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WO1993025584A1 - Process for activation of cellulose - Google Patents

Process for activation of cellulose

Info

Publication number
WO1993025584A1
WO1993025584A1 PCT/US1993/005164 US9305164W WO9325584A1 WO 1993025584 A1 WO1993025584 A1 WO 1993025584A1 US 9305164 W US9305164 W US 9305164W WO 9325584 A1 WO9325584 A1 WO 9325584A1
Authority
WO
WIPO (PCT)
Prior art keywords
range
cellulose
activation
streams
weight percent
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.)
Ceased
Application number
PCT/US1993/005164
Other languages
French (fr)
Other versions
WO1993025584A2 (en
WO1993025584A3 (en
Inventor
Melvin Glenn Mitchell
James Stafford Maginnis, Jr.
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.)
Eastman Chemical Co
Original Assignee
Eastman Chemical Co
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 Eastman Chemical Co filed Critical Eastman Chemical Co
Priority to EP93921169A priority Critical patent/EP0644901A1/en
Priority to BR9306539A priority patent/BR9306539A/en
Priority to JP6501538A priority patent/JPH08501326A/en
Priority to KR1019940704224A priority patent/KR950701649A/en
Publication of WO1993025584A1 publication Critical patent/WO1993025584A1/en
Publication of WO1993025584A2 publication Critical patent/WO1993025584A2/en
Publication of WO1993025584A3 publication Critical patent/WO1993025584A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Definitions

  • This invention relates to a process for activation of cellulose wherein the cellulose is subjected to high agitation for a short period of time.
  • the wood pulp In the manufacture of cellulose acetate beginning with wood pulp, the wood pulp is typically supplied to the manufacturer in the form of a relatively dense sheet which is either wound in compact rolls or is compressed into bales. The wood pulp does not readily disintegrate to form a composition capable of under going acetylation and therefore the sheets of wood pulp must be prepared for the acetylation step in a prior step typically referred to as "activation".
  • the activation step can be conducted by mechanically sub—dividing the sheet of wood pulp and then contacting the units of sub—divided wood pulp with acetic materials for a period of time.
  • the activation processes of the prior art are effective in producing a composition which can be satisfactorily acetylated, these processes require relatively long periods of time.
  • the activation processes of the prior art typically require times of several hours and often require times of more than 2 hours. Due to the time value of capital, it would be very desirable to reduce the time required to conduct the activation process.
  • the wood pulp often called cellulose, which is useful in our process can comprise any of the wood pulps typically sold in the trade. Specific examples of suitable cellulose include southern and Canadian hardwoods and softwoods.
  • the units of cellulose sheet must have a cross sectional diameter of less that 2 inches. This can be accomplished by mechanically sub-dividing the sheet of cellulose into units of this size by methods well known in the art, such as a hammer mill.
  • the amount of cellulose which is introduced into the activation zone is broadly in the range of 1 to 60 weight percent, preferably in the range of 30 to 55 weight percent, based on the combined weight of the cellulose, water, acetic acid and catalyst.
  • the cellulose can be introduced into the activation zone by conventional means such as allowing the cellulose units to fall under the influence of gravity from the means to sub-divide the units into the activation zone.
  • the cellulose is sub ⁇ divided in a hammer mill and the units of sub-divided cellulose are allowed to fall from the exit of the hammer mill into the entry port of the apparatus used to perform the high agitation.
  • the amount of water in the which is introduced into the activation zone is broadly in the range of 0 to 99 weight percent, preferable in the range of 2 to 20 weight percent, based on the combined weight of the cellulose, water, acetic acid and catalyst.
  • the water is introduced into the activation zone using conventional means, preferably being pumped under pressure.
  • the first step of the process of this invention has been described as introducing a first stream of both cellulose and water into the activation zone. While the preferred embodiment is for both the cellulose and water to be combined into one stream it is fully within the scope of the invention for the cellulose and water to be introduced into the activation zone as separate streams.
  • the acetic acid useful in the second step of the process of this invention is the type typically used in the preparation of cellulose acetate and is well known in the art. Preferably glacial acetic acid is used.
  • the catalyst useful in the second step of the process of this invention can be methane sulfonic acid, methane disulfonic acid, sulfoacetic acid, sulfuryl chloride or sulfuric acid.
  • the catalyst is sulfuric acid and more preferably is 98% sulfuric acid.
  • the acetic acid and catalyst are introduced into the activation zone using conventional means, preferably being pumped under pressure.
  • the second step of the process of this invention has been described as introducing a second stream of both acetic acid and catalyst into the activation zone. While the preferred embodiment is for the acetic acid and catalyst to be combined into one stream it is fully within the scope of the invention for these materials to be introduced into the activation zone as separate streams.
  • the amount of acetic acid is broadly in the range of 1 to 99 weight percent, preferably in the range of 30 to 50 weight percent, based on the combined weight of the cellulose, water, acetic acid and catalyst.
  • the amount of catalyst is broadly in the range of 0.2 to 6 weight percent, preferably in the range of 1 to 3 weight percent, based on the combined weight of cellulose, water, acetic acid and catalyst.
  • the process of this invention can be operated either as a batch process or a continuous process.
  • the process in operated as a continuous process.
  • This invention has been described in terms of first introducing the stream of cellulose and water into the activation zone and then introducing the stream of acetic acid and catalyst into the activation zone.
  • the process is operated continuously and both of these streams are introduced into the activation zone simultaneously. If the process is practiced on a batch basis, the streams can be introduced in any order or can be introduced simultaneously.
  • the activation composition is agitated within a particular range.
  • the range is expressed in terms of the requirement for electrical energy to mechanically perform the agitation and is broadly in the range of 0.04 to 4.0 kilowatts per pound, preferably 0.1 to l kilowatts per pound, of the combined weight of cellulose, water, acetic acid and catalyst.
  • the apparatus is often called a high consistency mixer by those skilled in the art.
  • the apparatus is a Model 48 Micar High Consistency mixer sold by Black Clawson, Shartle Division.
  • Other apparatus suitable for use in this invention are disclosed in U.S. 4,016,353.
  • the apparatus is a Model 48 Micar High Consistency mixer
  • the first stream is introduced into the hopper of the apparatus and the second stream is introduced into the highly agitated mixing barrel.
  • the period of time the activation composition is subjected to the high rate of agitation is an extremely important feature of this invention.
  • the period of time the activation mixture is subjected to the high rate of agitation is broadly less than 10 seconds, preferably less than 5 seconds.
  • the activation composition is subjected to the high rate of agitation for the specific period of time by operating the mixer continuously and adjusting the rotor/stator configuration.
  • activation process we mean that the composition which exits from the mixer can, in some instances, be fully activated and therefore can be immediately introduced into the acetylation step without the necessity to age the composition for a period of time.
  • the composition which exits from the mixer is not fully activated and must be aged prior to introduction of the composition into the acetylation step. Whether any additional aging is required, or how much additional aging is required, varies widely depending on numerous factors understood by those skilled in the art, such as the temperature of the composition, the type of catalyst and the amount of catalyst.
  • the composition is aged for a period of time in the range of 10 minutes to 3 hours, preferably 20 minutes to 40 minutes.
  • an advantage of this invention is that the time for the activation step is significantly decreased over the prior art. Thus, even when aging is required the combination of the time required for agitation and the time required for aging is still significantly less than the time for the activation steps of the prior art.
  • a hammer mill is positioned such that the output of sub-divided cellulose units will fall into the hopper of a Model 48 Micar High Consistency mixer sold by Black Clawson, Shartle Division.
  • the highly agitated mixing barrel entry port of the mixer is adapted with piping to receive the a stream of acetic acid and sulfuric acid.
  • a continuous activation process is then conducted wherein a roll of hardwood cellulose containing water is fed into the hammer mill at ambient conditions and sub— divided into units having a cross sectional diameter of less than 2 inches which fall into the hopper of the continuously operating mixer.
  • the composition of this stream is 96 lbs/min cellulose and 4 lbs/min water.
  • 84 lbs/min acetic acid and 4 lbs/inin sulfuric acid are continuously pumped into the mixer through the highly agitated mixing barrel entry port.
  • the rate of agitation is adjusted to 1.5 to 2.5 kilowatts per pound of the combined weight of all four components. Based on the physical configuration of the mixer, the time the activation composition is subjected to this rate of agitation for 1 to 3 seconds.
  • composition exiting from the mixer was aged 20 to 40 minutes to become fully activated and fed to a conventional acetylation process and successfully acetylated into a product which was further processed by conventional means into commercially acceptable cellulose acetate.

Abstract

Disclosed is a process comprising: A) introducing cellulose and water into an activation zone; B) introducing acetic acid and sulfuric acid into the activation zone; and C) subjecting the cellulose, water, acetic acid and a catalyst to an agitation in the range of 0.04 to 4.0 kilowatts per pound of the combined weight of the cellulose, water, acetic acid and sulfuric acid for a period of time of less than 10 seconds.

Description

PROCESS FOR ACTIVATION OF CELLULOSE
This invention relates to a process for activation of cellulose wherein the cellulose is subjected to high agitation for a short period of time.
In the manufacture of cellulose acetate beginning with wood pulp, the wood pulp is typically supplied to the manufacturer in the form of a relatively dense sheet which is either wound in compact rolls or is compressed into bales. The wood pulp does not readily disintegrate to form a composition capable of under going acetylation and therefore the sheets of wood pulp must be prepared for the acetylation step in a prior step typically referred to as "activation".
In accordance with methods well known in the art, the activation step can be conducted by mechanically sub—dividing the sheet of wood pulp and then contacting the units of sub—divided wood pulp with acetic materials for a period of time.
Although the activation processes of the prior art are effective in producing a composition which can be satisfactorily acetylated, these processes require relatively long periods of time. For example, the activation processes of the prior art typically require times of several hours and often require times of more than 2 hours. Due to the time value of capital, it would be very desirable to reduce the time required to conduct the activation process.
We have now discovered a process for the activation of cellulose which can be conducted in an extremely short period of time compared to the processes of the prior art. We have accomplished the objective of conducting the activation process in a very short time by subjecting the activation composition to a very high rate of agitation. In summary, our invention can be thought of as a process comprising
(A) introducing cellulose and water into an activation zone, (B) introducing acetic acid and a catalyst into the activation zone, (C) subjecting the cellulose, water, acetic acid and catalyst to an agitation in the range of 0.04 to 4.0 kilowatts per pound of the combined weight of the first and second streams for a period of time of less than 10 seconds. The wood pulp, often called cellulose, which is useful in our process can comprise any of the wood pulps typically sold in the trade. Specific examples of suitable cellulose include southern and Canadian hardwoods and softwoods.
The units of cellulose sheet must have a cross sectional diameter of less that 2 inches. This can be accomplished by mechanically sub-dividing the sheet of cellulose into units of this size by methods well known in the art, such as a hammer mill.
The amount of cellulose which is introduced into the activation zone is broadly in the range of 1 to 60 weight percent, preferably in the range of 30 to 55 weight percent, based on the combined weight of the cellulose, water, acetic acid and catalyst.
The cellulose can be introduced into the activation zone by conventional means such as allowing the cellulose units to fall under the influence of gravity from the means to sub-divide the units into the activation zone. Preferably, the cellulose is sub¬ divided in a hammer mill and the units of sub-divided cellulose are allowed to fall from the exit of the hammer mill into the entry port of the apparatus used to perform the high agitation.
The amount of water in the which is introduced into the activation zone is broadly in the range of 0 to 99 weight percent, preferable in the range of 2 to 20 weight percent, based on the combined weight of the cellulose, water, acetic acid and catalyst.
The water is introduced into the activation zone using conventional means, preferably being pumped under pressure.
The first step of the process of this invention has been described as introducing a first stream of both cellulose and water into the activation zone. While the preferred embodiment is for both the cellulose and water to be combined into one stream it is fully within the scope of the invention for the cellulose and water to be introduced into the activation zone as separate streams.
The acetic acid useful in the second step of the process of this invention is the type typically used in the preparation of cellulose acetate and is well known in the art. Preferably glacial acetic acid is used.
The catalyst useful in the second step of the process of this invention can be methane sulfonic acid, methane disulfonic acid, sulfoacetic acid, sulfuryl chloride or sulfuric acid. Preferably the catalyst is sulfuric acid and more preferably is 98% sulfuric acid.
The acetic acid and catalyst are introduced into the activation zone using conventional means, preferably being pumped under pressure. The second step of the process of this invention has been described as introducing a second stream of both acetic acid and catalyst into the activation zone. While the preferred embodiment is for the acetic acid and catalyst to be combined into one stream it is fully within the scope of the invention for these materials to be introduced into the activation zone as separate streams.
The amount of acetic acid is broadly in the range of 1 to 99 weight percent, preferably in the range of 30 to 50 weight percent, based on the combined weight of the cellulose, water, acetic acid and catalyst.
The amount of catalyst is broadly in the range of 0.2 to 6 weight percent, preferably in the range of 1 to 3 weight percent, based on the combined weight of cellulose, water, acetic acid and catalyst.
The process of this invention can be operated either as a batch process or a continuous process. Preferably, the process in operated as a continuous process. This invention has been described in terms of first introducing the stream of cellulose and water into the activation zone and then introducing the stream of acetic acid and catalyst into the activation zone. Preferably, the process is operated continuously and both of these streams are introduced into the activation zone simultaneously. If the process is practiced on a batch basis, the streams can be introduced in any order or can be introduced simultaneously.
Agitation of the activation composition is a critical feature of this invention. In this invention, the activation composition is agitated within a particular range. The range is expressed in terms of the requirement for electrical energy to mechanically perform the agitation and is broadly in the range of 0.04 to 4.0 kilowatts per pound, preferably 0.1 to l kilowatts per pound, of the combined weight of cellulose, water, acetic acid and catalyst.
Mechanical apparatus required to achieve this rate of agitation is well known in the art and is commercially available. Since a mixing function is inevitably associated with the high rate of agitation, this apparatus is often referred to as a "mixer". Specifically, the apparatus is often called a high consistency mixer by those skilled in the art. Preferably the apparatus is a Model 48 Micar High Consistency mixer sold by Black Clawson, Shartle Division. Other apparatus suitable for use in this invention are disclosed in U.S. 4,016,353.
In the preferred embodiment where the apparatus is a Model 48 Micar High Consistency mixer the first stream is introduced into the hopper of the apparatus and the second stream is introduced into the highly agitated mixing barrel.
The period of time the activation composition is subjected to the high rate of agitation is an extremely important feature of this invention. The period of time the activation mixture is subjected to the high rate of agitation is broadly less than 10 seconds, preferably less than 5 seconds. The activation composition is subjected to the high rate of agitation for the specific period of time by operating the mixer continuously and adjusting the rotor/stator configuration.
The process of this invention has been described as an "activation process". By the term "activation process" we mean that the composition which exits from the mixer can, in some instances, be fully activated and therefore can be immediately introduced into the acetylation step without the necessity to age the composition for a period of time. By this term we also mean that the composition which exits from the mixer is not fully activated and must be aged prior to introduction of the composition into the acetylation step. Whether any additional aging is required, or how much additional aging is required, varies widely depending on numerous factors understood by those skilled in the art, such as the temperature of the composition, the type of catalyst and the amount of catalyst. Typically, the composition is aged for a period of time in the range of 10 minutes to 3 hours, preferably 20 minutes to 40 minutes.
As has been discussed earlier, an advantage of this invention is that the time for the activation step is significantly decreased over the prior art. Thus, even when aging is required the combination of the time required for agitation and the time required for aging is still significantly less than the time for the activation steps of the prior art.
The practice of this invention can be illustrated by the following example.
A hammer mill is positioned such that the output of sub-divided cellulose units will fall into the hopper of a Model 48 Micar High Consistency mixer sold by Black Clawson, Shartle Division. The highly agitated mixing barrel entry port of the mixer is adapted with piping to receive the a stream of acetic acid and sulfuric acid. A continuous activation process is then conducted wherein a roll of hardwood cellulose containing water is fed into the hammer mill at ambient conditions and sub— divided into units having a cross sectional diameter of less than 2 inches which fall into the hopper of the continuously operating mixer. The composition of this stream is 96 lbs/min cellulose and 4 lbs/min water. 84 lbs/min acetic acid and 4 lbs/inin sulfuric acid are continuously pumped into the mixer through the highly agitated mixing barrel entry port. The rate of agitation is adjusted to 1.5 to 2.5 kilowatts per pound of the combined weight of all four components. Based on the physical configuration of the mixer, the time the activation composition is subjected to this rate of agitation for 1 to 3 seconds.
The composition exiting from the mixer was aged 20 to 40 minutes to become fully activated and fed to a conventional acetylation process and successfully acetylated into a product which was further processed by conventional means into commercially acceptable cellulose acetate.

Claims

Claims
1. A process comprising (A) introducing into an activation zone a first stream comprising cellulose which has a cross sectional diameter of less than 2 inches and is in the range of 1 to 60 weight percent and water in the range of 0 to 99 weight percent, based on the combined weight of the first and second streams,
(B) introducing into the activation zone a second stream comprising acetic acid in the range of 1 to 99 weight percent and a catalyst selected from the group consisting of methane sulfonic acid, methane disulfonic acid, sulfoacetic acid, sulfuryl chloride and sulfuric acid in the range of 0.2 to 6 weight percent, based on the combined weight of the first and second streams, and
(C) subjecting the first and second streams to an agitation in the range of 0.04 to 4.0 kilowatts per pound of the combined weight of the first and second streams for a period of time of less than 10 seconds.
2. A process comprising
(A) introducing into an activation zone a first stream comprising cellulose which has a cross sectional diameter of less than 2 inches and is in the range of 30 to 55 weight percent and water in the range of 2 to 20 weight percent, based on the combined weight of the first and second streams, (B) introducing into the activation zone a second stream comprising acetic acid in the range of 30 to 50 weight percent and sulfuric acid in the range of 1 to 3 weight percent, based on the combined weight of the first and second streams, and
(C) subjecting the first and second streams to an agitation in the range of 0.1 to 1 kilowatts per pound of the combined weight of the first and second streams for a period of time of less than 5 seconds.
PCT/US1993/005164 1992-06-11 1993-06-01 Process for activation of cellulose Ceased WO1993025584A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP93921169A EP0644901A1 (en) 1992-06-11 1993-06-01 Process for activation of cellulose
BR9306539A BR9306539A (en) 1992-06-11 1993-06-01 Process for cellulose activation
JP6501538A JPH08501326A (en) 1992-06-11 1993-06-01 Cellulose activation method
KR1019940704224A KR950701649A (en) 1992-06-11 1993-06-01 PROCESS FOR ACTIVATION OF CELLULOSE

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US89711392A 1992-06-11 1992-06-11
US897,113 1992-06-11

Publications (3)

Publication Number Publication Date
WO1993025584A1 true WO1993025584A1 (en) 1993-12-23
WO1993025584A2 WO1993025584A2 (en) 1993-12-23
WO1993025584A3 WO1993025584A3 (en) 1994-02-17

Family

ID=25407353

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1993/005164 Ceased WO1993025584A2 (en) 1992-06-11 1993-06-01 Process for activation of cellulose

Country Status (6)

Country Link
EP (1) EP0644901A1 (en)
JP (1) JPH08501326A (en)
KR (1) KR950701649A (en)
BR (1) BR9306539A (en)
CA (1) CA2136733A1 (en)
WO (1) WO1993025584A2 (en)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5973139A (en) * 1998-02-06 1999-10-26 Eastman Chemical Company Carboxylated cellulose esters
US20080071078A1 (en) * 2006-09-19 2008-03-20 Kizer Lawton E Method of making cellulose ester polymer and pre-treating cellulose for the manufacture of cellulose ester polymer
DE102008035401B4 (en) * 2008-07-29 2011-04-21 List Holding Ag Process for the continuous catalytic acetylation of polysaccharides
EA024275B1 (en) * 2013-04-09 2016-09-30 Сумгаитский Государственный Университет Process for producing activated cellulose
EA024244B1 (en) * 2013-04-09 2016-08-31 Сумгаитский Государственный Университет Process for producing cellulose powder
EA024220B1 (en) * 2013-04-30 2016-08-31 Сумгаитский Государственный Университет Process for producing activated cellulose powder
EA024257B1 (en) * 2013-05-24 2016-08-31 Сумгаитский Государственный Университет Process for cellulose activation
EA024276B1 (en) * 2013-06-19 2016-09-30 Сумгаитский Государственный Университет Process for cellulose activation
JP5816395B1 (en) 2014-07-14 2015-11-18 株式会社ダイセル Method for crushing pulp for producing cellulose acetate and method for producing cellulose acetate
RU2609803C1 (en) * 2015-09-28 2017-02-06 Общество с ограниченной ответственностью "Твин Технолоджи Компани" Ways to enhance quality and reactivity of cellulose
WO2023137154A1 (en) 2022-01-14 2023-07-20 Greenkey Llc Process for treating land-based plant and marine-based biomasses
WO2024151285A1 (en) 2023-01-13 2024-07-18 Greenkey Llc Process for treating terrestrial-based and marine-based biomasses

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4016353A (en) * 1975-04-14 1977-04-05 Crown Zellerbach Corporation Process for producing organic acid esters of cellulose
JP2999293B2 (en) * 1991-07-02 2000-01-17 ダイセル化学工業株式会社 Method for producing cellulose acetate

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