BR102014026059A2 - toner de derretimento super baixo possuindo imidas cristalinas - Google Patents
toner de derretimento super baixo possuindo imidas cristalinas Download PDFInfo
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- BR102014026059A2 BR102014026059A2 BR102014026059A BR102014026059A BR102014026059A2 BR 102014026059 A2 BR102014026059 A2 BR 102014026059A2 BR 102014026059 A BR102014026059 A BR 102014026059A BR 102014026059 A BR102014026059 A BR 102014026059A BR 102014026059 A2 BR102014026059 A2 BR 102014026059A2
- Authority
- BR
- Brazil
- Prior art keywords
- toner
- small molecule
- resin
- imide
- crystalline
- Prior art date
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- 150000003949 imides Chemical class 0.000 title claims abstract description 50
- 150000003384 small molecules Chemical class 0.000 claims abstract description 65
- 239000000203 mixture Substances 0.000 claims abstract description 57
- 239000000839 emulsion Substances 0.000 claims abstract description 29
- 229920006127 amorphous resin Polymers 0.000 claims abstract description 28
- 239000002952 polymeric resin Substances 0.000 claims abstract description 19
- 238000002844 melting Methods 0.000 claims abstract description 17
- 230000008018 melting Effects 0.000 claims abstract description 17
- 229920003002 synthetic resin Polymers 0.000 claims abstract description 17
- 230000004927 fusion Effects 0.000 claims abstract description 14
- 230000002776 aggregation Effects 0.000 claims abstract description 13
- WITXFYCLPDFRNM-UHFFFAOYSA-N N-Benzylphthalimide Chemical compound O=C1C2=CC=CC=C2C(=O)N1CC1=CC=CC=C1 WITXFYCLPDFRNM-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000004220 aggregation Methods 0.000 claims abstract description 12
- 230000009477 glass transition Effects 0.000 claims abstract description 12
- 230000009467 reduction Effects 0.000 claims abstract description 6
- 238000000113 differential scanning calorimetry Methods 0.000 claims abstract description 5
- -1 cyclic aliphatic imide Chemical class 0.000 claims description 96
- 239000007787 solid Substances 0.000 claims description 11
- 230000007704 transition Effects 0.000 claims description 10
- 239000007791 liquid phase Substances 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 239000000155 melt Substances 0.000 claims description 2
- 229920005989 resin Polymers 0.000 abstract description 71
- 239000011347 resin Substances 0.000 abstract description 71
- 238000005452 bending Methods 0.000 abstract description 3
- 239000002245 particle Substances 0.000 description 48
- 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 38
- 239000001993 wax Substances 0.000 description 31
- 229920006038 crystalline resin Polymers 0.000 description 24
- 238000000034 method Methods 0.000 description 23
- 239000000975 dye Substances 0.000 description 21
- 229920001225 polyester resin Polymers 0.000 description 19
- 239000004645 polyester resin Substances 0.000 description 19
- 229920000728 polyester Polymers 0.000 description 15
- 239000000049 pigment Substances 0.000 description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 229940106691 bisphenol a Drugs 0.000 description 11
- 229920001577 copolymer Polymers 0.000 description 11
- 230000008569 process Effects 0.000 description 11
- 229930185605 Bisphenol Natural products 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 239000011257 shell material Substances 0.000 description 9
- 239000004094 surface-active agent Substances 0.000 description 9
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 8
- 239000004698 Polyethylene Substances 0.000 description 8
- 239000000654 additive Substances 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 8
- 230000004931 aggregating effect Effects 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 7
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 7
- 239000004952 Polyamide Substances 0.000 description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 229920002647 polyamide Polymers 0.000 description 6
- 229920000573 polyethylene Polymers 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- 239000004793 Polystyrene Substances 0.000 description 5
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 5
- 239000003513 alkali Substances 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 150000005690 diesters Chemical class 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- XFQHIELVPOKJIM-UHFFFAOYSA-N 1,4-dioxacyclotetradecane-5,14-dione Chemical compound O=C1CCCCCCCCC(=O)OCCO1 XFQHIELVPOKJIM-UHFFFAOYSA-N 0.000 description 4
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 239000004642 Polyimide Substances 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 239000003945 anionic surfactant Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000011258 core-shell material Substances 0.000 description 4
- 150000002009 diols Chemical class 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 229920001721 polyimide Polymers 0.000 description 4
- 229920000098 polyolefin Polymers 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
- CGTQWXFRVNBMHK-OWOJBTEDSA-N (6e)-2,3-dihydro-1,4-dioxocine-5,8-dione Chemical compound O=C/1OCCOC(=O)\C=C\1 CGTQWXFRVNBMHK-OWOJBTEDSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 3
- 238000004581 coalescence Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000001530 fumaric acid Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 3
- 229920001748 polybutylene Polymers 0.000 description 3
- 229940051841 polyoxyethylene ether Drugs 0.000 description 3
- 229920000056 polyoxyethylene ether Polymers 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 229910001887 tin oxide Inorganic materials 0.000 description 3
- UBHPFQGYQOBUFF-UHFFFAOYSA-N 1,11-dioxacyclohenicosane-12,21-dione Chemical compound C1(CCCCCCCCC(=O)OCCCCCCCCCO1)=O UBHPFQGYQOBUFF-UHFFFAOYSA-N 0.000 description 2
- CSODJSBVFSGYDM-UHFFFAOYSA-N 1,12-dioxacyclodocosane-2,11-dione Chemical compound O=C1CCCCCCCCC(=O)OCCCCCCCCCCO1 CSODJSBVFSGYDM-UHFFFAOYSA-N 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 2
- TXWSZJSDZKWQAU-UHFFFAOYSA-N 2,9-dimethyl-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione Chemical compound N1C2=CC=C(C)C=C2C(=O)C2=C1C=C(C(=O)C=1C(=CC=C(C=1)C)N1)C1=C2 TXWSZJSDZKWQAU-UHFFFAOYSA-N 0.000 description 2
- JYCQQPHGFMYQCF-UHFFFAOYSA-N 4-tert-Octylphenol monoethoxylate Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(OCCO)C=C1 JYCQQPHGFMYQCF-UHFFFAOYSA-N 0.000 description 2
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- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
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- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- ZLFVRXUOSPRRKQ-UHFFFAOYSA-N chembl2138372 Chemical compound [O-][N+](=O)C1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 ZLFVRXUOSPRRKQ-UHFFFAOYSA-N 0.000 description 2
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- GHLKSLMMWAKNBM-UHFFFAOYSA-N dodecane-1,12-diol Chemical compound OCCCCCCCCCCCCO GHLKSLMMWAKNBM-UHFFFAOYSA-N 0.000 description 2
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
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- VKWNTWQXVLKCSG-UHFFFAOYSA-N n-ethyl-1-[(4-phenyldiazenylphenyl)diazenyl]naphthalen-2-amine Chemical compound CCNC1=CC=C2C=CC=CC2=C1N=NC(C=C1)=CC=C1N=NC1=CC=CC=C1 VKWNTWQXVLKCSG-UHFFFAOYSA-N 0.000 description 2
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- 238000012360 testing method Methods 0.000 description 2
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Classifications
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/097—Plasticisers; Charge controlling agents
- G03G9/09733—Organic compounds
- G03G9/09775—Organic compounds containing atoms other than carbon, hydrogen or oxygen
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Developing Agents For Electrophotography (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14/076,712 US9034546B1 (en) | 2013-11-11 | 2013-11-11 | Super low melt toner having crystalline imides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR102014026059A2 true BR102014026059A2 (pt) | 2015-09-22 |
Family
ID=52991098
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR102014026059A BR102014026059A2 (pt) | 2013-11-11 | 2014-10-20 | toner de derretimento super baixo possuindo imidas cristalinas |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9034546B1 (https=) |
| JP (1) | JP6345073B6 (https=) |
| BR (1) | BR102014026059A2 (https=) |
| CA (1) | CA2869880C (https=) |
| DE (1) | DE102014222242A1 (https=) |
| MX (1) | MX360514B (https=) |
| RU (1) | RU2654212C2 (https=) |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1341609A1 (ru) * | 1986-01-23 | 1987-09-30 | Государственный научно-исследовательский и проектный институт лакокрасочной промышленности | Композици тонера дл многоцветной электрографии с зар дом отрицательной пол рности |
| JPH0810347B2 (ja) * | 1986-08-29 | 1996-01-31 | 東洋インキ製造株式会社 | 粉体トナ− |
| JPS63240560A (ja) * | 1987-03-27 | 1988-10-06 | Toyo Ink Mfg Co Ltd | 粉体トナ− |
| US5302486A (en) | 1992-04-17 | 1994-04-12 | Xerox Corporation | Encapsulated toner process utilizing phase separation |
| US5290654A (en) | 1992-07-29 | 1994-03-01 | Xerox Corporation | Microsuspension processes for toner compositions |
| JPH0756393A (ja) * | 1993-08-18 | 1995-03-03 | Mitsui Toatsu Chem Inc | フタルイミド化合物を含有する電子写真用トナー |
| US5955235A (en) * | 1998-02-09 | 1999-09-21 | Xerox Corporation | Toner compositions with compatibilizers |
| JP2931899B1 (ja) * | 1998-02-27 | 1999-08-09 | 三洋化成工業株式会社 | 電子写真用トナーバインダー |
| US6063827A (en) | 1998-07-22 | 2000-05-16 | Xerox Corporation | Polyester process |
| US6593049B1 (en) | 2001-03-26 | 2003-07-15 | Xerox Corporation | Toner and developer compositions |
| JP3947477B2 (ja) * | 2002-09-20 | 2007-07-18 | 京セラミタ株式会社 | 静電潜像現像用トナー |
| US6756176B2 (en) | 2002-09-27 | 2004-06-29 | Xerox Corporation | Toner processes |
| US6830860B2 (en) | 2003-01-22 | 2004-12-14 | Xerox Corporation | Toner compositions and processes thereof |
| JP2006171364A (ja) * | 2004-12-16 | 2006-06-29 | Mitsui Chemicals Inc | トナー用バインダー樹脂および電子写真用トナー |
| US7329476B2 (en) | 2005-03-31 | 2008-02-12 | Xerox Corporation | Toner compositions and process thereof |
| US7968266B2 (en) * | 2006-11-07 | 2011-06-28 | Xerox Corporation | Toner compositions |
| US7547499B2 (en) | 2006-12-22 | 2009-06-16 | Xerox Corporation | Low melt toner |
| US7910276B2 (en) * | 2007-07-12 | 2011-03-22 | Xerox Corporation | Toner compositions |
| US8221948B2 (en) * | 2009-02-06 | 2012-07-17 | Xerox Corporation | Toner compositions and processes |
| US8323865B2 (en) * | 2009-08-04 | 2012-12-04 | Xerox Corporation | Toner processes |
-
2013
- 2013-11-11 US US14/076,712 patent/US9034546B1/en active Active
-
2014
- 2014-10-20 BR BR102014026059A patent/BR102014026059A2/pt not_active Application Discontinuation
- 2014-10-22 JP JP2014215050A patent/JP6345073B6/ja active Active
- 2014-10-27 MX MX2014013051A patent/MX360514B/es active IP Right Grant
- 2014-10-27 RU RU2014143115A patent/RU2654212C2/ru active
- 2014-10-30 DE DE201410222242 patent/DE102014222242A1/de active Granted
- 2014-11-04 CA CA2869880A patent/CA2869880C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2869880C (en) | 2017-04-25 |
| MX2014013051A (es) | 2015-05-28 |
| MX360514B (es) | 2018-11-07 |
| JP6345073B6 (ja) | 2018-07-25 |
| RU2654212C2 (ru) | 2018-05-17 |
| RU2014143115A (ru) | 2016-05-20 |
| RU2014143115A3 (https=) | 2018-03-13 |
| JP6345073B2 (ja) | 2018-06-20 |
| CA2869880A1 (en) | 2015-05-11 |
| JP2015094946A (ja) | 2015-05-18 |
| DE102014222242A1 (de) | 2015-05-13 |
| US20150132692A1 (en) | 2015-05-14 |
| US9034546B1 (en) | 2015-05-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B03A | Publication of a patent application or of a certificate of addition of invention [chapter 3.1 patent gazette] | ||
| B06F | Objections, documents and/or translations needed after an examination request according [chapter 6.6 patent gazette] | ||
| B06U | Preliminary requirement: requests with searches performed by other patent offices: procedure suspended [chapter 6.21 patent gazette] | ||
| B11B | Dismissal acc. art. 36, par 1 of ipl - no reply within 90 days to fullfil the necessary requirements |