BG64677B1 - Метод за производство на резоли - Google Patents

Метод за производство на резоли Download PDF

Info

Publication number: BG64677B1
Authority: BG; Bulgaria
Prior art keywords: dispersant; added; reaction mixture; reaction; condensation reaction
Prior art date: 1999-01-29

Application number

BG104808A

Other languages

Bulgarian (bg)

English (en)

Other versions

BG104808A (en

Inventor

Willi Roll

Axel Boettcher

Walter Napp

Peter Fricke

Original Assignee

Bakelite Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1999-01-29

Filing date

2000-09-28

Publication date

2005-11-30

2000-09-28 Application filed by Bakelite Ag filed Critical Bakelite Ag

2001-05-31 Publication of BG104808A publication Critical patent/BG104808A/xx

2005-11-30 Publication of BG64677B1 publication Critical patent/BG64677B1/bg

Links

238000004519 manufacturing process Methods 0.000 title claims abstract description 16
239000002270 dispersing agent Substances 0.000 claims abstract description 25
239000011541 reaction mixture Substances 0.000 claims abstract description 21
150000003839 salts Chemical class 0.000 claims abstract description 21
238000000034 method Methods 0.000 claims abstract description 17
239000008139 complexing agent Substances 0.000 claims abstract description 14
150000002989 phenols Chemical class 0.000 claims abstract description 14
238000006482 condensation reaction Methods 0.000 claims abstract description 11
229910052751 metal Inorganic materials 0.000 claims abstract description 10
239000002184 metal Substances 0.000 claims abstract description 10
150000001768 cations Chemical class 0.000 claims abstract description 4
125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims abstract 4
230000003197 catalytic effect Effects 0.000 claims abstract 2
239000000203 mixture Substances 0.000 claims description 9
239000000920 calcium hydroxide Substances 0.000 claims description 7
229910001861 calcium hydroxide Inorganic materials 0.000 claims description 7
229920003987 resole Polymers 0.000 claims description 7
239000006260 foam Substances 0.000 claims description 6
238000006243 chemical reaction Methods 0.000 claims description 5
239000012774 insulation material Substances 0.000 claims description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical group [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims description 2
239000000347 magnesium hydroxide Substances 0.000 claims description 2
229910001862 magnesium hydroxide Inorganic materials 0.000 claims description 2
239000000463 material Substances 0.000 claims description 2
239000002023 wood Substances 0.000 claims description 2
229920005989 resin Polymers 0.000 abstract description 38
239000011347 resin Substances 0.000 abstract description 38
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract description 15
238000006386 neutralization reaction Methods 0.000 abstract description 8
235000011149 sulphuric acid Nutrition 0.000 abstract 1
239000001117 sulphuric acid Substances 0.000 abstract 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical class O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 25
239000000243 solution Substances 0.000 description 24
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 10
239000002253 acid Substances 0.000 description 9
239000003054 catalyst Substances 0.000 description 9
239000002244 precipitate Substances 0.000 description 8
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
150000007513 acids Chemical class 0.000 description 6
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 6
235000011116 calcium hydroxide Nutrition 0.000 description 6
230000000052 comparative effect Effects 0.000 description 6
229910021645 metal ion Inorganic materials 0.000 description 6
239000000047 product Substances 0.000 description 6
150000001299 aldehydes Chemical class 0.000 description 5
239000007864 aqueous solution Substances 0.000 description 5
239000004202 carbamide Substances 0.000 description 5
238000009833 condensation Methods 0.000 description 5
230000005494 condensation Effects 0.000 description 5
238000001816 cooling Methods 0.000 description 5
229920001568 phenolic resin Polymers 0.000 description 5
239000005011 phenolic resin Substances 0.000 description 5
239000010802 sludge Substances 0.000 description 5
238000003860 storage Methods 0.000 description 5
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 4
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
238000002156 mixing Methods 0.000 description 4
-1 urea modified phenolic resin Chemical class 0.000 description 4
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 3
229910002092 carbon dioxide Inorganic materials 0.000 description 3
238000001556 precipitation Methods 0.000 description 3
239000013049 sediment Substances 0.000 description 3
RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 3
239000000126 substance Substances 0.000 description 3
LWEAHXKXKDCSIE-UHFFFAOYSA-M 2,3-di(propan-2-yl)naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S([O-])(=O)=O)=C(C(C)C)C(C(C)C)=CC2=C1 LWEAHXKXKDCSIE-UHFFFAOYSA-M 0.000 description 2
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
239000004254 Ammonium phosphate Substances 0.000 description 2
AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
239000001099 ammonium carbonate Substances 0.000 description 2
235000011162 ammonium carbonates Nutrition 0.000 description 2
ZRIUUUJAJJNDSS-UHFFFAOYSA-N ammonium phosphates Chemical class [NH4+].[NH4+].[NH4+].[O-]P([O-])([O-])=O ZRIUUUJAJJNDSS-UHFFFAOYSA-N 0.000 description 2
235000019289 ammonium phosphates Nutrition 0.000 description 2
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 2
229910052921 ammonium sulfate Inorganic materials 0.000 description 2
235000011130 ammonium sulphate Nutrition 0.000 description 2
229910000019 calcium carbonate Inorganic materials 0.000 description 2
OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
239000001569 carbon dioxide Substances 0.000 description 2
KVVSCMOUFCNCGX-UHFFFAOYSA-N cardol Chemical compound CCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1 KVVSCMOUFCNCGX-UHFFFAOYSA-N 0.000 description 2
239000002738 chelating agent Substances 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
238000010668 complexation reaction Methods 0.000 description 2
YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 2
HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
150000004679 hydroxides Chemical class 0.000 description 2
239000012535 impurity Substances 0.000 description 2
238000009413 insulation Methods 0.000 description 2
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 2
229920000058 polyacrylate Polymers 0.000 description 2
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
239000007787 solid Substances 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
206010061876 Obstruction Diseases 0.000 description 1
229930040373 Paraformaldehyde Natural products 0.000 description 1
239000006004 Quartz sand Substances 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
238000013019 agitation Methods 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000001447 alkali salts Chemical class 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
125000002877 alkyl aryl group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
PRKQVKDSMLBJBJ-UHFFFAOYSA-N ammonium carbonate Chemical class N.N.OC(O)=O PRKQVKDSMLBJBJ-UHFFFAOYSA-N 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
WPKYZIPODULRBM-UHFFFAOYSA-N azane;prop-2-enoic acid Chemical class N.OC(=O)C=C WPKYZIPODULRBM-UHFFFAOYSA-N 0.000 description 1
229910052788 barium Inorganic materials 0.000 description 1
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 1
229910001863 barium hydroxide Inorganic materials 0.000 description 1
159000000009 barium salts Chemical class 0.000 description 1
239000010953 base metal Substances 0.000 description 1
238000005452 bending Methods 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910001424 calcium ion Inorganic materials 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
UFMJCOLGRWKUKO-UHFFFAOYSA-N cardol diene Natural products CCCC=CCC=CCCCCCCCC1=CC(O)=CC(O)=C1 UFMJCOLGRWKUKO-UHFFFAOYSA-N 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
230000008878 coupling Effects 0.000 description 1
230000001808 coupling effect Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
150000001896 cresols Chemical class 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
JGUQDUKBUKFFRO-CIIODKQPSA-N dimethylglyoxime Chemical compound O/N=C(/C)\C(\C)=N\O JGUQDUKBUKFFRO-CIIODKQPSA-N 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
229940015043 glyoxal Drugs 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
238000005470 impregnation Methods 0.000 description 1
238000003780 insertion Methods 0.000 description 1
230000037431 insertion Effects 0.000 description 1
230000002452 interceptive effect Effects 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
229910052748 manganese Inorganic materials 0.000 description 1
239000011572 manganese Substances 0.000 description 1
239000002557 mineral fiber Substances 0.000 description 1
239000005445 natural material Substances 0.000 description 1
229920002866 paraformaldehyde Polymers 0.000 description 1
239000002245 particle Substances 0.000 description 1
229960003330 pentetic acid Drugs 0.000 description 1
150000004714 phosphonium salts Chemical class 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
239000004848 polyfunctional curative Substances 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
PYODKQIVQIVELM-UHFFFAOYSA-M sodium;2,3-bis(2-methylpropyl)naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CC(C)C)C(CC(C)C)=CC2=C1 PYODKQIVQIVELM-UHFFFAOYSA-M 0.000 description 1
238000003756 stirring Methods 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
235000018553 tannin Nutrition 0.000 description 1
239000001648 tannin Substances 0.000 description 1
229920001864 tannin Polymers 0.000 description 1
229920005992 thermoplastic resin Polymers 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
150000003624 transition metals Chemical class 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1
239000004246 zinc acetate Substances 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

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)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Steroid Compounds (AREA)
Saccharide Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Chemical And Physical Treatments For Wood And The Like (AREA)
Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Solid-Sorbent Or Filter-Aiding Compositions (AREA)

BG104808A 1999-01-29 2000-09-28 Метод за производство на резоли BG64677B1 (bg)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19903487		1999-01-29
PCT/EP1999/010477 WO2000044802A1 (de)	1999-01-29	1999-12-30	Verfahren zur herstellung von resolen

Publications (2)

Publication Number	Publication Date
BG104808A BG104808A (en)	2001-05-31
BG64677B1 true BG64677B1 (bg)	2005-11-30

Family

ID=7895745

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
BG104808A BG64677B1 (bg)	1999-01-29	2000-09-28	Метод за производство на резоли

Country Status (25)

Country	Link
US (1)	US6410776B1 (pt)
EP (1)	EP1082371B1 (pt)
JP (1)	JP2002535458A (pt)
CN (1)	CN1146603C (pt)
AT (1)	ATE215572T1 (pt)
AU (1)	AU773008B2 (pt)
BG (1)	BG64677B1 (pt)
BR (1)	BR9909193A (pt)
CA (1)	CA2326223A1 (pt)
CZ (1)	CZ293443B6 (pt)
DE (2)	DE59901126D1 (pt)
DK (1)	DK1082371T3 (pt)
EE (1)	EE04195B1 (pt)
ES (1)	ES2173002T3 (pt)
HR (1)	HRP20000049B1 (pt)
HU (1)	HUP0104419A3 (pt)
MY (1)	MY119954A (pt)
PL (1)	PL193052B1 (pt)
RU (1)	RU2234519C2 (pt)
SK (1)	SK285425B6 (pt)
TR (1)	TR200002788T1 (pt)
TW (1)	TW593524B (pt)
WO (1)	WO2000044802A1 (pt)
YU (1)	YU49358B (pt)
ZA (1)	ZA200004484B (pt)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB2392163A (en) *	2002-08-20	2004-02-25	Univ Sheffield	Soluble phenol-aldehyde condensate
TW200927821A (en) *	2007-09-21	2009-07-01	Saint Gobain Abrasives Inc	Phenolic resin formulation and coatings for abrasive products
US8691340B2 (en)	2008-12-31	2014-04-08	Apinee, Inc.	Preservation of wood, compositions and methods thereof
US9328188B2 (en)	2011-12-29	2016-05-03	Industrial Technology Research Institute	Method for preparing phenol-formaldehyde resins, resin materials and method for preparing resin molding materials
US12365202B2 (en)	2018-05-04	2025-07-22	Bridgestone Americas Tire Operations, Llc	Tire tread rubber composition
JP2021523260A (ja)	2018-05-04	2021-09-02	ブリヂストンアメリカズタイヤオペレーションズ、エルエルシー	タイヤトレッドゴム組成物
US12103334B2 (en)	2018-05-04	2024-10-01	Bridgestone Americas Tire Operations, Llc	Tire tread rubber composition
WO2019213226A1 (en)	2018-05-04	2019-11-07	Bridgestone Americas Tire Operations, Llc	Tire tread rubber composition
EP3976393A1 (en)	2019-05-29	2022-04-06	Bridgestone Americas Tire Operations, LLC	Tire tread rubber composition and related methods
JP2022535725A (ja)	2019-05-29	2022-08-10	ブリヂストンアメリカズタイヤオペレーションズ、エルエルシー	タイヤトレッドゴム組成物及び関連する方法
JP2022534568A (ja)	2019-05-29	2022-08-02	ブリヂストンアメリカズタイヤオペレーションズ、エルエルシー	タイヤトレッドゴム組成物及びその関連方法
CN111995723B (zh) *	2020-07-13	2021-12-07	杭摩新材料集团股份有限公司	一种固体热固性酚醛树脂以及采用悬浮法制备该酚醛树脂的方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0190468A2 (de) *	1985-02-08	1986-08-13	Rütgerswerke Aktiengesellschaft	Verfahren zur Herstellung von phenolharzgebundenen Glas- und Mineralfaserprodukten
EP0198130A2 (de) *	1985-02-08	1986-10-22	Rütgerswerke Aktiengesellschaft	Phenolharz-Bindemittel und seine Herstellung und Verwendung

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NO138029C (no) *	1970-07-06	1978-06-14	Vladimirsky Nii Sint	Fremgangsmaate for fremstilling av skumplast av fenol/aldehyd-kondensater
US4131582A (en) *	1972-03-14	1978-12-26	Sumitomo Durez Company, Ltd.	Method for preparing stable aqueous emulsion of phenolic resin
JPS5342291A (en) *	1976-09-30	1978-04-17	Matsushita Electric Works Ltd	Preparation of water-soluble resol resin
DE3273070D1 (en) *	1981-12-25	1986-10-09	Kanebo Ltd	Granular or powdery phenol-aldehyde resin and process for production thereof
CA1200039A (en) *	1981-12-26	1986-01-28	Hiroaki Koyama	Resin composition containing granular or powdery phenol-aldehyde resin
JPS59202135A (ja) *	1983-04-28	1984-11-15	Aisin Chem Co Ltd	結合剤被覆砂粒
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1999
- 1999-12-30 AT AT99967021T patent/ATE215572T1/de not_active IP Right Cessation
- 1999-12-30 TR TR2000/02788T patent/TR200002788T1/xx unknown
- 1999-12-30 YU YU57300A patent/YU49358B/sh unknown
- 1999-12-30 JP JP2000596056A patent/JP2002535458A/ja active Pending
- 1999-12-30 US US09/647,422 patent/US6410776B1/en not_active Expired - Fee Related
- 1999-12-30 EE EEP200000563A patent/EE04195B1/xx not_active IP Right Cessation
- 1999-12-30 AU AU22870/00A patent/AU773008B2/en not_active Ceased
- 1999-12-30 CN CNB998044350A patent/CN1146603C/zh not_active Expired - Fee Related
- 1999-12-30 CZ CZ20003357A patent/CZ293443B6/cs not_active IP Right Cessation
- 1999-12-30 SK SK1417-2000A patent/SK285425B6/sk unknown
- 1999-12-30 DE DE59901126T patent/DE59901126D1/de not_active Expired - Fee Related
- 1999-12-30 WO PCT/EP1999/010477 patent/WO2000044802A1/de not_active Ceased
- 1999-12-30 HU HU0104419A patent/HUP0104419A3/hu unknown
- 1999-12-30 EP EP99967021A patent/EP1082371B1/de not_active Expired - Lifetime
- 1999-12-30 BR BR9909193-3A patent/BR9909193A/pt not_active Application Discontinuation
- 1999-12-30 ES ES99967021T patent/ES2173002T3/es not_active Expired - Lifetime
- 1999-12-30 CA CA002326223A patent/CA2326223A1/en not_active Abandoned
- 1999-12-30 RU RU2000127719/04A patent/RU2234519C2/ru not_active IP Right Cessation
- 1999-12-30 PL PL343265A patent/PL193052B1/pl not_active IP Right Cessation
- 1999-12-30 DK DK99967021T patent/DK1082371T3/da active
2000
- 2000-01-04 TW TW089100030A patent/TW593524B/zh not_active IP Right Cessation
- 2000-01-07 MY MYPI20000070A patent/MY119954A/en unknown
- 2000-01-11 DE DE10000801A patent/DE10000801A1/de not_active Withdrawn
- 2000-01-28 HR HR20000049A patent/HRP20000049B1/xx not_active IP Right Cessation
- 2000-08-29 ZA ZA200004484A patent/ZA200004484B/xx unknown
- 2000-09-28 BG BG104808A patent/BG64677B1/bg unknown

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Also Published As

Publication number	Publication date
AU773008B2 (en)	2004-05-13
US6410776B1 (en)	2002-06-25
PL343265A1 (en)	2001-07-30
CA2326223A1 (en)	2000-08-03
JP2002535458A (ja)	2002-10-22
HRP20000049B1 (en)	2003-10-31
WO2000044802A1 (de)	2000-08-03
EP1082371B1 (de)	2002-04-03
ATE215572T1 (de)	2002-04-15
ZA200004484B (en)	2001-03-01
AU2287000A (en)	2000-08-18
EP1082371A1 (de)	2001-03-14
ES2173002T3 (es)	2002-10-01
HUP0104419A3 (en)	2004-04-28
DE59901126D1 (de)	2002-05-08
TW593524B (en)	2004-06-21
DE10000801A1 (de)	2000-08-03
TR200002788T1 (tr)	2001-02-21
CZ20003357A3 (cs)	2000-12-13
SK285425B6 (sk)	2007-01-04
CN1294602A (zh)	2001-05-09
HUP0104419A2 (hu)	2002-03-28
HK1034986A1 (en)	2001-11-09
DK1082371T3 (da)	2002-06-24
CZ293443B6 (cs)	2004-04-14
MY119954A (en)	2005-08-30
BG104808A (en)	2001-05-31
EE200000563A (et)	2002-02-15
YU57300A (sh)	2002-09-19
CN1146603C (zh)	2004-04-21
BR9909193A (pt)	2000-12-05
YU49358B (sh)	2005-09-19
RU2234519C2 (ru)	2004-08-20
HRP20000049A2 (en)	2001-02-28
EE04195B1 (et)	2003-12-15
SK14172000A3 (sk)	2001-04-09
PL193052B1 (pl)	2007-01-31

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