NO322225B1 - Krystallinsk melamin og dets anvendelse i amino-formaldehydharpikser - Google Patents
Krystallinsk melamin og dets anvendelse i amino-formaldehydharpikser Download PDFInfo
- Publication number
- NO322225B1 NO322225B1 NO20022052A NO20022052A NO322225B1 NO 322225 B1 NO322225 B1 NO 322225B1 NO 20022052 A NO20022052 A NO 20022052A NO 20022052 A NO20022052 A NO 20022052A NO 322225 B1 NO322225 B1 NO 322225B1
- Authority
- NO
- Norway
- Prior art keywords
- melamine
- resin
- multicrystalline
- reactor
- weight
- Prior art date
Links
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 title claims abstract description 120
- 229920005989 resin Polymers 0.000 title claims abstract description 51
- 239000011347 resin Substances 0.000 title claims abstract description 51
- ZHNUHDYFZUAESO-OUBTZVSYSA-N aminoformaldehyde Chemical compound N[13CH]=O ZHNUHDYFZUAESO-OUBTZVSYSA-N 0.000 title claims abstract description 17
- 229920000877 Melamine resin Polymers 0.000 title claims description 115
- 241001550224 Apha Species 0.000 claims abstract description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000001301 oxygen Substances 0.000 claims abstract description 13
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 13
- YZEZMSPGIPTEBA-UHFFFAOYSA-N 2-n-(4,6-diamino-1,3,5-triazin-2-yl)-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(NC=2N=C(N)N=C(N)N=2)=N1 YZEZMSPGIPTEBA-UHFFFAOYSA-N 0.000 claims abstract description 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 64
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 29
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 28
- 239000007789 gas Substances 0.000 description 27
- 238000000034 method Methods 0.000 description 25
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 23
- 239000004202 carbamide Substances 0.000 description 23
- 239000000243 solution Substances 0.000 description 23
- 229910021529 ammonia Inorganic materials 0.000 description 22
- 239000007788 liquid Substances 0.000 description 20
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 18
- 239000000047 product Substances 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 12
- 238000001816 cooling Methods 0.000 description 10
- 238000002474 experimental method Methods 0.000 description 10
- 229910002092 carbon dioxide Inorganic materials 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 239000002245 particle Substances 0.000 description 9
- 229910000069 nitrogen hydride Inorganic materials 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- 238000004090 dissolution Methods 0.000 description 6
- 239000013078 crystal Substances 0.000 description 5
- 239000012482 calibration solution Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000002835 absorbance Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000002826 coolant Substances 0.000 description 3
- -1 for example Substances 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 238000009434 installation Methods 0.000 description 3
- 150000007974 melamines Chemical class 0.000 description 3
- YSRVJVDFHZYRPA-UHFFFAOYSA-N melem Chemical compound NC1=NC(N23)=NC(N)=NC2=NC(N)=NC3=N1 YSRVJVDFHZYRPA-UHFFFAOYSA-N 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 238000004438 BET method Methods 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 229920001807 Urea-formaldehyde Polymers 0.000 description 2
- 238000011481 absorbance measurement Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 210000002945 adventitial reticular cell Anatomy 0.000 description 2
- YSKUZVBSHIWEFK-UHFFFAOYSA-N ammelide Chemical compound NC1=NC(O)=NC(O)=N1 YSKUZVBSHIWEFK-UHFFFAOYSA-N 0.000 description 2
- MASBWURJQFFLOO-UHFFFAOYSA-N ammeline Chemical compound NC1=NC(N)=NC(O)=N1 MASBWURJQFFLOO-UHFFFAOYSA-N 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 230000009975 flexible effect Effects 0.000 description 2
- 239000008098 formaldehyde solution Substances 0.000 description 2
- HANVTCGOAROXMV-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine;urea Chemical compound O=C.NC(N)=O.NC1=NC(N)=NC(N)=N1 HANVTCGOAROXMV-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000005201 scrubbing Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 2
- 239000002912 waste gas Substances 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 206010001513 AIDS related complex Diseases 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- JHEXGENUDVZLKI-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]urea Chemical compound NC(=O)NNC1=NC(N)=NC(N)=N1 JHEXGENUDVZLKI-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000012496 blank sample Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- GSOLWAFGMNOBSY-UHFFFAOYSA-N cobalt Chemical compound [Co][Co][Co][Co][Co][Co][Co][Co] GSOLWAFGMNOBSY-UHFFFAOYSA-N 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GVPFVAHMJGGAJG-UHFFFAOYSA-L cobalt dichloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 238000001000 micrograph Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000003678 scratch resistant effect Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052572 stoneware Inorganic materials 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/56—Preparation of melamine
- C07D251/60—Preparation of melamine from urea or from carbon dioxide and ammonia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/62—Purification of melamine
-
- 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
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C08G12/30—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with substituted triazines
- C08G12/32—Melamines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL1013456A NL1013456C2 (nl) | 1999-11-02 | 1999-11-02 | Kristallijn melamine en de toepassing in aminoformaldehydeharsen. |
| PCT/NL2000/000715 WO2001032635A1 (fr) | 1999-11-02 | 2000-10-05 | Melamine cristalline et son utilisation dans des resines amino-formaldehydes |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20022052D0 NO20022052D0 (no) | 2002-04-30 |
| NO20022052L NO20022052L (no) | 2002-07-02 |
| NO322225B1 true NO322225B1 (no) | 2006-08-28 |
Family
ID=19770180
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20022052A NO322225B1 (no) | 1999-11-02 | 2002-04-30 | Krystallinsk melamin og dets anvendelse i amino-formaldehydharpikser |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US6706856B2 (fr) |
| EP (1) | EP1226130B1 (fr) |
| JP (1) | JP2003516937A (fr) |
| KR (1) | KR100674785B1 (fr) |
| CN (1) | CN1229356C (fr) |
| AT (1) | ATE517876T1 (fr) |
| AU (1) | AU781147B2 (fr) |
| CA (1) | CA2389435C (fr) |
| EA (1) | EA007456B1 (fr) |
| ES (1) | ES2370384T3 (fr) |
| NL (1) | NL1013456C2 (fr) |
| NO (1) | NO322225B1 (fr) |
| PL (1) | PL212889B1 (fr) |
| SA (1) | SA00210604B1 (fr) |
| TW (1) | TW567196B (fr) |
| WO (1) | WO2001032635A1 (fr) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2335700A1 (fr) * | 2001-07-25 | 2011-06-22 | Boehringer Ingelheim (Canada) Ltd. | Inhibiteurs de la polymerase du virus hepatitis C avec une structure heterobicylic |
| NL1022764C2 (nl) * | 2003-02-24 | 2004-08-26 | Dsm Nv | Natte quench. |
| JP4607010B2 (ja) * | 2003-02-28 | 2011-01-05 | 中外製薬株式会社 | タンパク質含有安定化製剤 |
| AU2004224171A1 (en) * | 2003-03-26 | 2004-10-07 | Ami - Agrolinz Melamine International Gmbh | Aminotriazine condensation product, use of an aminotriazine condensation product and method for the production of an aminotriazine condensation product |
| DE10333893A1 (de) * | 2003-07-22 | 2005-02-10 | Kompetenzzentrum Holz Gmbh | Kunststoffe und Holz enthaltende Verbundwerkstoffe |
| DE102005022228A1 (de) * | 2005-05-10 | 2006-11-23 | Ami-Agrolinz Melamine International Gmbh | Melamin-Formaldehyd Harzlösung und Verfahren zu deren Herstellung |
| EP2004906A1 (fr) * | 2006-04-13 | 2008-12-24 | DSMIP Assets B.V. | Substrat papier comprenant de la triazine deposee en phase vapeur et procede et appareil pour la fabrication d'un stratifie comprenant ledit substrat |
| AU2007224595A1 (en) * | 2006-04-13 | 2007-09-20 | Dsm Ip Assets B.V. | Paper substrate comprising vapour deposited triazine, and process for making a laminate comprising said substrate |
| US8537931B2 (en) * | 2008-01-04 | 2013-09-17 | Qualcomm Incorporated | Methods and apparatus for synchronization and detection in wireless communication systems |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4565867A (en) * | 1984-01-05 | 1986-01-21 | Melamine Chemicals, Inc. | Anhydrous high-pressure melamine synthesis |
| US5120821A (en) * | 1991-02-22 | 1992-06-09 | Melamine Chemicals, Inc. | Process for producing melamine formaldehyde resins using impure melamine |
| BE1006449A3 (nl) * | 1992-12-15 | 1994-08-30 | Dsm Nv | Melaminederivaat. |
| AT402296B (de) * | 1995-02-03 | 1997-03-25 | Agrolinz Melamin Gmbh | Verfahren zur reinigung von melamin |
| US5514796A (en) * | 1995-06-07 | 1996-05-07 | Melamine Chemicals, Inc. | Melamine of improved purity produced by high-pressure, non-catalytic process |
| US5514797A (en) * | 1995-06-07 | 1996-05-07 | Melamine Chemicals, Inc. | Method for increasing purity of melamine |
| DE69837432T2 (de) * | 1997-06-02 | 2007-12-13 | Dsm Ip Assets B.V. | Kristallines melamin |
| NL1006751C2 (nl) * | 1997-08-08 | 1999-02-09 | Dsm Nv | Amino-formaldehydeharsen. |
| NL1008571C2 (nl) * | 1998-03-12 | 1999-07-28 | Dsm Nv | Kristallijn melamine. |
-
1999
- 1999-11-02 NL NL1013456A patent/NL1013456C2/nl not_active IP Right Cessation
-
2000
- 2000-10-05 WO PCT/NL2000/000715 patent/WO2001032635A1/fr active IP Right Grant
- 2000-10-05 PL PL354609A patent/PL212889B1/pl unknown
- 2000-10-05 JP JP2001534786A patent/JP2003516937A/ja active Pending
- 2000-10-05 ES ES00971886T patent/ES2370384T3/es not_active Expired - Lifetime
- 2000-10-05 CN CNB008180113A patent/CN1229356C/zh not_active Expired - Fee Related
- 2000-10-05 AU AU10628/01A patent/AU781147B2/en not_active Ceased
- 2000-10-05 CA CA002389435A patent/CA2389435C/fr not_active Expired - Fee Related
- 2000-10-05 EP EP00971886A patent/EP1226130B1/fr not_active Expired - Lifetime
- 2000-10-05 EA EA200200515A patent/EA007456B1/ru not_active IP Right Cessation
- 2000-10-05 AT AT00971886T patent/ATE517876T1/de active
- 2000-10-05 KR KR1020027005604A patent/KR100674785B1/ko not_active IP Right Cessation
- 2000-10-09 TW TW089121130A patent/TW567196B/zh not_active IP Right Cessation
- 2000-12-11 SA SA00210604A patent/SA00210604B1/ar unknown
-
2002
- 2002-04-30 NO NO20022052A patent/NO322225B1/no not_active IP Right Cessation
- 2002-05-02 US US10/136,447 patent/US6706856B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| TW567196B (en) | 2003-12-21 |
| NO20022052L (no) | 2002-07-02 |
| CN1229356C (zh) | 2005-11-30 |
| NL1013456C2 (nl) | 2001-05-03 |
| CA2389435C (fr) | 2008-07-29 |
| JP2003516937A (ja) | 2003-05-20 |
| CA2389435A1 (fr) | 2001-05-10 |
| WO2001032635A1 (fr) | 2001-05-10 |
| US6706856B2 (en) | 2004-03-16 |
| EA007456B1 (ru) | 2006-10-27 |
| ES2370384T3 (es) | 2011-12-15 |
| US20030018158A1 (en) | 2003-01-23 |
| ES2370384T8 (es) | 2012-01-05 |
| EA200200515A1 (ru) | 2002-10-31 |
| CN1414957A (zh) | 2003-04-30 |
| SA00210604B1 (ar) | 2006-10-11 |
| NO20022052D0 (no) | 2002-04-30 |
| AU1062801A (en) | 2001-05-14 |
| KR100674785B1 (ko) | 2007-01-25 |
| EP1226130A1 (fr) | 2002-07-31 |
| ATE517876T1 (de) | 2011-08-15 |
| PL212889B1 (pl) | 2012-12-31 |
| KR20020059423A (ko) | 2002-07-12 |
| PL354609A1 (en) | 2004-02-09 |
| AU781147B2 (en) | 2005-05-05 |
| EP1226130B1 (fr) | 2011-07-27 |
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| WO1998027071A1 (fr) | Procede de preparation de melamine | |
| EP1425271A1 (fr) | Procede permettant d'obtenir de la melamine cristalline a partir de melamine en fusion | |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |