ES2526984T3 - Adhesivos sensibles a la presión basados en fuentes renovables y procedimientos relacionados - Google Patents
Adhesivos sensibles a la presión basados en fuentes renovables y procedimientos relacionados Download PDFInfo
- Publication number
- ES2526984T3 ES2526984T3 ES11751733.4T ES11751733T ES2526984T3 ES 2526984 T3 ES2526984 T3 ES 2526984T3 ES 11751733 T ES11751733 T ES 11751733T ES 2526984 T3 ES2526984 T3 ES 2526984T3
- Authority
- ES
- Spain
- Prior art keywords
- acid
- oil
- pressure sensitive
- sensitive adhesives
- renewable sources
- 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.)
- Active
Links
- 239000004820 Pressure-sensitive adhesive Substances 0.000 title abstract description 4
- 238000000034 method Methods 0.000 title abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000001414 amino alcohols Chemical class 0.000 abstract 1
- 239000004519 grease Substances 0.000 abstract 1
- 239000003925 fat Substances 0.000 description 14
- 235000019197 fats Nutrition 0.000 description 14
- 239000003921 oil Substances 0.000 description 13
- 235000019198 oils Nutrition 0.000 description 13
- 235000014113 dietary fatty acids Nutrition 0.000 description 11
- 229930195729 fatty acid Natural products 0.000 description 11
- 239000000194 fatty acid Substances 0.000 description 11
- 150000004665 fatty acids Chemical class 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- 150000003626 triacylglycerols Chemical class 0.000 description 7
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 5
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 5
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 5
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 5
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 4
- 235000019864 coconut oil Nutrition 0.000 description 4
- 239000003240 coconut oil Substances 0.000 description 4
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 4
- 235000021323 fish oil Nutrition 0.000 description 4
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 3
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 3
- 235000021314 Palmitic acid Nutrition 0.000 description 3
- 235000019484 Rapeseed oil Nutrition 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 3
- VZCCETWTMQHEPK-QNEBEIHSSA-N gamma-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O VZCCETWTMQHEPK-QNEBEIHSSA-N 0.000 description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 3
- 229960004232 linoleic acid Drugs 0.000 description 3
- 235000021388 linseed oil Nutrition 0.000 description 3
- 239000000944 linseed oil Substances 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- 235000014593 oils and fats Nutrition 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- 235000021357 Behenic acid Nutrition 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 235000021353 Lignoceric acid Nutrition 0.000 description 2
- CQXMAMUUWHYSIY-UHFFFAOYSA-N Lignoceric acid Natural products CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 CQXMAMUUWHYSIY-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 235000019482 Palm oil Nutrition 0.000 description 2
- UWHZIFQPPBDJPM-FPLPWBNLSA-M Vaccenic acid Natural products CCCCCC\C=C/CCCCCCCCCC([O-])=O UWHZIFQPPBDJPM-FPLPWBNLSA-M 0.000 description 2
- ZSLZBFCDCINBPY-ZSJPKINUSA-N acetyl-CoA Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 ZSLZBFCDCINBPY-ZSJPKINUSA-N 0.000 description 2
- 229940114079 arachidonic acid Drugs 0.000 description 2
- 235000021342 arachidonic acid Nutrition 0.000 description 2
- 229940116226 behenic acid Drugs 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 2
- 229940110456 cocoa butter Drugs 0.000 description 2
- 235000019868 cocoa butter Nutrition 0.000 description 2
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 2
- 229940098330 gamma linoleic acid Drugs 0.000 description 2
- VZCCETWTMQHEPK-UHFFFAOYSA-N gamma-Linolensaeure Natural products CCCCCC=CCC=CCC=CCCCCC(O)=O VZCCETWTMQHEPK-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 150000002314 glycerols Chemical class 0.000 description 2
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 2
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 235000019488 nut oil Nutrition 0.000 description 2
- 239000010466 nut oil Substances 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 229960002446 octanoic acid Drugs 0.000 description 2
- 235000021313 oleic acid Nutrition 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 235000008390 olive oil Nutrition 0.000 description 2
- 239000004006 olive oil Substances 0.000 description 2
- 239000002540 palm oil Substances 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- WBHHMMIMDMUBKC-QJWNTBNXSA-N ricinoleic acid Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O WBHHMMIMDMUBKC-QJWNTBNXSA-N 0.000 description 2
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- UWHZIFQPPBDJPM-BQYQJAHWSA-N trans-vaccenic acid Chemical compound CCCCCC\C=C\CCCCCCCCCC(O)=O UWHZIFQPPBDJPM-BQYQJAHWSA-N 0.000 description 2
- SBHCLVQMTBWHCD-METXMMQOSA-N (2e,4e,6e,8e,10e)-icosa-2,4,6,8,10-pentaenoic acid Chemical compound CCCCCCCCC\C=C\C=C\C=C\C=C\C=C\C(O)=O SBHCLVQMTBWHCD-METXMMQOSA-N 0.000 description 1
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 1
- TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-UHFFFAOYSA-N 9,12-Octadecadienoic Acid Chemical compound CCCCCC=CCC=CCCCCCCCC(O)=O OYHQOLUKZRVURQ-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 235000019737 Animal fat Nutrition 0.000 description 1
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 description 1
- 235000006008 Brassica napus var napus Nutrition 0.000 description 1
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 description 1
- 244000188595 Brassica sinapistrum Species 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 235000021360 Myristic acid Nutrition 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000021319 Palmitoleic acid Nutrition 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 235000019774 Rice Bran oil Nutrition 0.000 description 1
- 241000282849 Ruminantia Species 0.000 description 1
- 235000019485 Safflower oil Nutrition 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- HXWJFEZDFPRLBG-UHFFFAOYSA-N Timnodonic acid Natural products CCCC=CC=CCC=CCC=CCC=CCCCC(O)=O HXWJFEZDFPRLBG-UHFFFAOYSA-N 0.000 description 1
- 235000021322 Vaccenic acid Nutrition 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 229940100228 acetyl coenzyme a Drugs 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000019519 canola oil Nutrition 0.000 description 1
- 239000000828 canola oil Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- MBMBGCFOFBJSGT-SFGLVEFQSA-N docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C\C\C=C\C\C=C\C\C=C\C\C=C\C\C=C\CCC(O)=O MBMBGCFOFBJSGT-SFGLVEFQSA-N 0.000 description 1
- MBMBGCFOFBJSGT-KUBAVDMBSA-N docosahexaenoic acid Natural products CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 description 1
- KFEVDPWXEVUUMW-UHFFFAOYSA-N docosanoic acid Natural products CCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 KFEVDPWXEVUUMW-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000020673 eicosapentaenoic acid Nutrition 0.000 description 1
- JAZBEHYOTPTENJ-UHFFFAOYSA-N eicosapentaenoic acid Natural products CCC=CCC=CCC=CCC=CCC=CCCCC(O)=O JAZBEHYOTPTENJ-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 1
- FARYTWBWLZAXNK-WAYWQWQTSA-N ethyl (z)-3-(methylamino)but-2-enoate Chemical compound CCOC(=O)\C=C(\C)NC FARYTWBWLZAXNK-WAYWQWQTSA-N 0.000 description 1
- 125000005313 fatty acid group Chemical group 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- LQJBNNIYVWPHFW-VAWYXSNFSA-N gadelaidic acid Chemical compound CCCCCCCCCC\C=C\CCCCCCCC(O)=O LQJBNNIYVWPHFW-VAWYXSNFSA-N 0.000 description 1
- LQJBNNIYVWPHFW-QXMHVHEDSA-N gadoleic acid Chemical compound CCCCCCCCCC\C=C/CCCCCCCC(O)=O LQJBNNIYVWPHFW-QXMHVHEDSA-N 0.000 description 1
- 239000008169 grapeseed oil Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- -1 lard Substances 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- SECPZKHBENQXJG-BQYQJAHWSA-N palmitelaidic acid Chemical compound CCCCCC\C=C\CCCCCCCC(O)=O SECPZKHBENQXJG-BQYQJAHWSA-N 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- 210000004767 rumen Anatomy 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- QZZGJDVWLFXDLK-UHFFFAOYSA-N tetracosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCC(O)=O QZZGJDVWLFXDLK-UHFFFAOYSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
-
- 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
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F7/00—Chemical modification of drying oils
-
- 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
- C09J191/00—Adhesives based on oils, fats or waxes; Adhesives based on derivatives thereof
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
-
- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
-
- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Epoxy Resins (AREA)
- Lubricants (AREA)
- Fats And Perfumes (AREA)
Abstract
Un procedimiento para formar un adhesivo sensible a la presión, comprendiendo el procedimiento: proporcionar un aceite o grasa de origen natural epoxidado; hacer reaccionar el aceite o la grasa de origen natural epoxidado con al menos un agente multifuncional seleccionado del grupo que consiste en (i) alcoholes, (ii) aminas, (iii) aminoalcoholes, y (iv) combinaciones de los mismos, para formar de ese modo un adhesivo sensible a la presión .
Description
E11751733
23-12-2014
una molécula de glicerol. Ejemplos de grasas y aceites naturales de origen vegetal o animal incluyen, pero no se limitan a, aceite de soja, aceite de palma, aceite de oliva, aceite de maíz, aceite de canola, aceite de linaza, aceite de colza, aceite de ricino, aceite de coco, aceite de algodón, aceite de nuez de palma, aceite de salvado de arroz, aceite de cártamo, aceite de sésamo, aceite de girasol, aceite de resina, manteca de cerdo, sebo, aceite de
5 pescado, y combinaciones de los mismos. Típicamente, los ácidos grasos asociados con las grasas y aceites naturales incluyen cadena larga, por ejemplo C8 a C22 y más típicamente de C12 a C14, restos, muchos de los cuales incluyen múltiples dobles enlaces por cadena. La molécula de glicerol tiene tres grupos hidroxilo (OH-). Cada ácido graso tiene un grupo carboxilo (COOH-). En los triglicéridos, los grupos hidroxilo del glicerol se unen a los grupos carboxilo de los ácidos grasos para formar enlaces éster.
10 Como se ha señalado, las longitudes de cadena de los ácidos grasos en los triglicéridos de origen natural o de origen biológico pueden ser de diferentes longitudes. Sin embargo, las longitudes de cadena más corrientes son las que tienen 16, 18 y 20 átomos de carbono. Los ácidos grasos naturales que se encuentran en las plantas y los animales están compuestos típicamente sólo de números pares de átomos de carbono como resultado de la forma en que biológicamente se sintetizan a partir de la acetil coenzima A. Ciertas bacterias, sin embargo, poseen la
15 capacidad de sintetizar ácidos grasos de cadena impar y ramificada. Como resultado, la grasa de animal rumiante con frecuencia contiene ácidos grasos de número impar, tal como 15, debido a la acción de las bacterias en el rumen.
La mayoría de las grasas naturales contienen una mezcla compleja de triglicéridos individuales. Debido a esto, la mayoría de las grasas naturales se funden en un amplio intervalo de temperaturas. La manteca de cacao es inusual
20 ya que se compone de sólo unos pocos triglicéridos, uno de los cuales contiene los ácidos palmítico, oleico y esteárico, en orden de concentración. Como resultado, la manteca de cacao tiene una gama de temperaturas de fusión relativamente estrecha.
Los ácidos grasos preferidos en los triglicéridos de grasas y aceites naturales de interés se exponen a continuación en la Tabla 1.
25 Tabla 1 -Nombres químicos y descripciones de ácidos grasos comunes
- Nombre común
- Átomos de carbono Dobles enlaces Nombre científico Fuentes
- Ácido butírico
- 4 0 ácido butanoico grasa butírica
- Ácido caproico
- 6 0 ácido hexanoico grasa butírica
- Ácido caprílico
- 8 0 ácido octanoico aceite de coco
- Ácido cáprico
- 10 0 ácido decanoico aceite de coco
- Ácido láurico
- 12 0 ácido dodecanoico aceite de coco
- Ácido mirístico
- 14 0 ácido tetradecanoico aceite de nuez de palma
- Miristoleico
- 14 1 ácido 9-tetradecenoico
- Ácido palmítico
- 16 0 ácido hexadecanoico aceite de palma
- Ácido palmitoleico
- 16 1 ácido 9-hexadecenoico grasas animales
- Margárico
- 17 0 ácido heptadecanoico
- Margaroleico
- 17 1
- Ácido esteárico
- 18 0 ácido octadecanoico grasas animales
- Ácido oleico
- 18 1 ácido 9-octadecenoico aceite de oliva
- Ácido ricinoleico
- 18 1 ácido 12-hidroxi-9octadecenoico aceite de ricino
- Ácido vaccénico
- 18 1 ácido 11-octadecenoico grasa butírica
- Ácido linoleico
- 18 2 ácido 9,12-octadecadienoico aceite de semilla de uva
- Ácido alfa-linoleico (ALA)
- 18 3 ácido 9,12,15octadecatrienoico aceite de lino
3
E11751733
23-12-2014
- (aceite de linaza)
- Ácido gammalinoleico (GLA)
- 18 3 ácido 6,9,12octadecatrienoico aceite de borraja
- Ácido araquídico
- 20 0 ácido eicosanoico aceite de cacahuete, aceite de pescado
- Ácido gadoleico
- 20 1 ácido 9-eicosenoico aceite de pescado
- Ácido araquidónico (AA)
- 20 4 ácido 5,8,11,14eicosatetraenoico grasas del hígado
- EPA
- 20 5 ácido 5,8,11,14,17eicosapentaenoico aceite de pescado
- Ácido behénico
- 22 0 ácido docosanoico aceite de colza
- Ácido erúcico
- 22 1 ácido 13-docosenoico aceite de colza
- DHA
- 22 6 ácido 4,7,10,13,16,19docosahexaenoico aceite de pescado
- Ácido lignocérico
- 24 0 ácido tetracosanoico pequeñas cantidades en la mayoría de las grasas
Las grasas y aceites naturales contienen cantidades variables de triglicéridos que dependen del tipo o la fuente de la grasa o aceite, y la proporción de aceite frente a grasa. Véanse las Tablas 1 y 2, y "The Chemistry of Oils and fats” de Frank D. Gunstone (Blackwell Publishing 2004). En la Tabla 2 expuesta a continuación se enumeran las típicas cantidades de ácidos grasos (en forma de porcentajes en peso) de diversos aceites y grasas comunes.
Tabla 2 -Típica composición de ácidos grasos (% en peso) de aceites y grasas comunes
- Aceite/Grasa
- 16:0 16:1 18:0 18:1 18:2 18:3 20:1 22:1 24:0 Insaturación media por triglicérido
- soja
- 11 0,1 4 23,4 53,2 7,8 4,6
- palma
- 44,4 0,2 4,1 39,3 10 0,4 1,8
- colza
- 3 0,2 1 13,2 13,2 9 9 49,2 1,2 3,8
- girasol
- 6 5 20 60 1,4
- sebo
- 27 11 7 48 2 0,6
- algodón
- 21,6 0,6 2,6 18,6 54,5 0,7 3,9
- oliva
- 13,7 1,2 2,5 71,1 10 0,6 2,8
- maíz
- 10,9 0,2 2 25,4 59,6 1,2 4,5
- canola
- 4,1 0,3 1,8 60,9 21 8,8 1 0,7 0,2 3,9
- linaza
- 5,5 3,5 19,1 15,3 56,6 6,6
La insaturación asociada con los diversos triglicéridos en los aceites y/o grasas sirve como un sitio potencial para la reacción de polimerización y/o para la reacción con uno o más agentes descritos en la presente memoria. Los
10 dobles enlaces son relativamente no reactivos con respecto a la polimerización a menos que estén conjugados como en los aceites secantes tal como el aceite de Tung. Pero en una o más de las realizaciones descritas en la presente memoria, los dobles enlaces están modificados y la polimerización se produce basada en la modificación.
En ciertas realizaciones preferidas de la invención, una o más clases particulares de ésteres de glicerol de origen biológico se utilizan en la formación de los adhesivos sensibles a la presión. Por ejemplo, los ésteres de glicerol
4
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| US374743P | 2010-08-18 | ||
| PCT/US2011/047930 WO2012024301A1 (en) | 2010-08-18 | 2011-08-16 | Pressure sensitive adhesives based on renewable resources and related methods |
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| RU (1) | RU2556203C2 (es) |
| WO (1) | WO2012024301A1 (es) |
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| AU2011265010B2 (en) | 2010-06-08 | 2015-11-19 | State Of Oregon Acting By And Through The State Board Of Higher Education On Behalf Of Oregon State University | Vegetable oil-based pressure sensitive adhesives |
| WO2012100171A2 (en) | 2011-01-20 | 2012-07-26 | Kansas State University Research Foundation | Pressure sensitive adhesives, coatings, and films from plant oils |
| WO2013086012A2 (en) * | 2011-12-07 | 2013-06-13 | State Of Oregon Acting By And Through The State Board Of Higher Education On Behalf Of Oregon State University | Pressure sensitive adhesives based on fatty acids |
| EP2788446B1 (en) | 2011-12-07 | 2024-04-03 | State of Oregon acting by and through the State Board of Higher Education on behalf of Oregon State University | Vegetable oil-based pressure-sensitive adhesives |
| EP2836078A1 (en) * | 2012-04-09 | 2015-02-18 | Avery Dennison Corporation | Pressure sensitive adhesives based on renewable resources, uv curing and related methods |
| JP5950348B2 (ja) * | 2012-09-19 | 2016-07-13 | 大阪シーリング印刷株式会社 | 粘着剤 |
| KR101722762B1 (ko) * | 2013-03-25 | 2017-04-05 | (주)에버텍엔터프라이즈 | 바이오매스로부터 합성된 친환경수지로 제조한 잉곳 마운팅 2액형 접착제 조성물 |
| KR101478747B1 (ko) | 2013-03-25 | 2015-01-05 | (주)에버텍엔터프라이즈 | 인장 및 흡습특성이 강화된 잉곳 마운팅 2액형 접착제 조성물 |
| DK2981583T3 (da) | 2013-04-05 | 2020-08-03 | Fischerwerke Gmbh & Co Kg | Biogene flydende ikke-reaktive fortyndere i kunstharpiksklæbemidler |
| JP6312238B2 (ja) * | 2013-11-26 | 2018-04-18 | 大阪シーリング印刷株式会社 | 粘着剤 |
| TWI510557B (zh) * | 2013-12-27 | 2015-12-01 | Ind Tech Res Inst | 寡聚物、感壓膠組成物、及感壓膠的形成方法 |
| EP3089868B1 (en) * | 2013-12-30 | 2018-12-12 | Avery Dennison Corporation | Compostable films and compostable labels |
| TWI586780B (zh) | 2015-03-23 | 2017-06-11 | 阿科瑪法國公司 | 壓敏性黏合劑 |
| EP3497176B1 (en) | 2016-08-12 | 2024-07-17 | Dow Global Technologies LLC | Water-based pressure sensitive adhesive compositions and methods of making same |
| BR112019002649B1 (pt) * | 2016-08-12 | 2022-04-19 | Rohm And Haas Company | Composição adesiva à base de água e adesivo sensível à pressão à base de água |
| BR112021005051A2 (pt) * | 2018-10-30 | 2021-06-08 | Henkel IP & Holding GmbH | composições adesivas de fusão a quente sensíveis à pressão |
| CN113316624A (zh) * | 2018-11-20 | 2021-08-27 | 俄勒冈州立大学 | 来自植物油或动物脂的紫外线辐射固化的压敏粘合剂 |
| CN114989532B (zh) * | 2022-05-19 | 2023-12-05 | 温州市金田塑业有限公司 | 一种聚丙烯薄膜用超低温热封料及制备方法和应用 |
| CN114958300B (zh) * | 2022-06-11 | 2023-09-01 | 河南工业大学 | 一种生物基压敏胶及其制备方法 |
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| ES375869A1 (es) * | 1969-02-03 | 1973-02-01 | Minnesota Mining & Mfg | Un procedimiento de preparacion de cinta adhesiva sensible a la presion. |
| US4404246A (en) * | 1982-09-22 | 1983-09-13 | Minnesota Mining And Manufacturing Company | Storable, crosslinkable pressure-sensitive adhesive tape |
| CZ113496A3 (en) * | 1993-10-20 | 1996-07-17 | Henkel Kgaa | Binding agents based on fatty chemical reaction products |
| JPH09151238A (ja) * | 1995-11-29 | 1997-06-10 | Daicel Chem Ind Ltd | 新規な（メタ）アクリル基を側鎖に有する化合物およびその用途 |
| JPH1017560A (ja) * | 1996-07-03 | 1998-01-20 | Daicel Chem Ind Ltd | エポキシ化合物の製造方法並びに硬化性樹脂組成物および水性樹脂組成物 |
| WO2002031077A2 (en) * | 2000-10-10 | 2002-04-18 | Henkel Kommanditgesellschaft Auf Aktien | Two component thermosettable compositions useful for producing structural reinforcing adhesives |
| US6646033B2 (en) * | 2001-06-08 | 2003-11-11 | The University Of Delaware | Pressure sensitive adhesives from plant oils |
| RU2201948C1 (ru) * | 2001-09-04 | 2003-04-10 | Мясников Дмитрий Николаевич | Полимерная композиция для липкой пленки |
| WO2008144703A2 (en) | 2007-05-21 | 2008-11-27 | Avery Dennison Corporation | Pressure sensitive adhesives made from renewable resources and related methods |
| FR2924715B1 (fr) * | 2007-12-06 | 2012-10-12 | Arkema France | Materiau forme de molecules arborescentes comportant des groupes associatifs |
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Also Published As
| Publication number | Publication date |
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| US20150099830A1 (en) | 2015-04-09 |
| MY161204A (en) | 2017-04-14 |
| PL2606097T3 (pl) | 2015-04-30 |
| ZA201301390B (en) | 2014-04-30 |
| WO2012024301A1 (en) | 2012-02-23 |
| EP2606097B1 (en) | 2014-11-19 |
| RU2013110872A (ru) | 2014-09-27 |
| JP2013538891A (ja) | 2013-10-17 |
| MX338729B (es) | 2016-04-28 |
| RU2556203C2 (ru) | 2015-07-10 |
| KR101899490B1 (ko) | 2018-09-17 |
| CN106978116A (zh) | 2017-07-25 |
| US20120059087A1 (en) | 2012-03-08 |
| JP6114191B2 (ja) | 2017-04-12 |
| KR20130105629A (ko) | 2013-09-25 |
| MX2013001987A (es) | 2013-10-28 |
| BR112013003759A2 (pt) | 2016-05-31 |
| AU2011292163B2 (en) | 2015-08-06 |
| AU2011292163A1 (en) | 2013-04-04 |
| CN103154175A (zh) | 2013-06-12 |
| EP2606097A1 (en) | 2013-06-26 |
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