FR2987046B1 - Procede d'hydroxylation de composes aromatiques, catalyseur d'hydroxylation et son procede de preparation - Google Patents

Procede d'hydroxylation de composes aromatiques, catalyseur d'hydroxylation et son procede de preparation

Info

Publication number
FR2987046B1
FR2987046B1 FR1251496A FR1251496A FR2987046B1 FR 2987046 B1 FR2987046 B1 FR 2987046B1 FR 1251496 A FR1251496 A FR 1251496A FR 1251496 A FR1251496 A FR 1251496A FR 2987046 B1 FR2987046 B1 FR 2987046B1
Authority
FR
France
Prior art keywords
hydroxylation
preparing
same
aromatic compounds
catalyst
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.)
Expired - Fee Related
Application number
FR1251496A
Other languages
English (en)
French (fr)
Other versions
FR2987046A1 (fr
Inventor
Thibaut Corre
Belen Albela
Laurent Bonneviot
Laurent Garel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Centre National de la Recherche Scientifique CNRS
Rhodia Operations SAS
Original Assignee
Centre National de la Recherche Scientifique CNRS
Rhodia Operations SAS
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to FR1251496A priority Critical patent/FR2987046B1/fr
Application filed by Centre National de la Recherche Scientifique CNRS, Rhodia Operations SAS filed Critical Centre National de la Recherche Scientifique CNRS
Priority to EP13704443.4A priority patent/EP2814606A1/fr
Priority to US14/378,656 priority patent/US9682909B2/en
Priority to JP2014557051A priority patent/JP6509561B2/ja
Priority to CN201810264001.5A priority patent/CN108435247A/zh
Priority to CN201380009890.6A priority patent/CN104302395A/zh
Priority to PCT/EP2013/053054 priority patent/WO2013120986A1/fr
Publication of FR2987046A1 publication Critical patent/FR2987046A1/fr
Application granted granted Critical
Publication of FR2987046B1 publication Critical patent/FR2987046B1/fr
Priority to US15/598,400 priority patent/US10173954B2/en
Priority to JP2018151151A priority patent/JP2019001711A/ja
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/60—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by oxidation reactions introducing directly hydroxy groups on a =CH-group belonging to a six-membered aromatic ring with the aid of other oxidants than molecular oxygen or their mixtures with molecular oxygen
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00—Catalysts comprising molecular sieves
    • B01J29/89—Silicates, aluminosilicates or borosilicates of titanium, zirconium or hafnium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/40—Catalysts, in general, characterised by their form or physical properties characterised by dimensions, e.g. grain size
    • B01J35/45—Nanoparticles
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/70—Catalysts, in general, characterised by their form or physical properties characterised by their crystalline properties, e.g. semi-crystalline
    • B01J35/77—Compounds characterised by their crystallite size
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/08—Heat treatment
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B37/00—Compounds having molecular sieve properties but not having base-exchange properties
    • C01B37/005—Silicates, i.e. so-called metallosilicalites or metallozeosilites
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B39/00—Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
    • C01B39/02—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof
    • C01B39/06—Preparation of isomorphous zeolites characterised by measures to replace the aluminium or silicon atoms in the lattice framework by atoms of other elements, i.e. by direct or secondary synthesis
    • C01B39/065—Galloaluminosilicates; Group IVB- metalloaluminosilicates; Ferroaluminosilicates
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B39/00—Compounds having molecular sieve and base-exchange properties, e.g. crystalline zeolites; Their preparation; After-treatment, e.g. ion-exchange or dealumination
    • C01B39/02—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof; Direct preparation thereof; Preparation thereof starting from a reaction mixture containing a crystalline zeolite of another type, or from preformed reactants; After-treatment thereof
    • C01B39/36—Pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/58—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by oxidation reactions introducing directly hydroxy groups on a =CH-group belonging to a six-membered aromatic ring with the aid of molecular oxygen
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00—Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00—Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/10—Infrared [IR]
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00—Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/15—X-ray diffraction
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00—Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B01J2235/30—Scanning electron microscopy; Transmission electron microscopy
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/60—Particles characterised by their size
    • C01P2004/61—Micrometer sized, i.e. from 1-100 micrometer
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00—Physical properties of inorganic compounds
    • C01P2006/12—Surface area
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00—Physical properties of inorganic compounds
    • C01P2006/16—Pore diameter

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Geology (AREA)
  • Inorganic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Silicates, Zeolites, And Molecular Sieves (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Dispersion Chemistry (AREA)
FR1251496A 2012-02-17 2012-02-17 Procede d'hydroxylation de composes aromatiques, catalyseur d'hydroxylation et son procede de preparation Expired - Fee Related FR2987046B1 (fr)

Priority Applications (9)

Application Number Priority Date Filing Date Title
FR1251496A FR2987046B1 (fr) 2012-02-17 2012-02-17 Procede d'hydroxylation de composes aromatiques, catalyseur d'hydroxylation et son procede de preparation
US14/378,656 US9682909B2 (en) 2012-02-17 2013-02-15 Process for hydroxylation of aromatic compounds, hydroxylation catalyst and process for preparing same
JP2014557051A JP6509561B2 (ja) 2012-02-17 2013-02-15 芳香族化合物のヒドロキシル化のための方法、ヒドロキシル化触媒および触媒を調製するための方法
CN201810264001.5A CN108435247A (zh) 2012-02-17 2013-02-15 用于芳香族化合物的羟基化的方法、羟基化催化剂以及用于制备羟基化催化剂的方法
EP13704443.4A EP2814606A1 (fr) 2012-02-17 2013-02-15 Procede d'hydroxylation de composes aromatiques, catalyseur d'hydroxylation et son procede de preparation
CN201380009890.6A CN104302395A (zh) 2012-02-17 2013-02-15 用于芳香族化合物的羟基化的方法、羟基化催化剂以及用于制备羟基化催化剂的方法
PCT/EP2013/053054 WO2013120986A1 (fr) 2012-02-17 2013-02-15 Procede d'hydroxylation de composes aromatiques, catalyseur d'hydroxylation et son procede de preparation
US15/598,400 US10173954B2 (en) 2012-02-17 2017-05-18 Process for hydroxylation of aromatic compounds, hydroxylation catalyst and process for preparing same
JP2018151151A JP2019001711A (ja) 2012-02-17 2018-08-10 芳香族化合物のヒドロキシル化のための方法、ヒドロキシル化触媒および触媒を調製するための方法

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR1251496A FR2987046B1 (fr) 2012-02-17 2012-02-17 Procede d'hydroxylation de composes aromatiques, catalyseur d'hydroxylation et son procede de preparation

Publications (2)

Publication Number Publication Date
FR2987046A1 FR2987046A1 (fr) 2013-08-23
FR2987046B1 true FR2987046B1 (fr) 2014-03-21

Family

ID=47716054

Family Applications (1)

Application Number Title Priority Date Filing Date
FR1251496A Expired - Fee Related FR2987046B1 (fr) 2012-02-17 2012-02-17 Procede d'hydroxylation de composes aromatiques, catalyseur d'hydroxylation et son procede de preparation

Country Status (6)

Country Link
US (2) US9682909B2 (enExample)
EP (1) EP2814606A1 (enExample)
JP (2) JP6509561B2 (enExample)
CN (2) CN104302395A (enExample)
FR (1) FR2987046B1 (enExample)
WO (1) WO2013120986A1 (enExample)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102242799B1 (ko) 2017-01-09 2021-04-21 에보니크 오퍼레이션즈 게엠베하 분무 열분해에 의해 금속 산화물을 제조하는 방법
EP3424883A1 (de) 2017-07-05 2019-01-09 Evonik Degussa GmbH Sprühverdampfung eines flüssigen rohstoffes zur herstellung von siliciumdioxid und metalloxiden
CN107597173B (zh) * 2017-10-11 2020-07-21 中国天辰工程有限公司 一种苯酚羟基化合成苯二酚的催化剂及其制备方法
EP3495321A1 (de) 2017-12-07 2019-06-12 Evonik Degussa GmbH Herstellung von pulverförmigen, porösen kristallinen metallsilikaten mittels flammensprühpyrolyse
FR3075198B1 (fr) * 2017-12-15 2020-04-03 Rhodia Operations Procede d'hydroxylation d'un compose aromatique
WO2019182035A1 (ja) * 2018-03-23 2019-09-26 宇部興産株式会社 芳香族ヒドロキシ化合物の製造方法
US11654426B2 (en) 2018-05-21 2023-05-23 Mitsui Chemicals, Inc. Method for manufacturing modified aluminosilicate, modified aluminosilicate, and method for manufacturing aromatic dihydroxy compound using the same
EP3841063A4 (en) * 2018-08-24 2022-06-01 Rhodia Operations ALUMINOTITANOSILICATE MICROPOROUS CRYSTALLINE ZEOLITE, METHOD FOR PREPARATION AND APPLICATIONS
EP3628642A1 (en) * 2018-09-25 2020-04-01 Evonik Operations GmbH Process for the manufacture of pulverulent, porous crystalline metal silicates employing flame spray pyrolysis
FR3095199B1 (fr) * 2019-04-19 2021-10-29 Ifp Energies Now Procédé de synthèse rapide d'une zeolithe de type structural AFX avec une source de faujasite
JP7574216B2 (ja) * 2019-04-29 2024-10-28 ビーエーエスエフ ソシエタス・ヨーロピア 骨格型ｍｆｉを有するゼオライト材料を含む成形品
JP7556686B2 (ja) * 2019-12-26 2024-09-26 日揮触媒化成株式会社 アルコキシ基を含む原料を使用しないチタノシリケートゼオライトの製造方法
CN112871206B (zh) * 2021-01-19 2022-04-08 中国科学院大连化学物理研究所 一种低成本高活性苯酚羟基化钛硅分子筛催化剂的制备方法
CN112717998B (zh) * 2021-01-19 2022-03-11 中国科学院大连化学物理研究所 一种高活性苯酚羟基化钛硅分子筛催化剂及其制备方法
CN114634404B (zh) * 2022-04-01 2023-09-15 北京化工大学 一种苯氧化制备苯酚的方法

Family Cites Families (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2071464A5 (enExample) 1969-12-30 1971-09-17 Rhone Poulenc Sa
IT1127311B (it) * 1979-12-21 1986-05-21 Anic Spa Materiale sintetico,cristallino,poroso costituito da ossidi di silicio e titanio,metodo per la sua preparazione e suoi usi
IT1150699B (it) 1982-03-19 1986-12-17 Anic Spa Procedimento per la ossidrilazione di idrocarburi aromatici
IT1207519B (it) * 1985-12-19 1989-05-25 Eniricerche Spa Materiale sintetico cristallino poroso contenetne ossidi di silicio titanio e alluminio.
IT1222868B (it) 1987-10-12 1990-09-12 Montedipe Spa Metodo per la preparazione di titanio silicaliti
JP2866715B2 (ja) * 1990-07-04 1999-03-08 三井化学株式会社 芳香族ヒドロキシ化合物の製造法
DE4419195A1 (de) * 1993-07-12 1995-01-19 Degussa Strukturierter Katalysator, bestehend aus mikroporösen Oxiden von Silicium, Aluminium und Titan
JPH07100387A (ja) * 1993-08-11 1995-04-18 Mitsubishi Gas Chem Co Inc 改良されたチタノシリケート触媒、その製造方法及びこれを触媒として使用する過酸化水素を利用した有機合成反応
DE69426907T2 (de) * 1993-08-11 2001-09-27 Mitsubishi Gas Chemical Co., Inc. Titanosilikate Katalysatorteilchen
JP3697737B2 (ja) * 1995-03-14 2005-09-21 東ソー株式会社 合成ゼオライト物質
CN1050584C (zh) 1996-06-05 2000-03-22 中国石油化工总公司 一种钛硅分子筛(ts-1)的制备方法
CN1063106C (zh) * 1996-10-22 2001-03-14 中国石油化工总公司上海石油化工研究院 钛硅分子筛的合成方法
FR2784672B1 (fr) * 1998-10-19 2000-12-29 Rhodia Chimie Sa Procede de preparation d'une silicalite de titane de type mel, produit obtenu et ses applications en catalyse
CN1076724C (zh) * 1999-03-30 2001-12-26 中国石油化工集团公司 一种苯酚羟基化的方法
EP1129991A1 (de) * 2000-03-02 2001-09-05 Degussa AG Verfahren zur Herstellung eines titanhaltigen Zeolithen
EP1195368A3 (en) * 2000-09-25 2002-05-15 Haldor Topsoe A/S Process for the catalytic selective oxidation of a hydrocarbon compound in presence of mesoporous zeolite
US7211239B2 (en) * 2005-04-22 2007-05-01 Basf Aktiengesellschaft Process for preparing a nanosized zeolitic material
DE102007049743A1 (de) 2007-10-16 2009-04-23 Evonik Degussa Gmbh Silicium-Titan-Mischoxidpulver, Dispersion hiervon und daraus hergestellter titanhaltiger Zeolith
CN101612586B (zh) * 2008-06-25 2011-06-29 中国科学院大连化学物理研究所 一种分子筛催化剂及其制备和应用
US8124555B2 (en) 2010-02-01 2012-02-28 Lyondell Chemical Technology L.P. Process for making titanium-MWW zeolite
CN101913620B (zh) * 2010-07-20 2012-05-30 大连理工大学 一种廉价体系中快速合成小晶粒钛硅分子筛的方法

Also Published As

Publication number Publication date
JP6509561B2 (ja) 2019-05-08
WO2013120986A1 (fr) 2013-08-22
EP2814606A1 (fr) 2014-12-24
US20150299076A1 (en) 2015-10-22
CN108435247A (zh) 2018-08-24
US20170253547A1 (en) 2017-09-07
US9682909B2 (en) 2017-06-20
FR2987046A1 (fr) 2013-08-23
CN104302395A (zh) 2015-01-21
US10173954B2 (en) 2019-01-08
JP2019001711A (ja) 2019-01-10
JP2015511945A (ja) 2015-04-23

Similar Documents

Publication Publication Date Title
FR2987046B1 (fr) Procede d'hydroxylation de composes aromatiques, catalyseur d'hydroxylation et son procede de preparation
WO2013091775A3 (de) Verwendung von cyclohexanolderivaten als antimikrobielle wirkstoffe
JOP20210065A1 (ar) عملية لتحضير 5- فلورو-1h- بيرازولوبيريدينات مستبدلة
MX2012007060A (es) Compuesto heterociclico conteniendo nitrogeno y fungicida para el uso en agricultura y jardineria.
MX2013013144A (es) Metodo para la produccion de un dimero mdi.
EP2604610A4 (en) PHTHALAZINONE KETONE DERIVATIVE, METHOD OF MANUFACTURING THEREOF AND PHARMACEUTICAL USE THEREOF
PH12012501162A1 (en) Novel antiplatelet agent
PH12015501226A1 (en) Crystalline 6,7-unsaturated-7-carbamoyl morphinane derivative, and method for producing the same
EP4279535A3 (en) Method for preparing polyols
MX2022004935A (es) (+)- trans tetrahidrocannabinol ((+)-trans-thc) para uso como medicamento.
MY194796A (en) Method for preparing isoxazoline-containing uracil compound through methylation
MX384789B (es) Metodos para preparar para-xileno a partir de biomasa.
CL2012000560A1 (es) Procedimiento de preparacion del compuesto intermediario acido 3-oxo-tetrahidrotiofeno-2-carboxilico, utiles en la preparacion de dihidrotienopirimidinas (divisional de la solicitud 3095-08).
PH12014501232A1 (en) Palm-based oil and method for producing same
CA2880178C (en) Difluoromethylene compound
WO2011100698A3 (en) Methods of treating viral infection
CL2013000589A1 (es) Metodo para preparar derivados del acido 3-amino-4-(3,4,5,5-tetrasustituido)-2-oxo-piperidin-1-il)-4-butirico por reaccion entre un acido 3,4-diaminobutanoico y un acido 5-hidroxipentanoico.
PH12014502779A1 (en) Preparation method for perfluoro-2-methyl-3-pentanone and intermediate
MX378594B (es) Procedimiento e intermedios para la 6,7-alfa-epoxidacion de 4,6-dienos esteroideos
AR041937A1 (es) Proceso para la preparacion de derivados de carboestirilo
WO2011119655A3 (en) Process for preparing divinlylarene dioxides
AR087345A1 (es) Metodos para la preparacion de compuestos de tiofeno
AU2012264476A8 (en) Process for the preparation of paliperidone
WO2011132888A3 (ko) 시클로프로펜 화합물 및 이를 농작물에 부가하는 방법
WO2013124745A9 (en) Process for preparation of dronedarone by oxidation of a hydroxyl group

Legal Events

Date Code Title Description
PLFP Fee payment

Year of fee payment: 5

PLFP Fee payment

Year of fee payment: 6

PLFP Fee payment

Year of fee payment: 7

PLFP Fee payment

Year of fee payment: 9

ST Notification of lapse

Effective date: 20211005