CA1067055A - Method for cold-milling cellulose derivatives - Google Patents
Method for cold-milling cellulose derivativesInfo
- Publication number
- CA1067055A CA1067055A CA221,298A CA221298A CA1067055A CA 1067055 A CA1067055 A CA 1067055A CA 221298 A CA221298 A CA 221298A CA 1067055 A CA1067055 A CA 1067055A
- Authority
- CA
- Canada
- Prior art keywords
- milling
- cold
- water
- cellulose
- weight
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B13/00—Conditioning or physical treatment of the material to be shaped
- B29B13/10—Conditioning or physical treatment of the material to be shaped by grinding, e.g. by triturating; by sieving; by filtering
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2301/00—Characterised by the use of cellulose, modified cellulose or cellulose derivatives
- C08J2301/08—Cellulose derivatives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2327/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers
- C08J2327/02—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers not modified by chemical after-treatment
- C08J2327/12—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
- C08J2327/18—Homopolymers or copolymers of tetrafluoroethylene
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S241/00—Solid material comminution or disintegration
- Y10S241/37—Cryogenic cooling
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Disintegrating Or Milling (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
Abstract of the Disclosure This invention relates to an improvement in the method for the cold-milling of a cellulose derivative, in which the cellulose deriva-tive is cooled by means of liquid nitrogen until it becomes brittle and the thus cooled cellulose derivative is milled in a mill, the improve-ment comprising cold-milling a cellulose derivative which is soluble or swellable in water and has a water content of between 40 and 150 per cent by weight, based on its dry weight, and which is, at 20°C, able to absorb, during swelling, more than 150 per cent by weight of water, based on its dry weight.
Description
~0671~55 K - 2 2 9 4 METHOD FOR COLD-MILLING CELLULOSE DERIVATIVES
The present invention relates to a method for cold-milling cellu-lose derivatives, in particular cellulose derivatives soluble or swell-able in water. In the method, the cellulose derivative is cooled by means of liquid nitrogen until it becomes brittle, and the thus cooled cellulose derivative is milled in a mill.
It is known to comminute organic high-molecular weight mater-ials, for example cellulose derivatives, at such a low temperature that they are embrittled. The cooling takes place by means of direct con-10 tact with liquid nitrogen and the mill is kept at so low a temperature,either by means of the cooled material or some other low-temperature cooling, that the material can be milled in its brittle state. High-polymer materials are embrittled when they have been cooled below the glass transition temperature of their amorphous parts. Material embrittled by means of cooling is not deformed when pulverized so that only sufficient energy for crushing is necessary for the milling.
For obvious reasons, dry or dried products so far have been milled acGording to the method of cold milling.
Furthermore, it is known to commlnute cellulose derivatives 20 soluble or swellable in water by milling them. The fibrous condition of the cellulose derivatives obtained from cellulose, however, consid-erably complicates their milling. Finely pulverized and well pourable methyl cellulose products so far have been produced, for example, by washing the raw product obtained in the etherification process nearly salt-free with hot water, drying it by centrifuging at a high tempera-ture to 50 per cent by weight of water based on wet methyl cellulose, and premixing the product obtained by kneading it with water at stan-dard temperature, i.e, causing it to start to gelatinize. This has q~:
1~6705~
taken place so far with the product having a water content of 60 to 70 per cent by weight (based on wet substance), then it was densified, granulated, dried, milled, and sorted.
Apart from the circumstantial preparation of the material for the actual milling, the degree of fineness is relatively low with the known method.
The object of the present invention is to provide a method for com-minuting cellulose derivatives soluble or swellable in water, in particular cellulose ethers, which method leads to a milled product having a high pro-portion of fine grain.
The method according to the invention involves cold-milling of a cellulose derivative which is soluble or swellable in water and has a water content of between 40 and 150 per cent by weight, based on its dry weight, and which is, at standard temperature (20), able to absorb, during swelling, more than 150 per cent by weight of water, based on its dry weight.
The method of the invention can be carried out by known methods, for example by one of the methods described in the journal "Kunststoffe", volume 63 (1973), No. 10, pages 742 and 749 or in the journal "Mitteilungen der Industrie" 1973, No. 11, pages 694 to 696.
According to the invention, the cellulose ether is, because of its relatively high water content, comminuted to a considerably higher degree ~han when comminuted in its dry state. This is shown by the milling results given in the table below. They were obkained by centrifuging, and at the same time heating, a water-soluble cellulose ether (methyl cellulose), which had been washed nearly salt-free after the etherification reaction, to a water content of 50 per cent by weight based on wet substance, and then cold-milling it the first time directly, 1~67055 i.e. with a water content of-50 per cent by weight, based on wet sub-stance (milling method A), and the second time by drying it to a water content of 10 per cent by weight, based on wet substance and then cold-milling it in the same apparatus tmilling method B) and sifting the two ground and dried cellulose ether powders into fractions of a decreasing grain size.
Whereas 89.9 per cent of the total weight of the cellulose ether comminuted according to milling method A (method according to the in-vention) has a maximum grain size of not more than 0, 3 mm, the corre-spondlng figure in milling method B (cold-milling after drying) is only 51.~ per cent, the proportion having a grain size of not more than 0.2 mm is 81.4 per cent in milling method A, and only 41.1 per cent in milling method B.
The method according to the invention is advantageous even when it is employed after the cellulose derivative has, before the milling, been densified and granulated in known manner, for example in order to obtain a ground product having a higher bulk denslty. The table below gives the result of such a method under method C. In this method t~e same water-soluble cellulose ether was densified before the cold-milling by means of a screw press and a perforated disc and Al granulated in its wet state in a cross-beater mill (Condux-mill) having a wire basket. Then the coarse granulate (1. S mm) having a water con-tent of 50 per cent by weight, based on wet substance, was cold-milled according to the invention. The table shows that of the cellu-lose ether comminuted and dried (10 per cent by weight of water, based on wet substance) according to milling method C, 90. 9 per cent by weight has a grain size of not more than 0 . 3 mm and 67 . 9 per cent by weight has a grain size of not more than 0 . 2 mm.
~ ~raJe trlark K~2294 . ~067~55 'rhe method of the invention has the advantages that it makes possible a very fine comminution of cellulose derivatives soluble or swellable in water and that it is highly effective. These advantage~
become particularly evident with the milling of non-ionic water-soluble cellulose ethers, such as methyl cellulose, methyl hydroxyethyl cellu-lose, methyl hydroxyproprl cellulose, hydroxyethyl cellulose, and hydroxypropyl cellulose, because it is especially difficult to commi-nute them by means of the known methods. The method according to the inventlon is therefore preferably employed in the comminution of non-ionogenic water-soluble cellulose ethers. Another advantage of the method is that the particles of ground cellulose have a fibrous struc-ture, which has a favorable influence on the speed of solution of water-soluble cellulose ethers in water. This applies to non-cross-linked cellulose ethers as well as to those cellulose ethers which are cross-linked, for example with glyoxal, before or after the application - of the milling method according to the invention in order to prevent as far as possible, the lumping of the particles when they are added to water during stirring :
.
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~; m o ~a~ 0 ~ ~ s s s ;5 ~
b6ZZ-~1 5
The present invention relates to a method for cold-milling cellu-lose derivatives, in particular cellulose derivatives soluble or swell-able in water. In the method, the cellulose derivative is cooled by means of liquid nitrogen until it becomes brittle, and the thus cooled cellulose derivative is milled in a mill.
It is known to comminute organic high-molecular weight mater-ials, for example cellulose derivatives, at such a low temperature that they are embrittled. The cooling takes place by means of direct con-10 tact with liquid nitrogen and the mill is kept at so low a temperature,either by means of the cooled material or some other low-temperature cooling, that the material can be milled in its brittle state. High-polymer materials are embrittled when they have been cooled below the glass transition temperature of their amorphous parts. Material embrittled by means of cooling is not deformed when pulverized so that only sufficient energy for crushing is necessary for the milling.
For obvious reasons, dry or dried products so far have been milled acGording to the method of cold milling.
Furthermore, it is known to commlnute cellulose derivatives 20 soluble or swellable in water by milling them. The fibrous condition of the cellulose derivatives obtained from cellulose, however, consid-erably complicates their milling. Finely pulverized and well pourable methyl cellulose products so far have been produced, for example, by washing the raw product obtained in the etherification process nearly salt-free with hot water, drying it by centrifuging at a high tempera-ture to 50 per cent by weight of water based on wet methyl cellulose, and premixing the product obtained by kneading it with water at stan-dard temperature, i.e, causing it to start to gelatinize. This has q~:
1~6705~
taken place so far with the product having a water content of 60 to 70 per cent by weight (based on wet substance), then it was densified, granulated, dried, milled, and sorted.
Apart from the circumstantial preparation of the material for the actual milling, the degree of fineness is relatively low with the known method.
The object of the present invention is to provide a method for com-minuting cellulose derivatives soluble or swellable in water, in particular cellulose ethers, which method leads to a milled product having a high pro-portion of fine grain.
The method according to the invention involves cold-milling of a cellulose derivative which is soluble or swellable in water and has a water content of between 40 and 150 per cent by weight, based on its dry weight, and which is, at standard temperature (20), able to absorb, during swelling, more than 150 per cent by weight of water, based on its dry weight.
The method of the invention can be carried out by known methods, for example by one of the methods described in the journal "Kunststoffe", volume 63 (1973), No. 10, pages 742 and 749 or in the journal "Mitteilungen der Industrie" 1973, No. 11, pages 694 to 696.
According to the invention, the cellulose ether is, because of its relatively high water content, comminuted to a considerably higher degree ~han when comminuted in its dry state. This is shown by the milling results given in the table below. They were obkained by centrifuging, and at the same time heating, a water-soluble cellulose ether (methyl cellulose), which had been washed nearly salt-free after the etherification reaction, to a water content of 50 per cent by weight based on wet substance, and then cold-milling it the first time directly, 1~67055 i.e. with a water content of-50 per cent by weight, based on wet sub-stance (milling method A), and the second time by drying it to a water content of 10 per cent by weight, based on wet substance and then cold-milling it in the same apparatus tmilling method B) and sifting the two ground and dried cellulose ether powders into fractions of a decreasing grain size.
Whereas 89.9 per cent of the total weight of the cellulose ether comminuted according to milling method A (method according to the in-vention) has a maximum grain size of not more than 0, 3 mm, the corre-spondlng figure in milling method B (cold-milling after drying) is only 51.~ per cent, the proportion having a grain size of not more than 0.2 mm is 81.4 per cent in milling method A, and only 41.1 per cent in milling method B.
The method according to the invention is advantageous even when it is employed after the cellulose derivative has, before the milling, been densified and granulated in known manner, for example in order to obtain a ground product having a higher bulk denslty. The table below gives the result of such a method under method C. In this method t~e same water-soluble cellulose ether was densified before the cold-milling by means of a screw press and a perforated disc and Al granulated in its wet state in a cross-beater mill (Condux-mill) having a wire basket. Then the coarse granulate (1. S mm) having a water con-tent of 50 per cent by weight, based on wet substance, was cold-milled according to the invention. The table shows that of the cellu-lose ether comminuted and dried (10 per cent by weight of water, based on wet substance) according to milling method C, 90. 9 per cent by weight has a grain size of not more than 0 . 3 mm and 67 . 9 per cent by weight has a grain size of not more than 0 . 2 mm.
~ ~raJe trlark K~2294 . ~067~55 'rhe method of the invention has the advantages that it makes possible a very fine comminution of cellulose derivatives soluble or swellable in water and that it is highly effective. These advantage~
become particularly evident with the milling of non-ionic water-soluble cellulose ethers, such as methyl cellulose, methyl hydroxyethyl cellu-lose, methyl hydroxyproprl cellulose, hydroxyethyl cellulose, and hydroxypropyl cellulose, because it is especially difficult to commi-nute them by means of the known methods. The method according to the inventlon is therefore preferably employed in the comminution of non-ionogenic water-soluble cellulose ethers. Another advantage of the method is that the particles of ground cellulose have a fibrous struc-ture, which has a favorable influence on the speed of solution of water-soluble cellulose ethers in water. This applies to non-cross-linked cellulose ethers as well as to those cellulose ethers which are cross-linked, for example with glyoxal, before or after the application - of the milling method according to the invention in order to prevent as far as possible, the lumping of the particles when they are added to water during stirring :
.
' ,.~ , ', ' ~067055 _ ~ In r~ . . o ~ o ~ o o C~
o U~ ~ _ ._ ~ ~ ~ a~
o u~
o .
~ o C~ E
C o ~ ~ a, ~ o ~
O ~D O ~ ~
~¦ . o ~r ~ ~ v~, ~: 5 o In ~ o E~ ~; ~ ~ a~ o I o ~
ll l ~~:
.~ ~ ~ t~
V o ~
~ CO C`~ ~
o o o o ~ . ~, ~ a o o O ~ ~
~; m o ~a~ 0 ~ ~ s s s ;5 ~
b6ZZ-~1 5
Claims (3)
1. In the method for the cold-milling of a cellulose derivative, in which the cellulose derivative is cooled by means of liquid nitrogen until it becomes brittle and the thus cooled cellulose derivative is milled in a mill, the improvement comprising cold-milling a cellulose derivative which is soluble or swellable in water and has a water content of be-tween 40 and 150 per cent by weight, based on its dry weight, and which is, at 20°C, able to absorb, during swelling, more than 150 per cent by weight of water, based on its dry weight.
2. A method according to claim 1 in which the cellulose derivative which is cold-milled is a non-ionic water-soluble cellulose ether.
3. A method according to claim 1 in which the water content of the cold-milled cellulose derivative is reduced by heating it.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2410789A DE2410789C2 (en) | 1974-03-07 | 1974-03-07 | Process for cold grinding of cellulose derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1067055A true CA1067055A (en) | 1979-11-27 |
Family
ID=5909295
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA221,298A Expired CA1067055A (en) | 1974-03-07 | 1975-03-05 | Method for cold-milling cellulose derivatives |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4044198A (en) |
| JP (1) | JPS50121859A (en) |
| BE (1) | BE826274A (en) |
| CA (1) | CA1067055A (en) |
| DE (1) | DE2410789C2 (en) |
| FR (1) | FR2263035B1 (en) |
| GB (1) | GB1459724A (en) |
| NL (1) | NL168534C (en) |
| SE (1) | SE406595B (en) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4329451A (en) * | 1980-11-03 | 1982-05-11 | The Dow Chemical Company | Preparing an aqueous dispersion of colloidal size particles of a water-insoluble polysaccharide derivative |
| US4474949A (en) * | 1983-05-06 | 1984-10-02 | Personal Products Company | Freeze dried microfibrilar cellulose |
| DE3839831A1 (en) * | 1988-11-25 | 1990-05-31 | Hoechst Ag | METHOD AND DEVICE FOR PRODUCT-FRIENDLY GRINDING AND SIMULTANEOUS DRYING OF DAMP CELLULOSE ETHERS |
| DE19641781A1 (en) * | 1996-10-10 | 1998-04-16 | Clariant Gmbh | Method and device for the simultaneous grinding and drying of a ground material containing moist cellulose ether |
| DE10009411A1 (en) * | 2000-02-28 | 2001-08-30 | Wolff Walsrode Ag | Process for the preparation of pulverulent water-soluble cellulose derivatives using a steam / inert gas mixture or steam / air mixture as transport and heat transfer gas |
| DE10009409A1 (en) | 2000-02-28 | 2001-08-30 | Wolff Walsrode Ag | Production of water-soluble cellulose derivatives as fine powder, for use as e.g. paint binders or thickeners, involves dissolution or swelling in water and drying with heat transfer-carrier gas in a high-speed rotary impact mill |
| US7648962B2 (en) * | 2002-11-26 | 2010-01-19 | Biocon Limited | Natriuretic compounds, conjugates, and uses thereof |
| JP2004269511A (en) * | 2003-02-18 | 2004-09-30 | Shin Etsu Chem Co Ltd | Skin or hair care cosmetic composition |
| DE102004020686B3 (en) | 2004-04-28 | 2006-01-05 | Se Tylose Gmbh & Co. Kg | Method and apparatus for grinding cellulose |
| DE102005004893B4 (en) * | 2005-02-03 | 2011-02-10 | Dow Global Technologies Inc., Midland | Process for shaping cellulose ethers |
| FI120625B (en) * | 2005-08-17 | 2009-12-31 | Valtion Teknillinen | Starch based fiber web filler and coating pigment composition and process for its manufacture |
| JP5390514B2 (en) * | 2007-01-24 | 2014-01-15 | ダウ グローバル テクノロジーズ エルエルシー | Method for producing alkali cellulose or cellulose derivative |
| US7900857B2 (en) | 2008-07-17 | 2011-03-08 | Xyleco, Inc. | Cooling and processing materials |
| US8727246B2 (en) * | 2009-10-14 | 2014-05-20 | Dow Global Technologies Llc | Process for dry-grinding a polysaccharide derivative |
| MX2016013830A (en) * | 2015-10-27 | 2017-05-10 | Shinetsu Chemical Co | Methods and apparatus to analyze and adjust age demographic information. |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2057163A (en) * | 1934-06-16 | 1936-10-13 | Brown Co | Preparation of solutions of hydroxy-cellulose ethers |
| US2288200A (en) * | 1937-05-15 | 1942-06-30 | Meyer Georg | Process for the production of water-soluble cellulose ethers in powder form |
| US2160106A (en) * | 1937-05-27 | 1939-05-30 | Du Pont | Process of dissolving alkali soluble cellulose derivatives |
| US2331864A (en) * | 1942-03-20 | 1943-10-12 | Dow Chemical Co | Method of preparing powdered cellulose ethers quickly soluble in cold water |
| US2331865A (en) * | 1942-03-20 | 1943-10-12 | Dow Chemical Co | Method of preparing cold-watersoluble powdered cellulose ethers |
| US2833758A (en) * | 1952-04-05 | 1958-05-06 | Henkel & Cie Gmbh | Method of producing rapidly soluble cellulose ether powders |
| US3251824A (en) * | 1961-08-22 | 1966-05-17 | Fmc Corp | Method of preparing stable aqueous dispersion-forming cellulosic aggregates |
| US3428584A (en) * | 1965-07-15 | 1969-02-18 | Gulf General Atomic Inc | Freeze-dried membrane and method of treating same |
-
1974
- 1974-03-07 DE DE2410789A patent/DE2410789C2/en not_active Expired
- 1974-05-02 NL NLAANVRAGE7405907,A patent/NL168534C/en not_active IP Right Cessation
-
1975
- 1975-02-28 SE SE7502297A patent/SE406595B/en unknown
- 1975-03-03 JP JP50025857A patent/JPS50121859A/ja active Pending
- 1975-03-04 BE BE153989A patent/BE826274A/en unknown
- 1975-03-04 FR FR7506660A patent/FR2263035B1/fr not_active Expired
- 1975-03-05 CA CA221,298A patent/CA1067055A/en not_active Expired
- 1975-03-06 GB GB935775A patent/GB1459724A/en not_active Expired
- 1975-03-06 US US05/556,053 patent/US4044198A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| SE406595B (en) | 1979-02-19 |
| NL168534B (en) | 1981-11-16 |
| US4044198A (en) | 1977-08-23 |
| DE2410789B1 (en) | 1975-09-11 |
| BE826274A (en) | 1975-09-04 |
| FR2263035B1 (en) | 1979-08-24 |
| SE7502297L (en) | 1975-09-08 |
| GB1459724A (en) | 1976-12-31 |
| NL168534C (en) | 1982-04-16 |
| JPS50121859A (en) | 1975-09-25 |
| DE2410789C2 (en) | 1980-08-07 |
| NL7405907A (en) | 1975-09-09 |
| FR2263035A1 (en) | 1975-10-03 |
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