DD297993A5 - Formstabiler weich schreibbarer klebestift und verfahren zur herstellung - Google Patents

Formstabiler weich schreibbarer klebestift und verfahren zur herstellung Download PDF

Info

Publication number: DD297993A5
Authority: DD; German Democratic Republic
Prior art keywords: glue stick; polyurethane dispersion; stick according; aqueous; reaction product
Prior art date: 1989-06-30

Application number

DD90342353A

Other languages

German (de)

English (en)

Inventor

Gerhard Gierenz

Wolfgang Klauck

Rainer Hoefer

Roland Gruetzmacher

Original Assignee

��@��@��@��k��

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.)

1989-06-30

Filing date

1990-06-29

Publication date

1992-01-30

1990-06-29 Application filed by ��@��@��@��k�� filed Critical ��@��@��@��k��

1992-01-30 Publication of DD297993A5 publication Critical patent/DD297993A5/de

Links

239000000853 adhesive Substances 0.000 title claims description 13
230000001070 adhesive effect Effects 0.000 title claims description 13
238000004519 manufacturing process Methods 0.000 title description 4
239000004836 Glue Stick Substances 0.000 claims abstract description 31
229920003009 polyurethane dispersion Polymers 0.000 claims abstract description 27
239000000126 substance Substances 0.000 claims abstract description 16
238000002360 preparation method Methods 0.000 claims abstract description 15
239000000344 soap Substances 0.000 claims abstract description 14
229920001059 synthetic polymer Polymers 0.000 claims abstract description 7
238000007493 shaping process Methods 0.000 claims abstract description 5
229920005862 polyol Polymers 0.000 claims description 26
150000003077 polyols Chemical class 0.000 claims description 26
-1 aliphatic isocyanates Chemical class 0.000 claims description 14
239000004814 polyurethane Substances 0.000 claims description 13
239000007795 chemical reaction product Substances 0.000 claims description 12
229920002635 polyurethane Polymers 0.000 claims description 12
230000015572 biosynthetic process Effects 0.000 claims description 11
239000000203 mixture Substances 0.000 claims description 11
150000003839 salts Chemical class 0.000 claims description 11
238000000034 method Methods 0.000 claims description 9
229920000570 polyether Polymers 0.000 claims description 9
230000008569 process Effects 0.000 claims description 8
235000014113 dietary fatty acids Nutrition 0.000 claims description 7
239000000194 fatty acid Substances 0.000 claims description 7
229930195729 fatty acid Natural products 0.000 claims description 7
229920001451 polypropylene glycol Polymers 0.000 claims description 7
PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims description 6
239000004970 Chain extender Substances 0.000 claims description 6
239000004721 Polyphenylene oxide Substances 0.000 claims description 6
150000004665 fatty acids Chemical class 0.000 claims description 6
239000004417 polycarbonate Substances 0.000 claims description 6
229920000515 polycarbonate Polymers 0.000 claims description 6
229920000909 polytetrahydrofuran Polymers 0.000 claims description 6
239000007787 solid Substances 0.000 claims description 6
125000001931 aliphatic group Chemical group 0.000 claims description 5
150000002009 diols Chemical class 0.000 claims description 5
239000012948 isocyanate Substances 0.000 claims description 5
239000005056 polyisocyanate Substances 0.000 claims description 5
229920001228 polyisocyanate Polymers 0.000 claims description 5
150000002513 isocyanates Chemical class 0.000 claims description 4
239000004014 plasticizer Substances 0.000 claims description 4
229920005903 polyol mixture Polymers 0.000 claims description 4
239000002253 acid Substances 0.000 claims description 3
238000002156 mixing Methods 0.000 claims description 3
239000003607 modifier Substances 0.000 claims description 3
159000000000 sodium salts Chemical class 0.000 claims description 3
239000007864 aqueous solution Substances 0.000 claims description 2
229920001577 copolymer Polymers 0.000 claims description 2
239000000975 dye Substances 0.000 claims description 2
239000004615 ingredient Substances 0.000 claims description 2
229920005906 polyester polyol Polymers 0.000 claims description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 claims 1
239000012670 alkaline solution Substances 0.000 claims 1
239000003205 fragrance Substances 0.000 claims 1
238000001879 gelation Methods 0.000 claims 1
239000000546 pharmaceutical excipient Substances 0.000 claims 1
239000007788 liquid Substances 0.000 abstract 1
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 21
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 15
239000006185 dispersion Substances 0.000 description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
150000001875 compounds Chemical class 0.000 description 10
229910052757 nitrogen Inorganic materials 0.000 description 10
239000003795 chemical substances by application Substances 0.000 description 9
229920000642 polymer Polymers 0.000 description 9
239000000499 gel Substances 0.000 description 7
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
125000005442 diisocyanate group Chemical group 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
239000000243 solution Substances 0.000 description 6
KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 5
150000001298 alcohols Chemical class 0.000 description 5
150000001412 amines Chemical class 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
229920006324 polyoxymethylene Polymers 0.000 description 5
229920006295 polythiol Polymers 0.000 description 5
229920000036 polyvinylpyrrolidone Polymers 0.000 description 5
239000001267 polyvinylpyrrolidone Substances 0.000 description 5
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 5
239000002023 wood Substances 0.000 description 5
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical class N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
150000001414 amino alcohols Chemical class 0.000 description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
150000003951 lactams Chemical class 0.000 description 4
DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
239000003960 organic solvent Substances 0.000 description 4
229920000728 polyester Polymers 0.000 description 4
239000002904 solvent Substances 0.000 description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
229920001730 Moisture cure polyurethane Polymers 0.000 description 3
239000002202 Polyethylene glycol Substances 0.000 description 3
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
150000007933 aliphatic carboxylic acids Chemical class 0.000 description 3
229910052783 alkali metal Inorganic materials 0.000 description 3
125000003118 aryl group Chemical group 0.000 description 3
BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
150000002334 glycols Chemical class 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
238000010348 incorporation Methods 0.000 description 3
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 3
230000004048 modification Effects 0.000 description 3
238000012986 modification Methods 0.000 description 3
230000003472 neutralizing effect Effects 0.000 description 3
229920001223 polyethylene glycol Polymers 0.000 description 3
229920006395 saturated elastomer Polymers 0.000 description 3
239000011734 sodium Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
VZXPHDGHQXLXJC-UHFFFAOYSA-N 1,6-diisocyanato-5,6-dimethylheptane Chemical compound O=C=NC(C)(C)C(C)CCCCN=C=O VZXPHDGHQXLXJC-UHFFFAOYSA-N 0.000 description 2
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical class NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical class C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
239000004952 Polyamide Substances 0.000 description 2
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
238000005299 abrasion Methods 0.000 description 2
239000002313 adhesive film Substances 0.000 description 2
239000003513 alkali Substances 0.000 description 2
229960002684 aminocaproic acid Drugs 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
125000000129 anionic group Chemical group 0.000 description 2
HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
MMCOUVMKNAHQOY-UHFFFAOYSA-N carbonoperoxoic acid Chemical class OOC(O)=O MMCOUVMKNAHQOY-UHFFFAOYSA-N 0.000 description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
150000001735 carboxylic acids Chemical class 0.000 description 2
239000000470 constituent Substances 0.000 description 2
238000001816 cooling Methods 0.000 description 2
229940043276 diisopropanolamine Drugs 0.000 description 2
238000004821 distillation Methods 0.000 description 2
JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 2
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 2
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
125000003010 ionic group Chemical group 0.000 description 2
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 2
239000000693 micelle Substances 0.000 description 2
238000006386 neutralization reaction Methods 0.000 description 2
125000004433 nitrogen atom Chemical group N* 0.000 description 2
229920002647 polyamide Polymers 0.000 description 2
229920000768 polyamine Polymers 0.000 description 2
229920006149 polyester-amide block copolymer Polymers 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
150000003141 primary amines Chemical class 0.000 description 2
239000000047 product Substances 0.000 description 2
235000013772 propylene glycol Nutrition 0.000 description 2
VHNQIURBCCNWDN-UHFFFAOYSA-N pyridine-2,6-diamine Chemical compound NC1=CC=CC(N)=N1 VHNQIURBCCNWDN-UHFFFAOYSA-N 0.000 description 2
239000007858 starting material Substances 0.000 description 2
150000005846 sugar alcohols Polymers 0.000 description 2
125000000542 sulfonic acid group Chemical group 0.000 description 2
YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 2
229950006389 thiodiglycol Drugs 0.000 description 2
DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
BDPMIHVEHJUJIW-UHFFFAOYSA-N (2,3-dichlorophenyl)-phenylmethanediamine Chemical compound C=1C=CC(Cl)=C(Cl)C=1C(N)(N)C1=CC=CC=C1 BDPMIHVEHJUJIW-UHFFFAOYSA-N 0.000 description 1
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
ORTVZLZNOYNASJ-UPHRSURJSA-N (z)-but-2-ene-1,4-diol Chemical compound OC\C=C/CO ORTVZLZNOYNASJ-UPHRSURJSA-N 0.000 description 1
XIUYWALZDCQJCF-UHFFFAOYSA-N 1,2-diisocyanatododecane Chemical compound CCCCCCCCCCC(N=C=O)CN=C=O XIUYWALZDCQJCF-UHFFFAOYSA-N 0.000 description 1
ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 1
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 description 1
SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical compound O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 description 1
QGLRLXLDMZCFBP-UHFFFAOYSA-N 1,6-diisocyanato-2,4,4-trimethylhexane Chemical compound O=C=NCC(C)CC(C)(C)CCN=C=O QGLRLXLDMZCFBP-UHFFFAOYSA-N 0.000 description 1
XKQMKMVTDKYWOX-UHFFFAOYSA-N 1-[2-hydroxypropyl(methyl)amino]propan-2-ol Chemical compound CC(O)CN(C)CC(C)O XKQMKMVTDKYWOX-UHFFFAOYSA-N 0.000 description 1
WJVAPEMLIPHCJB-UHFFFAOYSA-N 1-n-methylpropane-1,2-diamine Chemical class CNCC(C)N WJVAPEMLIPHCJB-UHFFFAOYSA-N 0.000 description 1
NKNIZOPLGAJLRV-UHFFFAOYSA-N 2,2-diphenylpropane-1,1-diamine Chemical compound C=1C=CC=CC=1C(C(N)N)(C)C1=CC=CC=C1 NKNIZOPLGAJLRV-UHFFFAOYSA-N 0.000 description 1
KKTUQAYCCLMNOA-UHFFFAOYSA-N 2,3-diaminobenzoic acid Chemical class NC1=CC=CC(C(O)=O)=C1N KKTUQAYCCLMNOA-UHFFFAOYSA-N 0.000 description 1
FRSFUBGQKHJCKM-UHFFFAOYSA-N 2,3-diaminonaphthalene-1-carboxylic acid Chemical class C1=CC=C2C(C(O)=O)=C(N)C(N)=CC2=C1 FRSFUBGQKHJCKM-UHFFFAOYSA-N 0.000 description 1
JVMSQRAXNZPDHF-UHFFFAOYSA-N 2,4-diaminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C(N)=C1 JVMSQRAXNZPDHF-UHFFFAOYSA-N 0.000 description 1
MVVQNBYRSDXHRF-UHFFFAOYSA-N 2-[2-hydroxyethyl(2-methylpropyl)amino]ethanol Chemical compound CC(C)CN(CCO)CCO MVVQNBYRSDXHRF-UHFFFAOYSA-N 0.000 description 1
NDLNTMNRNCENRZ-UHFFFAOYSA-N 2-[2-hydroxyethyl(octadecyl)amino]ethanol Chemical compound CCCCCCCCCCCCCCCCCCN(CCO)CCO NDLNTMNRNCENRZ-UHFFFAOYSA-N 0.000 description 1
ZAYJKJNSENNBGW-UHFFFAOYSA-N 2-[2-hydroxyethyl(prop-2-enyl)amino]ethanol Chemical compound OCCN(CCO)CC=C ZAYJKJNSENNBGW-UHFFFAOYSA-N 0.000 description 1
HHRGNKUNRVABBN-UHFFFAOYSA-N 2-[2-hydroxyethyl(propan-2-yl)amino]ethanol Chemical compound OCCN(C(C)C)CCO HHRGNKUNRVABBN-UHFFFAOYSA-N 0.000 description 1
OZICRFXCUVKDRG-UHFFFAOYSA-N 2-[2-hydroxyethyl(propyl)amino]ethanol Chemical compound CCCN(CCO)CCO OZICRFXCUVKDRG-UHFFFAOYSA-N 0.000 description 1
UOQYWMZLTNEIFI-UHFFFAOYSA-N 2-[3-aminopropyl(methyl)amino]ethanol Chemical compound OCCN(C)CCCN UOQYWMZLTNEIFI-UHFFFAOYSA-N 0.000 description 1
XRXRUQDIOMYAQQ-UHFFFAOYSA-N 2-[ethyl-[4-[ethyl(2-hydroxyethyl)amino]cyclohexyl]amino]ethanol Chemical compound OCCN(CC)C1CCC(N(CC)CCO)CC1 XRXRUQDIOMYAQQ-UHFFFAOYSA-N 0.000 description 1
QOFLTGDAZLWRMJ-UHFFFAOYSA-N 2-methylpropane-1,1-diol Chemical compound CC(C)C(O)O QOFLTGDAZLWRMJ-UHFFFAOYSA-N 0.000 description 1
XUSNPFGLKGCWGN-UHFFFAOYSA-N 3-[4-(3-aminopropyl)piperazin-1-yl]propan-1-amine Chemical compound NCCCN1CCN(CCCN)CC1 XUSNPFGLKGCWGN-UHFFFAOYSA-N 0.000 description 1
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
BLFRQYKZFKYQLO-UHFFFAOYSA-N 4-aminobutan-1-ol Chemical compound NCCCCO BLFRQYKZFKYQLO-UHFFFAOYSA-N 0.000 description 1
JMHSCWJIDIKGNZ-UHFFFAOYSA-N 4-carbamoylbenzoic acid Chemical class NC(=O)C1=CC=C(C(O)=O)C=C1 JMHSCWJIDIKGNZ-UHFFFAOYSA-N 0.000 description 1
SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 1
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LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
235000013162 Cocos nucifera Nutrition 0.000 description 1
244000060011 Cocos nucifera Species 0.000 description 1
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LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
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PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
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239000004471 Glycine Substances 0.000 description 1
239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
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239000005058 Isophorone diisocyanate Substances 0.000 description 1
229920000881 Modified starch Polymers 0.000 description 1
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OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
229930182556 Polyacetal Natural products 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
241001080024 Telles Species 0.000 description 1
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 1
KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000002998 adhesive polymer Substances 0.000 description 1
IBVAQQYNSHJXBV-UHFFFAOYSA-N adipic acid dihydrazide Chemical class NNC(=O)CCCCC(=O)NN IBVAQQYNSHJXBV-UHFFFAOYSA-N 0.000 description 1
229960003767 alanine Drugs 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
229940100198 alkylating agent Drugs 0.000 description 1
239000002168 alkylating agent Substances 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
IVHKZGYFKJRXBD-UHFFFAOYSA-N amino carbamate Chemical class NOC(N)=O IVHKZGYFKJRXBD-UHFFFAOYSA-N 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
BTXCHYCUHBGRMK-UHFFFAOYSA-N amino sulfamate Chemical compound NOS(N)(=O)=O BTXCHYCUHBGRMK-UHFFFAOYSA-N 0.000 description 1
IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
150000004984 aromatic diamines Chemical class 0.000 description 1
230000008901 benefit Effects 0.000 description 1
HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
NSKYMLWGJWRTQE-UHFFFAOYSA-N bis(2-isocyanatoethyl) benzene-1,2-dicarboxylate Chemical compound O=C=NCCOC(=O)C1=CC=CC=C1C(=O)OCCN=C=O NSKYMLWGJWRTQE-UHFFFAOYSA-N 0.000 description 1
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
XEVRDFDBXJMZFG-UHFFFAOYSA-N carbonyl dihydrazine Chemical class NNC(=O)NN XEVRDFDBXJMZFG-UHFFFAOYSA-N 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
125000002843 carboxylic acid group Chemical group 0.000 description 1
239000004359 castor oil Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
238000010276 construction Methods 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
230000002354 daily effect Effects 0.000 description 1
ZWLIYXJBOIDXLL-UHFFFAOYSA-N decanedihydrazide Chemical class NNC(=O)CCCCCCCCC(=O)NN ZWLIYXJBOIDXLL-UHFFFAOYSA-N 0.000 description 1
235000019425 dextrin Nutrition 0.000 description 1
150000004985 diamines Chemical class 0.000 description 1
150000001991 dicarboxylic acids Chemical class 0.000 description 1
239000000539 dimer Substances 0.000 description 1
ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
230000003203 everyday effect Effects 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000012530 fluid Substances 0.000 description 1
229960003692 gamma aminobutyric acid Drugs 0.000 description 1
239000003349 gelling agent Substances 0.000 description 1
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 description 1
125000005843 halogen group Chemical group 0.000 description 1
239000011874 heated mixture Substances 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
150000002440 hydroxy compounds Chemical group 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
230000000302 ischemic effect Effects 0.000 description 1
150000002596 lactones Chemical class 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
235000019426 modified starch Nutrition 0.000 description 1
239000000178 monomer Substances 0.000 description 1
229940105132 myristate Drugs 0.000 description 1
VLYJTJAYGSDXDI-UHFFFAOYSA-N n'-methyl-n'-[2-(methylamino)ethyl]propane-1,3-diamine Chemical compound CNCCN(C)CCCN VLYJTJAYGSDXDI-UHFFFAOYSA-N 0.000 description 1
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
238000006384 oligomerization reaction Methods 0.000 description 1
239000003791 organic solvent mixture Substances 0.000 description 1
QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
235000011837 pasties Nutrition 0.000 description 1
JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 description 1
150000004986 phenylenediamines Chemical class 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
229920000166 polytrimethylene carbonate Polymers 0.000 description 1
150000003138 primary alcohols Chemical class 0.000 description 1
238000012545 processing Methods 0.000 description 1
239000002994 raw material Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
238000007151 ring opening polymerisation reaction Methods 0.000 description 1
238000007142 ring opening reaction Methods 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
229940045845 sodium myristate Drugs 0.000 description 1
JUQGWKYSEXPRGL-UHFFFAOYSA-M sodium;tetradecanoate Chemical compound [Na+].CCCCCCCCCCCCCC([O-])=O JUQGWKYSEXPRGL-UHFFFAOYSA-M 0.000 description 1
239000002594 sorbent Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
239000003549 soybean oil Substances 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
150000003460 sulfonic acids Chemical group 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical class CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
238000012549 training Methods 0.000 description 1
230000007704 transition Effects 0.000 description 1
150000003626 triacylglycerols Chemical class 0.000 description 1
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
239000003021 water soluble solvent Substances 0.000 description 1
238000004078 waterproofing Methods 0.000 description 1
239000013585 weight reducing agent Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
- C09J9/005—Glue sticks
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/28—Non-macromolecular organic substances
- C08L2666/34—Oxygen-containing compounds, including ammonium and metal salts

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Adhesives Or Adhesive Processes (AREA)
Polyurethanes Or Polyureas (AREA)
Adhesive Tapes (AREA)
Materials For Medical Uses (AREA)
Detergent Compositions (AREA)

DD90342353A 1989-06-30 1990-06-29 Formstabiler weich schreibbarer klebestift und verfahren zur herstellung DD297993A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE3921554A DE3921554A1 (de)	1989-06-30	1989-06-30	Klebestift mit verbesserter klebkraft

Publications (1)

Publication Number	Publication Date
DD297993A5 true DD297993A5 (de)	1992-01-30

Family

ID=6384037

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD90342353A DD297993A5 (de)	1989-06-30	1990-06-29	Formstabiler weich schreibbarer klebestift und verfahren zur herstellung

Country Status (24)

Country	Link
US (1)	US5371131A (cs)
EP (2)	EP0479845A1 (cs)
JP (1)	JP2836957B2 (cs)
KR (1)	KR0136267B1 (cs)
AR (1)	AR248288A1 (cs)
AT (1)	ATE88745T1 (cs)
AU (1)	AU635754B2 (cs)
BR (1)	BR9007443A (cs)
CA (1)	CA2062950C (cs)
CZ (1)	CZ283445B6 (cs)
DD (1)	DD297993A5 (cs)
DE (2)	DE3921554A1 (cs)
DK (1)	DK0405329T3 (cs)
ES (1)	ES2042146T3 (cs)
FI (1)	FI100986B (cs)
HU (1)	HU212188B (cs)
IE (1)	IE64413B1 (cs)
MX (1)	MX174480B (cs)
NO (1)	NO305130B1 (cs)
PT (1)	PT94531B (cs)
SK (1)	SK320690A3 (cs)
TR (1)	TR24605A (cs)
WO (1)	WO1991000322A1 (cs)
ZA (1)	ZA905130B (cs)

Families Citing this family (31)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE4125122C2 (de) *	1991-07-30	1994-06-23	Henkel Kgaa	Klebestift auf Stärkeetherbasis
DK0663446T3 (da) *	1993-12-29	2000-10-23	Mochida Pharm Co Ltd	Elektrokemisk anallysemetode og hidtil ukendt p-phenylendiaminforbindelse
US5567753A (en) *	1995-01-27	1996-10-22	Avery Dennison Corporation	Adhesive composition which changes from colored to colorless upon application to a substrate
CZ295465B6 (cs) *	1995-05-26	2005-08-17	Henkel Kommanditgesellschaft Auf Aktien	Způsob lepení a lepidlo
DE19519391A1 (de) *	1995-05-26	1996-11-28	Henkel Kgaa	Klebeverfahren
WO1997031046A1 (de) *	1996-02-24	1997-08-28	Henkel Kommanditgesellschaft Auf Aktien	Feste, haftende und geschmeidig abreibende masse
DE19908561A1 (de)	1998-03-26	1999-09-30	Henkel Kgaa	Klebestift auf der Basis eines Seifengels
IE20000441A1 (en) *	2000-05-31	2003-04-02	Loctite R & D Ltd	Semi-Solid composition for removing cured product
US6695510B1 (en)	2000-05-31	2004-02-24	Wyeth	Multi-composition stick product and a process and system for manufacturing the same
IE20000440A1 (en) *	2000-05-31	2003-04-02	Loctite R & D Ltd	Semi-Solid one- or two-part compositions
IE20000439A1 (en) *	2000-05-31	2003-04-02	Loctite R & D Ltd	Semi-Solid Primer Compositions
DE10054984A1 (de)	2000-11-07	2002-06-06	Henkel Kgaa	Vorrichtung zur Aufnahme und Abgabe eines streichfähigen Materials
DE10111898C2 (de)	2001-03-13	2003-03-20	Henkel Kgaa	Vorrichtung zur Abgabe eines streichfähigen Materials
JP3350532B1 (ja) *	2001-09-28	2002-11-25	コニシ株式会社	水性固形接着剤および該水性固形接着剤による接着方法
US7566744B2 (en) *	2004-12-20	2009-07-28	Nalco Company	Environmentally friendly demulsifiers for crude oil emulsions
US8192731B2 (en) *	2005-10-25	2012-06-05	Loctite (R&D) Limited	Thickened cyanoacrylate compositions
DE102005057482A1 (de) *	2005-11-30	2007-05-31	Fischerwerke Artur Fischer Gmbh & Co. Kg	Klebestift mit Polyurethan/Polyacrylat-Hybriddispersion
US7915338B2 (en) *	2005-12-28	2011-03-29	3M Innovative Properties Company	Adhesive with alkanoate blend
DE102008010708A1 (de)	2008-02-22	2009-09-03	Henkel Ag & Co. Kgaa	Mineralische Füllstoffe enthaltender Klebestift
US20090312472A1 (en) *	2008-06-17	2009-12-17	3M Innovative Properties Company	Glycol-free glue stick
US9457613B2 (en) *	2008-09-26	2016-10-04	Henkel IP & Holding GmbH	Cyanoacrylate compositions in non-flowable forms
WO2011047369A2 (en) *	2009-10-16	2011-04-21	Archer Daniels Midland Company	Vegetable oil-based, waterborne polyurethane dispersion
US20110178203A1 (en) *	2009-10-19	2011-07-21	Elmer's Products, Inc.	High strength glue formulation
AT513169B1 (de) *	2012-07-31	2015-01-15	Kores Ce Gmbh	Klebestift und Verfahren zu dessen Herstellung
WO2016141050A1 (en)	2015-03-04	2016-09-09	Ecolab Usa Inc.	Reverse emulsion breaker polymers
CA2978434C (en)	2015-03-06	2023-03-28	Ecolab Usa Inc.	Reverse emulsion breaker polymers
EP3141569A1 (en) *	2015-09-08	2017-03-15	Henkel AG & Co. KGaA	Cold seal adhesives based on aqueous polyurethane dispersions
GB2567220B (en)	2017-10-06	2021-01-27	Henkel IP & Holding GmbH	Solid cyanoacrylate compositions comprising thermoplastic polyurethane
KR102079433B1 (ko)	2018-01-05	2020-02-19	한국전력공사	원터치 조립 기능을 갖는 저압 가선용 랙크
CN114846048B (zh) *	2019-12-16	2024-07-02	汉高股份有限及两合公司	尺寸稳定、可涂抹、基于改性的聚醚聚氨酯的粘合剂物料
WO2021122091A1 (de)	2019-12-16	2021-06-24	Henkel Ag & Co. Kgaa	Formstabile, abreibbare klebemasse auf basis teilkristalliner polyester

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Publication number	Priority date	Publication date	Assignee	Title
DE1237306B (de) *	1964-09-26	1967-03-23	Bayer Ag	Verfahren zur Herstellung von Polyurethankunststoffen
FR1499121A (cs) *	1964-12-08	1968-01-12
NL132208C (cs) *	1968-02-01
NL7305664A (cs) *	1973-04-24	1974-10-28
GB1491272A (en) *	1975-09-10	1977-11-09	Lingner & Fischer Gmbh	Polymer adhesive compositions containing gelling agents
DE3060766D1 (en) *	1979-08-22	1982-10-14	Lingner & Fischer Gmbh	Rubber adhesive compositions, gluesticks containing them and a process for their production
US4384064A (en) *	1980-06-02	1983-05-17	National Starch And Chemical Corporation	Vinyl copolymer adhesives
DE3500283A1 (de) *	1985-01-07	1986-07-10	Henkel KGaA, 4000 Düsseldorf	Klebestift
GB8600599D0 (en) *	1986-01-10	1986-02-19	Lingner & Fischer Gmbh	Composition
DE3603996A1 (de) *	1986-02-08	1987-08-13	Bayer Ag	Verfahren zur kontinuierlichen herstellung von waessrigen polyurethandispersionen und ihre verwendung als beschichtungsmittel oder als klebstoff
AU650266B2 (en) *	1990-05-03	1994-06-16	Chemplex Australia Limited	Adhesive composition
DE4024567A1 (de) *	1990-08-02	1992-02-06	Basf Ag	Herstellung von waessrigen polyurethandispersionen
US5155163A (en) *	1990-08-06	1992-10-13	Uniroyal Adhesives And Sealants, Inc.	Aqueous polyurethane dispersion synthesis for adhesive thermoforming applications

1989
- 1989-06-30 DE DE3921554A patent/DE3921554A1/de not_active Withdrawn
1990
- 1990-06-21 CA CA002062950A patent/CA2062950C/en not_active Expired - Fee Related
- 1990-06-21 ES ES199090111738T patent/ES2042146T3/es not_active Expired - Lifetime
- 1990-06-21 JP JP2509173A patent/JP2836957B2/ja not_active Expired - Lifetime
- 1990-06-21 AU AU58568/90A patent/AU635754B2/en not_active Ceased
- 1990-06-21 EP EP19900909715 patent/EP0479845A1/de active Pending
- 1990-06-21 US US07/778,971 patent/US5371131A/en not_active Expired - Lifetime
- 1990-06-21 HU HU905536A patent/HU212188B/hu unknown
- 1990-06-21 AT AT90111738T patent/ATE88745T1/de not_active IP Right Cessation
- 1990-06-21 EP EP90111738A patent/EP0405329B1/de not_active Expired - Lifetime
- 1990-06-21 KR KR1019910702012A patent/KR0136267B1/ko not_active Expired - Fee Related
- 1990-06-21 DE DE9090111738T patent/DE59001295D1/de not_active Expired - Lifetime
- 1990-06-21 WO PCT/EP1990/000982 patent/WO1991000322A1/de not_active Ceased
- 1990-06-21 BR BR909007443A patent/BR9007443A/pt not_active IP Right Cessation
- 1990-06-21 DK DK90111738.2T patent/DK0405329T3/da active
- 1990-06-27 SK SK3206-90A patent/SK320690A3/sk not_active IP Right Cessation
- 1990-06-27 CZ CS903206A patent/CZ283445B6/cs not_active IP Right Cessation
- 1990-06-28 PT PT94531A patent/PT94531B/pt not_active IP Right Cessation
- 1990-06-29 AR AR90317271A patent/AR248288A1/es active
- 1990-06-29 DD DD90342353A patent/DD297993A5/de unknown
- 1990-06-29 ZA ZA905130A patent/ZA905130B/xx unknown
- 1990-06-29 MX MX021407A patent/MX174480B/es unknown
- 1990-06-29 IE IE236190A patent/IE64413B1/en not_active IP Right Cessation
- 1990-07-17 TR TR90/0589A patent/TR24605A/xx unknown
1991
- 1991-10-29 NO NO914241A patent/NO305130B1/no unknown
- 1991-12-27 FI FI916132A patent/FI100986B/fi active

Also Published As

Publication number	Publication date
KR920702709A (ko)	1992-10-06
SK279178B6 (sk)	1998-07-08
MX174480B (es)	1994-05-18
FI100986B (fi)	1998-03-31
ZA905130B (en)	1991-03-27
JP2836957B2 (ja)	1998-12-14
EP0479845A1 (de)	1992-04-15
CZ320690A3 (en)	1997-12-17
KR0136267B1 (ko)	1998-04-24
HUT59177A (en)	1992-04-28
IE64413B1 (en)	1995-08-09
TR24605A (tr)	1992-01-01
ATE88745T1 (de)	1993-05-15
EP0405329A1 (de)	1991-01-02
DE59001295D1 (de)	1993-06-03
WO1991000322A1 (de)	1991-01-10
EP0405329B1 (de)	1993-04-28
NO914241L (no)	1991-12-11
BR9007443A (pt)	1992-06-16
ES2042146T3 (es)	1993-12-01
CZ283445B6 (cs)	1998-04-15
CA2062950A1 (en)	1990-12-31
CA2062950C (en)	2002-03-19
US5371131A (en)	1994-12-06
IE902361A1 (en)	1991-06-19
HU212188B (en)	1996-03-28
DK0405329T3 (da)	1993-06-07
PT94531A (pt)	1991-04-18
PT94531B (pt)	1997-04-30
IE902361L (en)	1990-12-30
AU635754B2 (en)	1993-04-01
DE3921554A1 (de)	1991-01-17
HU905536D0 (en)	1992-02-28
NO914241D0 (no)	1991-10-29
FI916132A0 (fi)	1991-12-27
AR248288A1 (es)	1995-07-12
SK320690A3 (en)	1998-07-08
NO305130B1 (no)	1999-04-06
JPH04506533A (ja)	1992-11-12
AU5856890A (en)	1991-01-17

Legal Events

Date	Code	Title	Description
2004-04-28	IF04	In force in the year 2004	Expiry date: 20100630

Publication	Publication Date	Title
EP0405329B1 (de)	1993-04-28	Klebestift mit verbesserter Klebkraft
EP0526472B1 (de)	1995-04-12	Haushaltsalleskleber auf polyurethanbasis
EP1073696B1 (de)	2008-06-11	Klebestift auf der Basis eines Seifengels
DE3140873C2 (de)	1998-03-19	Stabile wäßrige Polyutheran-Dispersion
EP0670853B1 (de)	1998-08-26	Verwendung eines feuchtigkeitshärtenden polyurethan-schmelzklebstoffes
DE60115478T2 (de)	2006-08-17	Bei niedriger Temperatur wärmeaktivierte Klebstoffe mit hoher Wärmebeständigkeit
EP0576485B1 (de)	1996-06-05	Für reaktivsysteme geeignete polymerdispersionen, verfahren zu ihrer herstellung und ihre verwendung
DE3630045A1 (de)	1988-03-17	Klebstoff und die verwendung des klebstoffs zur herstellung von verklebungen
EP0354471B1 (de)	1992-05-20	Verwendung von wässrigen Polyurethan-Dispersionen als Haushaltsalleskleber sowie deren Herstellung
DE4120432A1 (de)	1992-12-24	Dihydroxyfettsaeuren als polyurethanbausteine
EP0506697B1 (de)	1995-02-08	Haushaltsalleskleber auf polyurethanbasis
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