DE2131931A1 - Schmelzkleber - Google Patents
SchmelzkleberInfo
- Publication number
- DE2131931A1 DE2131931A1 DE19712131931 DE2131931A DE2131931A1 DE 2131931 A1 DE2131931 A1 DE 2131931A1 DE 19712131931 DE19712131931 DE 19712131931 DE 2131931 A DE2131931 A DE 2131931A DE 2131931 A1 DE2131931 A1 DE 2131931A1
- Authority
- DE
- Germany
- Prior art keywords
- acid
- fatty acid
- polyamides
- heptadecanedicarboxylic
- dimerized
- Prior art date
- 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.)
- Pending
Links
- 239000000853 adhesive Substances 0.000 title 1
- 230000001070 adhesive effect Effects 0.000 title 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 32
- 229930195729 fatty acid Natural products 0.000 claims description 32
- 239000000194 fatty acid Substances 0.000 claims description 32
- 150000004665 fatty acids Chemical class 0.000 claims description 32
- 239000004952 Polyamide Substances 0.000 claims description 22
- 229920002647 polyamide Polymers 0.000 claims description 22
- MVDKKZZVTWHVMC-UHFFFAOYSA-N 2-hexadecylpropanedioic acid Chemical compound CCCCCCCCCCCCCCCCC(C(O)=O)C(O)=O MVDKKZZVTWHVMC-UHFFFAOYSA-N 0.000 claims description 18
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 9
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 150000004985 diamines Chemical class 0.000 claims description 6
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 6
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- QZRSVBDWRWTHMT-UHFFFAOYSA-M silver;3-carboxy-3,5-dihydroxy-5-oxopentanoate Chemical compound [Ag+].OC(=O)CC(O)(C([O-])=O)CC(O)=O QZRSVBDWRWTHMT-UHFFFAOYSA-M 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- 239000013013 elastic material Substances 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 description 18
- 150000007513 acids Chemical class 0.000 description 7
- -1 aliphatic dicarboxylic acids Chemical class 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 229920006122 polyamide resin Polymers 0.000 description 4
- 239000004831 Hot glue Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-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
- 238000006243 chemical reaction Methods 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- NDJKXXJCMXVBJW-UHFFFAOYSA-N heptadecane Chemical compound CCCCCCCCCCCCCCCCC NDJKXXJCMXVBJW-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- MMEDJBFVJUFIDD-UHFFFAOYSA-N 2-[2-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC=C1CC(O)=O MMEDJBFVJUFIDD-UHFFFAOYSA-N 0.000 description 1
- IGMCTDOFLKWLPJ-UHFFFAOYSA-N 2-octylundecanedioic acid Chemical compound CCCCCCCCC(C(O)=O)CCCCCCCCC(O)=O IGMCTDOFLKWLPJ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 230000009435 amidation Effects 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000021523 carboxylation Effects 0.000 description 1
- 238000006473 carboxylation reaction Methods 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical compound NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/34—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids using polymerised unsaturated fatty acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Laminated Bodies (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712131931 DE2131931A1 (de) | 1971-06-26 | 1971-06-26 | Schmelzkleber |
| US00264545A US3781234A (en) | 1971-06-26 | 1972-06-20 | Flexible polyamide hot melt adhesive made from ethylene diamine and an acid component containing a polymeric fatty acid and heptadecane dicarboxylic acid |
| IT25949/72A IT959872B (it) | 1971-06-26 | 1972-06-21 | Collante termoplastico |
| FR7222741A FR2143741B3 (https=) | 1971-06-26 | 1972-06-23 | |
| GB2982772A GB1352809A (en) | 1971-06-26 | 1972-06-26 | Thermoplastic adhesives |
| NL7208802A NL7208802A (https=) | 1971-06-26 | 1972-06-26 | |
| BE785443A BE785443A (fr) | 1971-06-26 | 1972-06-26 | Colles fusibles a base de polyamides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712131931 DE2131931A1 (de) | 1971-06-26 | 1971-06-26 | Schmelzkleber |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2131931A1 true DE2131931A1 (de) | 1973-01-18 |
Family
ID=5811946
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712131931 Pending DE2131931A1 (de) | 1971-06-26 | 1971-06-26 | Schmelzkleber |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3781234A (https=) |
| BE (1) | BE785443A (https=) |
| DE (1) | DE2131931A1 (https=) |
| FR (1) | FR2143741B3 (https=) |
| GB (1) | GB1352809A (https=) |
| IT (1) | IT959872B (https=) |
| NL (1) | NL7208802A (https=) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4018733A (en) * | 1972-09-25 | 1977-04-19 | Raychem Corporation | Hot melt adhesive composition comprising an acidic ethylene polymer and a polyamide |
| US3957733A (en) * | 1974-05-28 | 1976-05-18 | Inc. General Mills Chemicals | C19 Diacid trimethylhexamethylene diamine polyamides |
| US3937688A (en) * | 1974-05-28 | 1976-02-10 | General Mills Chemicals, Inc. | Copolyamides from an isomeric mixture of heptadecane dicarboxylic acid |
| CA1100667A (en) * | 1975-07-22 | 1981-05-05 | Mitsui Toatsu Chemicals, Inc. | Polyolefin composition, a molding thereof and a process for producing same |
| DK144302C (da) * | 1975-07-31 | 1982-07-05 | Schering Ag | Polyamidsmelteklaebemiddel til klaebning af tekstiler |
| US4055525A (en) * | 1976-06-23 | 1977-10-25 | Union Camp Corporation | Novel polyamide adhesives and method of preparation |
| US4207217A (en) * | 1976-12-20 | 1980-06-10 | Chem-Plast S.P.A. | Heat melting adhesive |
| US4378448A (en) | 1979-10-20 | 1983-03-29 | Raychem Corporation | Polyamide graft as hot-melt adhesive, and elastomer blend |
| DE3116349A1 (de) * | 1981-04-24 | 1982-11-18 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Polyesteramide und deren verwendung zum verkleben von organischen und anorganischen substraten und als vergussmassen |
| DE3243794A1 (de) * | 1982-11-26 | 1984-05-30 | Schering AG, 1000 Berlin und 4709 Bergkamen | Alkoholloesliche druckfarben |
| ATE74935T1 (de) * | 1985-02-15 | 1992-05-15 | Henkel Corp | Polyamide mit wasserloeslichkeit zur verwendung als flexographische tintenbindemittel oder aetztintenbindemittel. |
| US5714526A (en) * | 1995-03-02 | 1998-02-03 | Henkel Corporation | Method of preparing resin/pigment compositions for printing inks |
| US20070122593A1 (en) * | 2005-11-12 | 2007-05-31 | Conboy John S | Wallboard tape |
| US9657199B2 (en) | 2011-09-06 | 2017-05-23 | Flint Trading, Inc. | Anti-foaming agents for hot-melt adhesives |
-
1971
- 1971-06-26 DE DE19712131931 patent/DE2131931A1/de active Pending
-
1972
- 1972-06-20 US US00264545A patent/US3781234A/en not_active Expired - Lifetime
- 1972-06-21 IT IT25949/72A patent/IT959872B/it active
- 1972-06-23 FR FR7222741A patent/FR2143741B3/fr not_active Expired
- 1972-06-26 NL NL7208802A patent/NL7208802A/xx unknown
- 1972-06-26 BE BE785443A patent/BE785443A/xx unknown
- 1972-06-26 GB GB2982772A patent/GB1352809A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL7208802A (https=) | 1972-12-28 |
| GB1352809A (en) | 1974-05-15 |
| FR2143741A1 (https=) | 1973-02-09 |
| US3781234A (en) | 1973-12-25 |
| FR2143741B3 (https=) | 1975-08-08 |
| BE785443A (fr) | 1972-12-27 |
| IT959872B (it) | 1973-11-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHA | Expiration of time for request for examination |