[go: up one dir, main page]

CN106008156A - Preparation method of decyl alcohol - Google Patents

Preparation method of decyl alcohol Download PDF

Info

Publication number
CN106008156A
CN106008156A CN201610331957.3A CN201610331957A CN106008156A CN 106008156 A CN106008156 A CN 106008156A CN 201610331957 A CN201610331957 A CN 201610331957A CN 106008156 A CN106008156 A CN 106008156A
Authority
CN
China
Prior art keywords
parts
oxide
preparation
catalyst
decanol
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
Application number
CN201610331957.3A
Other languages
Chinese (zh)
Inventor
张国华
姬珂
吴明明
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.)
Shandong Chengtai Chemical Co Ltd
Original Assignee
Shandong Chengtai Chemical Co Ltd
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
Application filed by Shandong Chengtai Chemical Co Ltd filed Critical Shandong Chengtai Chemical Co Ltd
Priority to CN201610331957.3A priority Critical patent/CN106008156A/en
Publication of CN106008156A publication Critical patent/CN106008156A/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C07C29/38Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00Catalysts comprising molecular sieves
    • B01J29/04Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/08Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
    • B01J29/16Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y containing arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J29/166Y-type faujasite
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00Catalysts comprising molecular sieves
    • B01J29/04Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
    • B01J29/06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
    • B01J29/70Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65
    • B01J29/78Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups B01J29/08 - B01J29/65 containing arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J29/7815Zeolite Beta
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J29/00Catalysts comprising molecular sieves
    • B01J29/82Phosphates
    • B01J29/84Aluminophosphates containing other elements, e.g. metals, boron
    • B01J29/85Silicoaluminophosphates [SAPO compounds]
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2229/00Aspects of molecular sieve catalysts not covered by B01J29/00
    • B01J2229/10After treatment, characterised by the effect to be obtained
    • B01J2229/20After treatment, characterised by the effect to be obtained to introduce other elements in the catalyst composition comprising the molecular sieve, but not specially in or on the molecular sieve itself

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention discloses a preparation method of decyl alcohol. The preparation method comprises steps as follows: a step of catalyst preparation and a hydrogenation step, wherein in the hydrogenation step, 20 g of a catalyst is taken and put in a fixed bed reactor, the flow of hydrogen is 200 ml/min, the reaction temperature is 240 DEG C, the pressure is 5.0 MPa, the liquid space velocity of n-butyl aldehyde is 0.5 per hour, and the volume ratio of hydrogen to aldehyde is 300:1. With the adoption of the technical scheme, the preparation method has the technical effects as follows: the conversion rate can reach 99.7%, the purity can reach 99.9%, the selectivity is high, the process is simple, few by-products are produced, the production cost is low, and the preparation method is suitable for industrial production.

Description

A kind of preparation method of decanol
Technical field
The present invention relates to technical field of chemical synthesis, particularly relate to a kind of preparation method using hutanal to prepare decanol.
Background technology
Decanol has another name called Decanol/decanol/1-decanol/ten carbon alcohol/nonyl carbinol, has and has that wax is fragrant, fragrant and sweet, the fragrance of a flower, fruital fragrance, with the blended liquid phase of citronellol orrisroot oil as colourless transparent liquid.For making artificial Oleum Rosae Rugosae, orange blossom type and Acacia farnesiana Willd. type essence etc..It is also used for lube oil additive processed, plasticizer, adhesive etc..
Patent publication No. is that the patent of invention of CN101185893A proposes a kind of catalyst for decenal gas phase hydrogenation isodecanol and preparation method thereof, catalyst uses coprecipitation to prepare, containing copper oxide, zinc oxide, aluminium oxide, coagent, for decenal gas phase hydrogenation isodecanol, there is higher decenal conversion ratio and isodecanol selectivity.
At present, there is contradiction in the activity and selectivity of liquid phase hydrogenating catalyst, and particularly selectivity is difficult to maintain normal level, and by-product is many, brings problem to production, and in order to make product qualified, need to expend a large amount of steam and carry out magazins' layout. For capraldehyde Hydrogenation for the reaction of decanol, need that there is high activity and the selective hydrogenation catalyst of height simultaneously.
Summary of the invention
The technical problem to be solved in the present invention is for problem above, it is provided that a kind of conversion ratio is up to 99.7%, and purity is up to 99.9%, and selectivity is high, and technique is simple, and by-product is few, pollution-free, the decanol that production cost is low
Preparation method.
For solve above-mentioned technical problem, the present invention by the following technical solutions, the preparation method of a kind of decanol, comprise the following steps:
1), catalyst preparation step;
2), hydrogenation step, take above-mentioned catalyst 20g load fixed bed reactors, be passed through hydrogen, hydrogen flowing quantity is 200ml/min, reaction temperature 240 DEG C, pressure 5.0MPa, hutanal liquid air speed 0.5h-1, hydrogen and aldehyde volume ratio are 300:1;
In step 1, catalyst is made up of the material of following weight portion, zirconium dioxide 10 parts, manganese dioxide 15 parts, iron sesquioxide 8 parts, manganese nitrate 6 parts, ferric nitrate 7, silicon dioxide 4 parts, aluminium oxide 8 parts, molybdenum oxide 7 parts, cobalt oxide 4 parts, tungsten oxide 2 parts, nickel oxide 2 parts, magnesium oxide 4 parts, copper oxide 6 parts, 8 parts of molecular sieve, amorphous silicon aluminium 7 parts.
The following is further improvement of the present invention:
In step 1, the preparation method of catalyst is as follows: first, by zirconium dioxide 10 parts, manganese dioxide 15 parts, iron sesquioxide 8 parts, manganese nitrate 6 parts, ferric nitrate 7, amorphous silicon aluminium 7 parts, silicon dioxide 4 parts, 8 parts of mix homogeneously of molecular sieve, kneading, molding, is dried, makes catalyst carrier after roasting;Baking temperature is 200-250 ° of C, and drying time is 1-2 hour, and sintering temperature is 1000-1200 ° of C, and roasting time is 3-4 hour;
Then, by aluminium oxide 8 parts, molybdenum oxide 7 parts, cobalt oxide 4 parts, tungsten oxide 2 parts, nickel oxide 2 parts, magnesium oxide 4 parts, copper oxide 6 parts immerses salpeter solution, and stirring, to dissolving, makes solution A;
Finally, spray said catalyst carrier by solution A, until saturated, to take out, catalyst is made in dry after dipping, roasting, and baking temperature is 150-200 ° of C, and drying time is 6-8 Hour, sintering temperature is 700-900 DEG C, and roasting time is 12-24 hour.
Improve further
Described molecular sieve is one or more in Y type molecular sieve, β zeolite, ZSM Series Molecules sieve, SAPO Series Molecules sieve, MCM Series Molecules sieve.
Improve further
The concentration of salpeter solution is 3mol/l.
The present invention use technique scheme have following technical effect that conversion ratio up to 99.7%, purity is up to 99.9%, and selectivity is high, and technique is simple, and by-product is few, and production cost is low, is suitable for commercial production.
Detailed description of the invention
Embodiment, the preparation method of a kind of decanol, comprise the following steps:
1, catalyst preparation step;
2, hydrogenation step, takes above-mentioned catalyst A 20g and loads fixed bed reactors, be passed through hydrogen, and hydrogen flowing quantity is 200ml/min, reaction temperature 240 DEG C, pressure 5.0MPa, hutanal liquid air speed 0.5h-1, hydrogen and aldehyde volume ratio are 300:1;
In step 1, catalyst is made up of the material of following weight portion, zirconium dioxide 10 parts, manganese dioxide 15 parts, iron sesquioxide 8 parts, manganese nitrate 6 parts, ferric nitrate 7, silicon dioxide 4 parts, aluminium oxide 8 parts, molybdenum oxide 7 parts, cobalt oxide 4 parts, tungsten oxide 2 parts, nickel oxide 2 parts, magnesium oxide 4 parts, copper oxide 6 parts, 8 parts of molecular sieve, amorphous silicon aluminium 7 parts.
Described molecular sieve is one or more in Y type molecular sieve, β zeolite, ZSM Series Molecules sieve, SAPO Series Molecules sieve, MCM Series Molecules sieve.
The preparation method of above-mentioned catalyst is as follows, by zirconium dioxide 10 parts, manganese dioxide 15 parts, iron sesquioxide 8 parts, manganese nitrate 6 parts, ferric nitrate 7, amorphous silicon aluminium 7 parts, silicon dioxide 4 parts, 8 parts of mix homogeneously of molecular sieve, kneading, molding, it is dried, makes catalyst carrier after roasting, baking temperature is 200-250 ° of C, drying time is 1-2 hour, sintering temperature is 1000-1200 ° of C, and roasting time is 3-4 hour ;
By aluminium oxide 8 parts, molybdenum oxide 7 parts, cobalt oxide 4 parts, tungsten oxide 2 parts, nickel oxide 2 parts, magnesium oxide 4 parts, it is the salpeter solution of 3mol/l that copper oxide 6 parts immerses concentration, and stirring, to dissolving, makes solution A.
Said catalyst carrier is sprayed by solution A, until saturated, to take out, catalyst is made in dry after dipping, roasting, and baking temperature is 150-200 ° of C, and drying time is 6-8 Hour, sintering temperature is 700-900 DEG C, and roasting time is 12-24 hour.

Claims (4)

1. the preparation method of a decanol, it is characterised in that: comprise the following steps:
1), catalyst preparation step;
2), hydrogenation step, take above-mentioned catalyst 20g load fixed bed reactors, be passed through hydrogen, hydrogen flowing quantity is 200ml/min, and reaction temperature is 240 DEG C, and pressure is 5.0MPa, and hutanal liquid air speed is 0.5h-1, hydrogen and aldehyde volume ratio are 300:1;
In step 1, catalyst is made up of the material of following weight portion, zirconium dioxide 10 parts, manganese dioxide 15 parts, iron sesquioxide 8 parts, manganese nitrate 6 parts, ferric nitrate 7, silicon dioxide 4 parts, aluminium oxide 8 parts, molybdenum oxide 7 parts, cobalt oxide 4 parts, tungsten oxide 2 parts, nickel oxide 2 parts, magnesium oxide 4 parts, copper oxide 6 parts, 8 parts of molecular sieve, amorphous silicon aluminium 7 parts.
The preparation method of decanol the most according to claim 1, it is characterised in that: described method for preparing catalyst is as follows:
First, by zirconium dioxide 10 parts, manganese dioxide 15 parts, iron sesquioxide 8 parts, manganese nitrate 6 parts, ferric nitrate 7, amorphous silicon aluminium 7 parts, silicon dioxide 4 parts, 8 parts of mix homogeneously of molecular sieve, kneading, molding, it is dried, makes catalyst carrier after roasting;Baking temperature is 200-250 ° of C, and drying time is 1-2 hour, and sintering temperature is 1000-1200 ° of C, and roasting time is 3-4 hour;
Then, by aluminium oxide 8 parts, molybdenum oxide 7 parts, cobalt oxide 4 parts, tungsten oxide 2 parts, nickel oxide 2 parts, magnesium oxide 4 parts, copper oxide 6 parts immerses salpeter solution, and stirring, to dissolving, makes solution A;
Finally, spray said catalyst carrier by solution A, until saturated, to take out, catalyst is made in dry after dipping, roasting, and baking temperature is 150-200 ° of C, and drying time is 6-8 hour, and sintering temperature is 700-900 DEG C, and roasting time is 12-24 hour.
The preparation method of decanol the most according to claim 1, it is characterised in that: described molecular sieve is one or more in Y type molecular sieve, β zeolite, ZSM Series Molecules sieve, SAPO Series Molecules sieve, MCM Series Molecules sieve.
The preparation method of decanol the most according to claim 2, it is characterised in that: the concentration of salpeter solution is 3mol/l.
CN201610331957.3A 2016-05-19 2016-05-19 Preparation method of decyl alcohol Pending CN106008156A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201610331957.3A CN106008156A (en) 2016-05-19 2016-05-19 Preparation method of decyl alcohol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201610331957.3A CN106008156A (en) 2016-05-19 2016-05-19 Preparation method of decyl alcohol

Publications (1)

Publication Number Publication Date
CN106008156A true CN106008156A (en) 2016-10-12

Family

ID=57098543

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201610331957.3A Pending CN106008156A (en) 2016-05-19 2016-05-19 Preparation method of decyl alcohol

Country Status (1)

Country Link
CN (1) CN106008156A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117945850A (en) * 2024-01-15 2024-04-30 万华化学集团股份有限公司 A method for preparing all-biobased n-decanol using rhamnose waste liquid as raw material and all-biobased n-decanol prepared therefrom

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3980718A (en) * 1971-01-13 1976-09-14 Yeda Research & Development Co. Ltd. Production of alcohols by reduction of carbonyl compounds with a crystalline aluminosilicate-isopropanol system
EP0008767A1 (en) * 1978-08-29 1980-03-19 Union Carbide Corporation A heterogeneous vapor phase process for the catalytic hydrogenation of aldehydes to alcohols
CN101376104A (en) * 2007-08-31 2009-03-04 赢创奥克森诺有限责任公司 Hydrogenation catalyst and method for the production of alcohols by hydrogenating carbonyl compounds
KR101219258B1 (en) * 2009-10-08 2013-01-10 주식회사 엘지화학 Method For The Hydrogenation Of Aldehydes And Apparatus Using The Same
CN104080760A (en) * 2012-09-28 2014-10-01 Lg化学株式会社 Apparatus and method for preparing alcohol from olefin

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3980718A (en) * 1971-01-13 1976-09-14 Yeda Research & Development Co. Ltd. Production of alcohols by reduction of carbonyl compounds with a crystalline aluminosilicate-isopropanol system
EP0008767A1 (en) * 1978-08-29 1980-03-19 Union Carbide Corporation A heterogeneous vapor phase process for the catalytic hydrogenation of aldehydes to alcohols
CN101376104A (en) * 2007-08-31 2009-03-04 赢创奥克森诺有限责任公司 Hydrogenation catalyst and method for the production of alcohols by hydrogenating carbonyl compounds
KR101219258B1 (en) * 2009-10-08 2013-01-10 주식회사 엘지화학 Method For The Hydrogenation Of Aldehydes And Apparatus Using The Same
CN104080760A (en) * 2012-09-28 2014-10-01 Lg化学株式会社 Apparatus and method for preparing alcohol from olefin

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117945850A (en) * 2024-01-15 2024-04-30 万华化学集团股份有限公司 A method for preparing all-biobased n-decanol using rhamnose waste liquid as raw material and all-biobased n-decanol prepared therefrom

Similar Documents

Publication Publication Date Title
CN101138730B (en) Catalyzer for oxalic ester hydrogenation for synthesizing glycolate and method of preparing the same
CN101927168B (en) Nickel-based catalyst for preparing isopropyl alcohol by acetone hydrogenation and application thereof
CN101768142B (en) A kind of method by carbohydrate catalytic synthesis 2,5-furandicarbaldehyde
JP5328777B2 (en) Propylene glycol production method
CN106083529B (en) A kind of preparation method and bisphenol-A catalyst for hydrogenation of hydrogenated bisphenol A
CN103769095B (en) Hydrogenation of Dimethyl Oxalate reaction generates ethylene glycol catalyst and preparation method thereof
CN107721821B (en) Method for preparing 1, 3-propylene glycol
CN110354886A (en) A kind of nitrogen-doped carbon nickel-loaded cobalt dual-metal nanocatalyst, preparation method and application
CN112194577A (en) Method for preparing cyclopentanone compounds from furfural and furfural derivatives through aqueous phase hydrogenation rearrangement
CN105709778B (en) Catalyst for preparing 1, 3-propylene glycol by catalytic hydrogenation of 3-hydroxypropionaldehyde and preparation method and application thereof
CN101455976A (en) Effective catalyst used in hydrogenation of dimethyl oxalate to synthesizing ethylene glycol and production method thereof
CN108043411B (en) A kind of catalyst for preparing n-butanol by hydrogenation of n-butyraldehyde and preparation method thereof
CN114618491A (en) Preparation method of copper-based catalyst and method for preparing alkanol by catalytic hydrogenation of copper-based catalyst
CN104549339B (en) A kind of methane selectively oxidizing catalyst and its preparation method and application
CN104028267A (en) Method for preparing cyclohexane precious metal Ru catalyst by benzene selective hydrogenation
CN102806085B (en) Preparation method of catalyst for co-generating of isopropanol and diisobutyl ketone through acetone hydrogenation and application
CN106008156A (en) Preparation method of decyl alcohol
CN101745433A (en) glycol as catalyst prepared by hydrogenising oxalate as well as forming method and application thereof
CN102172530A (en) Catalyst for synthesizing isopropamide products, preparation method and application
CN109731596A (en) A kind of preparation method of modified copper-based catalyst for furfural hydrogenation to furfuryl alcohol
CN103752307A (en) Preparation method of core-shell structure catalyst used for preparing cyclohexene through selective hydrogenation of benzene
CN104399507A (en) Vanadium catalyst and method for catalytically synthesizing 2,3, 5-trimethylbenzoquinone by using same
CN101380576B (en) Catalyst for hydrogenolysis of rare glycerol to produce diatomic alcohol and preparation method thereof
CN101816934A (en) Catalyst for use in synthesis methylglycollate and glycol and preparation method thereof
CN111215077A (en) Catalyst for synthesizing isopropanol and preparation method and application thereof

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
WD01 Invention patent application deemed withdrawn after publication
WD01 Invention patent application deemed withdrawn after publication

Application publication date: 20161012