剂及其制备方法

1975
- 1975-03-20 SE SE7503211A patent/SE7503211L/xx unknown
- 1975-03-20 CA CA222,679A patent/CA1092741A/fr not_active Expired

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN109796879A (zh) *	2019-02-19	2019-05-24	江苏卓尔新建材科技有限公司	一种建材用胶水
CN113897156A (zh) *	2021-10-13	2022-01-07	广西至善新材料科技有限公司	一种钙酚醛树脂改性羧基丁苯橡胶胶黏剂及其制备方法

Also Published As

Publication number	Publication date
SE7503211L (sv)	1975-09-22

Legal Events

Date	Code	Title	Description
1997-12-30	MKEX	Expiry

Publication	Publication Date	Title
CA1118926A (fr)	1982-02-23	Liant a l'epreuve des temperatures elevees pour fibres minerales
US3932334A (en)	1976-01-13	Calcia catalyzed resins
US3907724A (en)	1975-09-23	Phenolic binders for mineral fiber thermal insulation
EP1088012B1 (fr)	2010-04-14	Compositions liantes a base de fibres de verre et procede afferent
USRE30375E (en)	1980-08-19	Calcia catalyzed resins
US4339361A (en)	1982-07-13	Phenol-formaldehyde resins extended with carbohydrates for use in binder compositions
US3223668A (en)	1965-12-14	Phenol-aldehyde, dicyandiamide binder composition
US3919134A (en)	1975-11-11	Thermal insulation of mineral fiber matrix bound with phenolic resin
US3875089A (en)	1975-04-01	Process for the manufacture of dispersions of thermosetting phenolic resin reaction products
CA2368869C (fr)	2010-05-11	Resine formaldehyde a faible emission et liant pour isolant en fibres minerales
EP0384077B1 (fr)	1997-03-12	Procédé de préparation des matières plastiques renforcées, à base de résines phénoliques modifiées avec du résorcinol
US4904516A (en)	1990-02-27	Phenol-formaldehyde resin solution containing water soluble alkaline earth metal salt
US3380877A (en)	1968-04-30	Binder composition and method
US5708121A (en)	1998-01-13	Storage stable melamine-modified phenolic resole resins using an alkaline condensation and polyhydroxyl compound stabilization
US5530048A (en)	1996-06-25	Phenolic resins for reinforced composites
EP0682661B1 (fr)	1999-12-08	Compositions adhesives resineuses
US4820576A (en)	1989-04-11	Fire retardant polymer resin
IE81159B1 (en)	2000-05-03	Phenolic resin process for preparing the resin and composition for sizing mineral fibres containing this resin
CA1067226A (fr)	1979-11-27	Fabrication de produits en fibre de verre
US4235950A (en)	1980-11-25	High temperature mineral fiber binder
US4210562A (en)	1980-07-01	Cellulose-containing phenolic resin-based binder
US5290843A (en)	1994-03-01	Phenolic resins for reinforced composites
US3072595A (en)	1963-01-08	Punk resistant, water-dilutable binder compositions comprising a phenolic resole anda polymeric condensation product of an alkyl ether of dimethylol urea, and mineral fibers bonded therewith
US4011280A (en)	1977-03-08	Process for the production of binders for weather-proof wood materials and product
US7323534B2 (en)	2008-01-29	Phenol-formaldehyde resole resins, method of manufacture, methods of use, and articles formed therefrom

CA1092741A - Resines catalysees par la chaux - Google Patents

Info

Links

Classifications

Landscapes

Applications Claiming Priority (2)

Publications (1)

Family

ID=23801462

Family Applications (1)

Country Status (2)

Cited By (2)

Cited By (2)

Also Published As

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