JPS63189288A - Thermal transfer recording material - Google Patents
Thermal transfer recording materialInfo
- Publication number
- JPS63189288A JPS63189288A JP62021249A JP2124987A JPS63189288A JP S63189288 A JPS63189288 A JP S63189288A JP 62021249 A JP62021249 A JP 62021249A JP 2124987 A JP2124987 A JP 2124987A JP S63189288 A JPS63189288 A JP S63189288A
- Authority
- JP
- Japan
- Prior art keywords
- amino acid
- ink layer
- wax
- acylaminate
- recording material
- 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
- 239000000463 material Substances 0.000 title claims abstract description 33
- 238000012546 transfer Methods 0.000 title claims abstract description 28
- 239000002253 acid Substances 0.000 claims abstract description 14
- 150000003862 amino acid derivatives Chemical class 0.000 claims abstract description 12
- 150000002148 esters Chemical class 0.000 claims abstract description 7
- 150000001412 amines Chemical class 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 4
- -1 amine salt Chemical class 0.000 abstract description 18
- 230000000694 effects Effects 0.000 abstract description 5
- 230000007423 decrease Effects 0.000 abstract description 4
- 150000001408 amides Chemical class 0.000 abstract description 3
- 230000016615 flocculation Effects 0.000 abstract 2
- 238000005189 flocculation Methods 0.000 abstract 2
- 239000000155 melt Substances 0.000 abstract 1
- 239000000976 ink Substances 0.000 description 24
- 239000000123 paper Substances 0.000 description 13
- 238000002844 melting Methods 0.000 description 10
- 239000001993 wax Substances 0.000 description 9
- 238000000576 coating method Methods 0.000 description 7
- 235000001014 amino acid Nutrition 0.000 description 6
- 239000012943 hotmelt Substances 0.000 description 6
- 150000001413 amino acids Chemical class 0.000 description 5
- 125000002252 acyl group Chemical group 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 235000013869 carnauba wax Nutrition 0.000 description 3
- 239000004203 carnauba wax Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- LAWOZCWGWDVVSG-UHFFFAOYSA-N dioctylamine Chemical compound CCCCCCCCNCCCCCCCC LAWOZCWGWDVVSG-UHFFFAOYSA-N 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000007756 gravure coating Methods 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 2
- 239000004472 Lysine Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 239000003349 gelling agent Substances 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 230000010365 information processing Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 239000007779 soft material Substances 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 1
- YVGLHNLETGOHCA-PMERELPUSA-N (4s)-5-(dioctylamino)-4-(dodecanoylamino)-5-oxopentanoic acid Chemical compound CCCCCCCCCCCC(=O)N[C@@H](CCC(O)=O)C(=O)N(CCCCCCCC)CCCCCCCC YVGLHNLETGOHCA-PMERELPUSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical class C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- WTHCRRXOPUNKAA-UHFFFAOYSA-N 16-methylheptadecan-1-amine Chemical compound CC(C)CCCCCCCCCCCCCCCN WTHCRRXOPUNKAA-UHFFFAOYSA-N 0.000 description 1
- RVNAQNUKCZKJCP-UHFFFAOYSA-N 2,3-dihydroxypropyl 12-hydroxyoctadecanoate Chemical compound CCCCCCC(O)CCCCCCCCCCC(=O)OCC(O)CO RVNAQNUKCZKJCP-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- 241000557626 Corvus corax Species 0.000 description 1
- 241000270722 Crocodylidae Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 description 1
- UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- YCUVUDODLRLVIC-UHFFFAOYSA-N Sudan black B Chemical compound C1=CC(=C23)NC(C)(C)NC2=CC=CC3=C1N=NC(C1=CC=CC=C11)=CC=C1N=NC1=CC=CC=C1 YCUVUDODLRLVIC-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
- 229940063655 aluminum stearate Drugs 0.000 description 1
- 230000009435 amidation Effects 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 229960002684 aminocaproic acid Drugs 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 235000003704 aspartic acid Nutrition 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 229940000635 beta-alanine Drugs 0.000 description 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012185 ceresin wax Substances 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- LNNWVNGFPYWNQE-GMIGKAJZSA-N desomorphine Chemical compound C1C2=CC=C(O)C3=C2[C@]24CCN(C)[C@H]1[C@@H]2CCC[C@@H]4O3 LNNWVNGFPYWNQE-GMIGKAJZSA-N 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- OKUKGXPRGMWAFM-LHEWISCISA-N didodecyl (2s)-2-(dodecanoylamino)pentanedioate Chemical compound CCCCCCCCCCCCOC(=O)CC[C@H](NC(=O)CCCCCCCCCCC)C(=O)OCCCCCCCCCCCC OKUKGXPRGMWAFM-LHEWISCISA-N 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000011086 glassine Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- VMPHSYLJUKZBJJ-UHFFFAOYSA-N lauric acid triglyceride Natural products CCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC)COC(=O)CCCCCCCCCCC VMPHSYLJUKZBJJ-UHFFFAOYSA-N 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 235000018977 lysine Nutrition 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000001419 myristoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- 229960003104 ornithine Drugs 0.000 description 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000000088 plastic resin Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229940012185 zinc palmitate Drugs 0.000 description 1
- GJAPSKMAVXDBIU-UHFFFAOYSA-L zinc;hexadecanoate Chemical compound [Zn+2].CCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCC([O-])=O GJAPSKMAVXDBIU-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/382—Contact thermal transfer or sublimation processes
- B41M5/392—Additives, other than colour forming substances, dyes or pigments, e.g. sensitisers, transfer promoting agents
Abstract
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明はサーマルプリンター等の感熱転写型記録装置に
用いられる感熱転写型記録材に関するものである。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a thermal transfer recording material used in a thermal transfer recording device such as a thermal printer.
(従来の技術)
近年、情報産業の急速な発展に伴ない種々の情報処理シ
ステムが出現し、又、夫々の情報処理システムに適した
記録方法及びその装置が開゛発されている。(Prior Art) In recent years, with the rapid development of the information industry, various information processing systems have appeared, and recording methods and devices suitable for each information processing system have been developed.
この様な記録方法の一つとして、感熱転写記録方法は、
使用する装置が軽量かつコンパクトで騒音がなく操作性
、保守性にも優れており最近共々汎用されている。One of these recording methods is the thermal transfer recording method.
The equipment used is lightweight, compact, noiseless, and has excellent operability and maintainability, and has recently become widely used.
本方式は、記録紙と感熱転写型記録材の熱転写層とを接
触させ、加圧し、基材の裏面にサーマルヘッドを接触さ
せて該ヘッドにパルス状ニ電気信号を送り、ヘッドを加
熱することによって加熱された箇所の熱転写層における
熱溶融性インキを転写させて印字するものである。This method involves bringing the recording paper into contact with the thermal transfer layer of the thermal transfer type recording material, applying pressure, bringing the thermal head into contact with the back surface of the base material, and sending a pulsed electrical signal to the head to heat the head. Printing is performed by transferring the heat-melting ink on the heat transfer layer at the heated location.
かような感熱転写型記録材に用いられる熱溶融性インキ
は、熱転写時に、固体−液体一固体の相変環を鋭敏に行
なわせるため、従来から熱溶融性バインダーとしてワッ
クスを主成分とする他1着色材として顔料、染料、柔軟
材としてオイル、合成樹脂等をその成分としていた。Heat-melt inks used in such heat-sensitive transfer recording materials have conventionally used wax as a main component as a heat-melt binder, and other ink to cause a sharp phase change between solid-liquid-solid during thermal transfer. 1.The coloring materials used were pigments and dyes, and the softeners included oils, synthetic resins, etc.
(発明が解決しようとする問題点)
然るに上記の様に、従来の熱溶融性インキはその主成分
がワックスであるために、溶融時の凝集力が弱く、従っ
て表面の粗い紙(低平滑紙)に印字した際には像が不鮮
明であるという問題。(Problems to be Solved by the Invention) However, as mentioned above, since the main component of conventional hot-melt inks is wax, their cohesive force is weak when melted, and therefore they are difficult to apply to paper with a rough surface (low-smooth paper). ) The problem is that the image is unclear when printed.
点を有していた。It had a point.
これは、低平滑紙は紙の表面の孔の径、Rさが大きく、
転写の際にインキとの接触面積が小さいために、凝集力
が小さいインキでは接触していない部分が感熱転写型記
録材の基材上に残留し紙に転写されないためであるが、
そこで。This is because low-smooth paper has a large pore diameter and R on the surface of the paper.
This is because the contact area with the ink during transfer is small, so if the ink has a low cohesive force, the non-contact area will remain on the base material of the thermal transfer recording material and will not be transferred to the paper.
Therefore.
凝集力を上げるために合成樹脂成分の比率を上げただけ
ではインキの接着性が増すために感熱転写型記録材の基
材とインキとの転写時の剥離が悪くなったり、インキの
融点、軟化点が上昇するので従来のサーマルヘッドでは
使用できない。If you simply increase the ratio of synthetic resin components to increase cohesive force, the adhesion of the ink will increase, resulting in poor peeling of the ink from the base material of the thermal transfer recording material, and the melting point and softening of the ink. Since the point increases, it cannot be used with conventional thermal heads.
(問題点を解決するための手段) 本発明は上記した事情に鑑みなされたもので。(Means for solving problems) The present invention was made in view of the above circumstances.
高平滑紙は勿論の事、低平滑紙に於いても良好な印字特
性を得るべく鋭意研究を重ねた結果。The result of intensive research to obtain good printing characteristics not only on highly smooth paper but also on low smooth paper.
熱溶融性インキにある種のゲル化剤であるアミノ酸誘導
体を含有せしめたものが最適であることを見い出し、遂
に本発明を完成したものである。They discovered that a heat-melting ink containing an amino acid derivative, which is a kind of gelling agent, was most suitable, and finally completed the present invention.
即ち本発明は、基材と該基材上に設けられた熱溶融性イ
ンキ層から少なくともなる感熱転写型記録材において、
前記熱溶融性インキ層はN−アシルアミノ散アミド、N
−アシルアミノ酸エステル及びN−アシルアミノ酸アミ
ン塩より選ばれたアミノ酸誘導体の1aI又は2種以上
を含有することを特徴とする感熱転写型記録材を要旨と
するものである。That is, the present invention provides a heat-sensitive transfer recording material comprising at least a base material and a heat-melting ink layer provided on the base material,
The hot-melt ink layer is made of N-acylamino dispersion amide, N
The object of the present invention is to provide a thermal transfer recording material characterized by containing 1aI or two or more kinds of amino acid derivatives selected from -acylamino acid esters and N-acylamino acid amine salts.
以下2本発明を詳述する。Two aspects of the present invention will be described in detail below.
本発明における基材は、グラシン紙、コンデンサ紙等の
紙類、或はポリエステル、ポリカーボネート、ポリイミ
ド、ポリアミド等のプラスチック類が使用され、該基材
上に設けられる熱溶融性インキ層としては熱溶融性バイ
ンダー。The base material used in the present invention is paper such as glassine paper or capacitor paper, or plastic such as polyester, polycarbonate, polyimide, or polyamide. sex binder.
柔軟材2着色材等がその主成分となるものである。Softener 2 Coloring material etc. are the main components.
熱溶融性バインダーとしては、カルナバワックス、木ロ
ウ、密ロウ、セレシンワックス、エステルワックス、ポ
リエチレンワックス等のワックス類、ステアリン酸、パ
ルミチン酸、ラウリンl!l!、ステアリン酸アルミニ
ウム、パルミチン酸亜鉛、グリセロールモノヒドロキシ
ステアレート等の高級脂肪酸或はその金属塩、エステル
等の誘導体などが一種もしくは二種以上混合して使用さ
れる。Heat-melting binders include waxes such as carnauba wax, wood wax, beeswax, ceresin wax, ester wax, and polyethylene wax, stearic acid, palmitic acid, and laurin! l! , higher fatty acids such as aluminum stearate, zinc palmitate, and glycerol monohydroxystearate, or their metal salts, derivatives such as esters, etc. are used singly or in combination of two or more thereof.
柔軟材としては2石油樹脂、ポリ酢酸ビニル。Soft materials include 2 petroleum resins and polyvinyl acetate.
ポリスチレン、スチレンブタジェン共重合体。Polystyrene, styrene-butadiene copolymer.
アクリル系樹脂、エチレン酢酸ビニル共重合体等の樹脂
類、鉱油、植物油等の油類が挙げられる。Examples include resins such as acrylic resins and ethylene-vinyl acetate copolymers, and oils such as mineral oils and vegetable oils.
また着色材としては、カーボンプラ、り、ニグロシン、
ランプブラック、スーダンブラック等黒色のものが挙げ
られるが、他の色のものも使用できること勿論である。In addition, as coloring materials, carbon plastic, glue, nigrosine,
Examples include black ones such as lamp black and Sudan black, but it goes without saying that other colors can also be used.
本発明において使用される9ミノ酸誘導体としては、N
−アシルアミノ酸アミド、N−アシルアミノ酸エステル
及びN−アシルアミノ酸アミン塩よ#)還ばれたアミノ
酸誘導体の1種又は2m以上が挙げられるが、3種のア
ミノ酸誘導体のうち、N−アシルアミノ酸エステル及ヒ
N−アシルアミノ酸アミドは例えばN−アシルアミノ酸
とアルコール又はアミンと夫々酸触媒の存在下又は無触
媒下に加熱反応するか、もしくはアミノ酸エステル、又
はアミノ酸アミドを脂肪酸ハライド等のアシル化剤でN
−アシル化しても得られる。N−アシルアミノ酸アミン
塩は。The 9 amino acid derivatives used in the present invention include N
- acylamino acid amide, N-acylamino acid ester, and N-acylamino acid amine salt. For example, N-acylamino acid amides can be produced by heat-reacting N-acylamino acids with alcohols or amines in the presence of an acid catalyst or without a catalyst, respectively, or by reacting amino acid esters or amino acid amides with an acylating agent such as a fatty acid halide.
-Also obtained by acylation. N-acylamino acid amine salt.
N−アシルアミノ酸をアミンで中和することによって容
易に得ることができるが、N−アシルアミノ酸又はその
金属塩とアミン又はその酸付加塩を粉末もしくは溶液の
形で夫々熱溶融性インキに添加することによ#)N−ア
シルアミノ酸アミン塩を生成させることもできる。Although it can be easily obtained by neutralizing N-acylamino acids with amines, N-acylamino acids or metal salts thereof and amines or acid addition salts thereof are added to hot-melt inks in the form of powder or solution, respectively. In particular, it is also possible to form N-acylamino acid amine salts.
用いられるアミノ酸は、α愉βeω−アミノ酸など種々
のアミノ酸があるが、特にグリシン。The amino acids used include various amino acids such as α-βeω-amino acids, but especially glycine.
β−アラニン、α−アラニン、バリン、セリン。β-alanine, α-alanine, valine, serine.
メチオニン、フェニルアラニン、3Φ4−ジオキシフェ
ニルアラニン、アスパラギン酸、グルタミン酸、リジン
、オルニチン、アルギニン。Methionine, phenylalanine, 3Φ4-dioxyphenylalanine, aspartic acid, glutamic acid, lysine, ornithine, arginine.
ヒスチジン、C−アミノカプロン酸等がよい。Histidine, C-aminocaproic acid, etc. are preferable.
これらは勿論、アミノ酸混合物であってもよい。These may of course be amino acid mixtures.
本発明に用いられる3種のN−アシルアミノ酸誘導体に
於けるN−アシル基は、炭素数1〜30の直鎖及び分岐
の飽和、不飽和の脂肪族アシル基又は芳香族アシル基で
あればよく、特にカブワイル基、カプリロイル基、ラウ
ロイル基。The N-acyl group in the three types of N-acylamino acid derivatives used in the present invention may be a linear or branched saturated or unsaturated aliphatic acyl group or an aromatic acyl group having 1 to 30 carbon atoms. Often, especially Kabweyl, capryloyl, lauroyl groups.
ミリストイル基、ステアロイル基等がよく、これらの混
合物であってもよい。Preferred examples include myristoyl group, stearoyl group, and mixtures thereof.
エステル化に使用するアルフールは炭素数1心′50の
直鎖及び分岐の飽和、不飽和の脂肪族アルコールが用い
られ、特にオクチルアルコール、ラウリルアルコール、
セチルアルコール。The alfur used for esterification is a linear or branched saturated or unsaturated aliphatic alcohol with 1 carbon atom and 50 carbon atoms, especially octyl alcohol, lauryl alcohol,
cetyl alcohol.
イソステアリルアルコール、ステアリルアルコール等が
よい。更に、シフ四ヘキサノールの如キ脂環式アルコー
ル、ベンジルアルコールの如き芳香族アルコールも同様
に用いられる。Isostearyl alcohol, stearyl alcohol, etc. are preferable. Furthermore, aromatic alcohols such as alicyclic alcohols such as Schiff-tetrahexanol and benzyl alcohol can be used similarly.
アミド化、アミン塩に使用されるアミンはアンモニア及
び炭素数1〜50の直鎖及び分岐の飽和、不飽和な一級
、二級アミン、モノ、ジアルコールアミン(例えば、モ
ノ、ジェタノールアミン)並びにアミン塩に於いては三
級アミン。Amines used for amidation and amine salts include ammonia and linear and branched saturated and unsaturated primary and secondary amines having 1 to 50 carbon atoms, mono- and di-alcohol amines (e.g. mono- and jetanolamines), and Tertiary amine in amine salts.
トリアルコールアミン(例えばトリエタノールアミン等
)も用いられるが、特にブチルアミン。Trialcoholamines such as triethanolamine are also used, especially butylamine.
オクチルアミン、ラウリルアミン、イソステアリルアミ
ン、ステアリルアミン等がよい。脂肪族系アミンの他に
シクロヘキシルアミンの如き脂環式アミン、ベンジルア
ミンの如き芳香族アミンであってもよい。Preferred examples include octylamine, laurylamine, isostearylamine, and stearylamine. In addition to aliphatic amines, alicyclic amines such as cyclohexylamine and aromatic amines such as benzylamine may be used.
上述において、特に良好なゲル化能を有するものは、N
−アシル基と他力のエステル基、アミド基又はアミン塩
に於ける構成成分のバランスによって決まり、概してN
−アシル基と他方の構成成分のうちのいずれか一方もし
くは両方が炭素数8以上の長鎖脂肪族であることが望ま
しい。In the above, those having particularly good gelling ability are N
- Determined by the balance of constituents in the acyl group and the ester group, amide group or amine salt, generally N
- It is desirable that either one or both of the acyl group and the other component be a long-chain aliphatic group having 8 or more carbon atoms.
このアミノ酸誘導体の使用量は、熱溶融性インキ100
重量部に対して0.1〜5.0重量部とすることが好ま
しく、これらは1棟もしくは2種以上適宜混合して使用
することが可能である。The amount of this amino acid derivative used is 100% of the heat-melting ink.
It is preferable to use 0.1 to 5.0 parts by weight based on the weight part, and these can be used singly or in an appropriate mixture of two or more kinds.
而して熱溶融性インキ層に於ける他の成分の使用量は、
総重量100部に対して、熱溶融性バインダー50〜8
0部、柔軟材5〜25部。Therefore, the amounts of other components used in the hot-melt ink layer are as follows:
50 to 8 parts of heat-melting binder per 100 parts of total weight
0 parts, 5-25 parts of soft material.
着色材5〜15部とすることが好ましく、他に少量の酸
化防止剤2分散剤、滑剤等を添加してもよいものである
。It is preferable to use 5 to 15 parts of the colorant, and a small amount of an antioxidant, a dispersant, a lubricant, etc. may also be added.
本発明の感熱転写型記録材を実際に得るには。How to actually obtain the thermal transfer type recording material of the present invention.
上記各成分を加温された三本ロール、アトライター等の
周知の混合分散機を用いて熱溶融性インキを調製し、こ
れを直接又は適当な濃度に分散させたものを基材に2例
えば、ロールコーティング法、グラビアコーティング法
、スクリーンコーティング法、7アゲンテンコーテイン
グ法等の塗布方法によってその塗布厚が2〜15μmと
なる様塗布することにより得るものである。A heat-melting ink is prepared using a well-known mixing and dispersing machine such as a heated triple roll or attritor, and the above ingredients are dispersed directly or at an appropriate concentration onto a base material. It is obtained by applying a coating thickness of 2 to 15 μm using a coating method such as a roll coating method, a gravure coating method, a screen coating method, or a 7-Agentene coating method.
尚2本発明においては基材と熱溶融性インキ層との間に
、離型層等の介在層を設は得ること勿論である。2. In the present invention, it goes without saying that an intervening layer such as a release layer may be provided between the base material and the heat-fusible ink layer.
(作用)
本発明の熱溶融性インキ層に含有せる上述のアミノ酸誘
導体はゲル化剤として公知のものであるが2本発明はこ
のアミノ酸誘導体がワックスの溶融状態でもゲル化作用
があるという知見に基づき、感熱転写型記録材に応用し
たものである。(Function) The above-mentioned amino acid derivative contained in the heat-melting ink layer of the present invention is known as a gelling agent, but the present invention is based on the knowledge that this amino acid derivative has a gelling effect even in the molten state of wax. Based on this, it has been applied to thermal transfer type recording materials.
即ち、ワックスは溶融したときの粘度の低下が急激であ
シ溶融時の凝集力が殆ど無いが、アミノ酸誘導体はワッ
クスの溶融時にもゲル化作甲を示し急激な粘度低下を防
止し、凝集力を向上させ、インキの転写効率を向上させ
るので。In other words, when wax is melted, the viscosity decreases rapidly and there is almost no cohesive force when melted, but amino acid derivatives exhibit a gelling effect even when the wax is melted, preventing a sudden decrease in viscosity and increasing the cohesive force. Because it improves the ink transfer efficiency.
低平滑紙にも鮮明な印字ができるものである。Clear printing is possible even on low-smooth paper.
(実施例) 以下2本発明を実施例に基づき更に詳細に説。(Example) The present invention will be explained in more detail below based on two examples.
明する。I will clarify.
実施例1
カーボンプラ、り(Raven $1255゜コロンビ
アンカーボン社製) 12ffifll’%パラフ
ィン(m160〜65℃) 35 Iカルナバワック
ス(野田ワックス■製)20.1!
石油樹脂(ニスコレ、ツナ5380゜
エクソン化学社製) 15 〃N−5fyロ
イルグルタミン酸
ジオクチルアミド 1.0#分散剤(ソA
tXパーx 17000.ICIジャパン社製)
ts #上記各成分を三本ロールによ
り加温分散させ熱溶融性インキを調製し、これを厚さ6
μmのポリエステルフィルム上にグラビアコーティング
法によって塗布厚が5μmとなる様塗布し感熱転写型記
録材を得た。Example 1 Carbon plastic resin (Raven $1255゜manufactured by Columbian Carbon Co., Ltd.) 12ffill'% paraffin (m160-65°C) 35 I carnauba wax (manufactured by Noda Wax ■) 20.1! Petroleum resin (Niskore, Tuna 5380゜manufactured by Exxon Chemical Co., Ltd.) 15 N-5fy loylglutamic acid dioctylamide 1.0# dispersant (SoA
tX par x 17000. Manufactured by ICI Japan)
ts # Each of the above ingredients is heated and dispersed using three rolls to prepare a heat-melting ink, which is coated with a thickness of 6
A heat-sensitive transfer type recording material was obtained by coating a 5 μm thick polyester film using a gravure coating method.
実施例2
カーボンブラック 10重量部パラフィ
ン(m160〜65℃) 45 〃カルナバワックス
20 sエチレン・酢酸ビニル共重
合体
(エバフレックス310.三井
デ轟ボンポリケミカル■製) 15 IN−カプロイ
ルグルタミン酸
ジオクチルアミド 1.0!分散剤(ツル
バース17000) 1.5 p上記各成分を
実施例1と同様の方法により熱溶融性インキを調製シ、
これから実施例1と同様にして感熱転写型記録材を得た
。Example 2 Carbon black 10 parts by weight Paraffin (m160-65°C) 45 Carnauba wax 20 S ethylene/vinyl acetate copolymer (Evaflex 310, manufactured by Mitsui Dedorobon Polychemicals) 15 IN-Caproylglutamic acid dioctylamide 1.0! Dispersant (Truverse 17000) 1.5 p Each of the above ingredients was prepared into a hot melt ink in the same manner as in Example 1.
From this, a thermal transfer type recording material was obtained in the same manner as in Example 1.
実施例3
実施例1に於いて、N−ラウロイルグルタミン酸ジオク
チルアミドを除き、その代わりN−ラウロイルグルタミ
ン酸ジラウリルエステルを同重量加え同様にして感熱転
写型記録材を得た。Example 3 A heat-sensitive transfer type recording material was obtained in the same manner as in Example 1 except that N-lauroylglutamic acid dioctylamide was removed and the same weight of N-lauroylglutamic acid dilauryl ester was added instead.
実施例4
実施例2に於いて、N−カブ四イルグルタミン酸ジオク
チルアミドを除き、その代わりN。Example 4 In Example 2, N-cabtetraylglutamic acid dioctylamide was removed and N was substituted.
N#−シカブロイル′リジンステアリルアミン塩を同重
量加え同様にして熱溶融性インキを調整した。そして、
このインキを100℃に加温し。A hot-melt ink was prepared in the same manner by adding the same weight of N#-cicabroyl'lysine stearylamine salt. and,
This ink was heated to 100°C.
これに芳香族系混合溶剤(ベガゾールR100゜モービ
ル石油(掬製)を400重量部加え攪拌した後、放冷し
、このインキの微分散液を得た。To this was added 400 parts by weight of an aromatic mixed solvent (Vegasol R100° manufactured by Mobil Sekiyu Co., Ltd.), stirred, and allowed to cool to obtain a fine dispersion of this ink.
次いで、この微分散液を厚さ6μmのポリエステルフィ
ルム上にグラビアコーティング法によって塗布し、90
℃で乾燥させその塗布厚を5μmにして感熱転写型記録
材を得た。Next, this fine dispersion was applied onto a polyester film with a thickness of 6 μm by gravure coating.
A heat-sensitive transfer type recording material was obtained by drying at a temperature of .degree. C. to a coating thickness of 5 .mu.m.
比較例1〜3
実施例1,2.4に於いて、夫々のアミノ酸鰐導体を除
き、他は各実施例と同様にして感熱転写型記録材を得、
これらを比較例1,2.5とした。Comparative Examples 1 to 3 A thermal transfer type recording material was obtained in the same manner as in Examples 1 and 2.4 except for the respective amino acid crocodile conductors, and
These were designated as Comparative Examples 1 and 2.5.
(発明の効果)
以上の実施例1〜4.比較例1〜3で得られた感熱転写
型記録材について、ベック平滑度200秒のサーマルプ
リンター専用紙、同18秒のハンマーミルポンド紙、同
4秒のランカスターボンド紙を使用して、プリンター(
レタコン、ぺんてる■製)を用いて各々の印字特性を調
べたところ次表の如き結果を得た。(Effect of the invention) Examples 1 to 4 above. Regarding the thermal transfer type recording materials obtained in Comparative Examples 1 to 3, a printer (
When the printing characteristics of each were investigated using Retacon (manufactured by Pentel ■), the results shown in the following table were obtained.
O:抜けなどがなく非常に良好。O: Very good with no omissions.
△:若干抜けがある。△: There are some omissions.
×:抜けが多い。×: There are many omissions.
以上の表からも判る様に本発明の感熱転写型記録材によ
れば、サーマルプリンター専用紙は勿論の事、低平滑紙
のものに対しても鮮明な印字が可能となるものである。As can be seen from the above table, the thermal transfer recording material of the present invention enables clear printing not only on paper specifically for thermal printers, but also on low-smooth paper.
Claims (1)
くともなる感熱転写型記録材において、前記熱溶融性イ
ンキ層はN−アシルアミノ酸アミド、N−アシルアミノ
酸エステル及びN−アシルアミノ酸アミン塩より選ばれ
たアミノ酸誘導体の1種又は2種以上を含有することを
特徴とする感熱転写型記録材。In a heat-sensitive transfer recording material comprising at least a base material and a heat-melt ink layer provided on the base material, the heat-melt ink layer contains N-acylamino acid amide, N-acylamino acid ester, and N-acylamino acid amine. A heat-sensitive transfer recording material characterized by containing one or more amino acid derivatives selected from salts.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62021249A JPS63189288A (en) | 1987-01-31 | 1987-01-31 | Thermal transfer recording material |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62021249A JPS63189288A (en) | 1987-01-31 | 1987-01-31 | Thermal transfer recording material |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS63189288A true JPS63189288A (en) | 1988-08-04 |
Family
ID=12049789
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP62021249A Pending JPS63189288A (en) | 1987-01-31 | 1987-01-31 | Thermal transfer recording material |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS63189288A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5387686A (en) * | 1991-08-06 | 1995-02-07 | Mitsui Toatsu Chemicals, Incorporated | Dye for heat-sensitive transfer record and ink composition for heat-sensitive transfer record |
US7939505B2 (en) | 2007-05-04 | 2011-05-10 | Marina Biotech, Inc. | Amino acid lipids and uses thereof |
-
1987
- 1987-01-31 JP JP62021249A patent/JPS63189288A/en active Pending
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5387686A (en) * | 1991-08-06 | 1995-02-07 | Mitsui Toatsu Chemicals, Incorporated | Dye for heat-sensitive transfer record and ink composition for heat-sensitive transfer record |
US7939505B2 (en) | 2007-05-04 | 2011-05-10 | Marina Biotech, Inc. | Amino acid lipids and uses thereof |
US8501824B2 (en) | 2007-05-04 | 2013-08-06 | Marina Biotech, Inc. | Amino acid lipids and uses thereof |
US8877729B2 (en) | 2007-05-04 | 2014-11-04 | Marina Biotech, Inc. | Amino acid lipids and uses thereof |
US9339461B2 (en) | 2007-05-04 | 2016-05-17 | Marina Biotech, Inc. | Arginine-based lipids for delivery of therapeutics |
US9731016B2 (en) | 2007-05-04 | 2017-08-15 | Marina Biotech, Inc. | Tyrosine-based lipids for delivery of therapeutics |
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