DE1469507A1 - Verfahren zur Aldehydbehandlung (Formalisierung) von Zellulose,Zelluloseestern und Staerke - Google Patents
Verfahren zur Aldehydbehandlung (Formalisierung) von Zellulose,Zelluloseestern und StaerkeInfo
- Publication number
- DE1469507A1 DE1469507A1 DE1965W0039204 DEW0039204A DE1469507A1 DE 1469507 A1 DE1469507 A1 DE 1469507A1 DE 1965W0039204 DE1965W0039204 DE 1965W0039204 DE W0039204 A DEW0039204 A DE W0039204A DE 1469507 A1 DE1469507 A1 DE 1469507A1
- Authority
- DE
- Germany
- Prior art keywords
- formaldehyde
- aldehyde
- carbamate
- treated
- cellulose
- 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.)
- Granted
Links
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- 238000000034 method Methods 0.000 title claims description 21
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- 238000011282 treatment Methods 0.000 title claims description 18
- 229920002472 Starch Polymers 0.000 title claims description 6
- 239000008107 starch Substances 0.000 title claims description 6
- 235000019698 starch Nutrition 0.000 title claims description 6
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 title claims 6
- 230000008569 process Effects 0.000 title description 12
- 239000000203 mixture Substances 0.000 claims description 35
- -1 alkyl carbamate Chemical compound 0.000 claims description 29
- GTCAXTIRRLKXRU-UHFFFAOYSA-N methyl carbamate Chemical compound COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 claims description 25
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 16
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 16
- 239000003054 catalyst Substances 0.000 claims description 12
- 239000007859 condensation product Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000002837 carbocyclic group Chemical group 0.000 claims 2
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- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 27
- 150000001299 aldehydes Chemical class 0.000 description 26
- 239000000126 substance Substances 0.000 description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 23
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- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 10
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 9
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- 238000006243 chemical reaction Methods 0.000 description 4
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
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- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
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- 238000010521 absorption reaction Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000008043 acidic salts Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
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- 230000008021 deposition Effects 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
- 229940015043 glyoxal Drugs 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- 229940050906 magnesium chloride hexahydrate Drugs 0.000 description 2
- DHRRIBDTHFBPNG-UHFFFAOYSA-L magnesium dichloride hexahydrate Chemical compound O.O.O.O.O.O.[Mg+2].[Cl-].[Cl-] DHRRIBDTHFBPNG-UHFFFAOYSA-L 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
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- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
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- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- OERNJTNJEZOPIA-UHFFFAOYSA-N zirconium nitrate Chemical compound [Zr+4].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O OERNJTNJEZOPIA-UHFFFAOYSA-N 0.000 description 2
- PCTMTFRHKVHKIS-BMFZQQSSSA-N (1s,3r,4e,6e,8e,10e,12e,14e,16e,18s,19r,20r,21s,25r,27r,30r,31r,33s,35r,37s,38r)-3-[(2r,3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10 Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2.O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 PCTMTFRHKVHKIS-BMFZQQSSSA-N 0.000 description 1
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 1
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- 239000012209 synthetic fiber Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000004577 thatch Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 238000004018 waxing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/46—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/59—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/12—Aldehydes; Ketones
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/12—Aldehydes; Ketones
- D06M13/127—Mono-aldehydes, e.g. formaldehyde; Monoketones
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31942—Of aldehyde or ketone condensation product
- Y10T428/31949—Next to cellulosic
- Y10T428/31953—Modified or regenerated cellulose
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2369—Coating or impregnation improves elasticity, bendability, resiliency, flexibility, or shape retention of the fabric
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Textile Engineering (AREA)
- Materials Engineering (AREA)
- Biochemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Particle Accelerators (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US37211364A | 1964-06-02 | 1964-06-02 | |
| US45103365 US3420696A (en) | 1964-06-02 | 1965-04-26 | Aldehyde fixation on polymeric material |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1469507A1 true DE1469507A1 (de) | 1969-01-23 |
Family
ID=27005648
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1965W0039204 Granted DE1469507A1 (de) | 1964-06-02 | 1965-05-22 | Verfahren zur Aldehydbehandlung (Formalisierung) von Zellulose,Zelluloseestern und Staerke |
Country Status (15)
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3584000A (en) * | 1967-09-19 | 1971-06-08 | Us Agriculture | Certain phenyl n-aryl or n-heteroaryl carbamates and derivatives thereof |
| US3622261A (en) * | 1968-09-16 | 1971-11-23 | West Point Pepperell Inc | Buffered aldehyde fixation composition |
| US3606994A (en) * | 1969-07-23 | 1971-09-21 | Us Agriculture | Process for finishing cotton with carbamate crosslinking agents formed in situ in the fibers |
| DE2262934A1 (de) * | 1972-12-22 | 1974-06-27 | Hoechst Ag | Verfahren zum veredeln von 2 1/2acetat-faserstoffen |
| US4396390A (en) * | 1981-09-04 | 1983-08-02 | Springs Mills, Inc. | Aqueous formaldehyde textile finishing process |
| US4478891A (en) * | 1982-09-30 | 1984-10-23 | Ab Statens Skogsindustrier | Method of reducing the emission of formaldehyde from particle board bound with carbamide resin |
| US6511928B2 (en) * | 1998-09-30 | 2003-01-28 | The Procter & Gamble Company | Rayon fabric with substantial shrink-resistant properties |
| US6375685B2 (en) | 1997-05-13 | 2002-04-23 | The Procter & Gamble Company | Textile finishing process |
| WO1999058758A1 (en) * | 1998-05-11 | 1999-11-18 | The Procter & Gamble Company | Durable press/wrinkle-free process |
| US6565612B2 (en) * | 1998-09-30 | 2003-05-20 | The Procter & Gamble Company | Shrink resistant rayon fabrics |
| EP1268916A2 (en) * | 2000-03-29 | 2003-01-02 | The Procter & Gamble Company | Methods for improving brightness of fabrics and fabrics of improved brightness |
| US20020031970A1 (en) * | 2000-03-29 | 2002-03-14 | The Procter & Gamble Company | Methods for improving water absorbency of fabrics and fabrics with improved properties |
| DE102005013053A1 (de) * | 2005-05-23 | 2006-11-30 | BSH Bosch und Siemens Hausgeräte GmbH | Kondensations-Wäschetrockner |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL279381A (enrdf_load_stackoverflow) * | 1961-06-06 | |||
| US3144299A (en) * | 1961-06-06 | 1964-08-11 | Jr John G Frick | Wrinkle resistance finish for cellulosic textiles |
| US3160469A (en) * | 1962-07-19 | 1964-12-08 | Sidney L Vail | Biscarbamate-formaldehyde adducts for wrinkle resistance finishes |
-
1965
- 1965-04-26 US US45103365 patent/US3420696A/en not_active Expired - Lifetime
- 1965-05-04 IL IL23476A patent/IL23476A/en unknown
- 1965-05-21 FI FI122965A patent/FI43864B/fi active
- 1965-05-22 DE DE1965W0039204 patent/DE1469507A1/de active Granted
- 1965-05-24 CH CH727065A patent/CH557447A/de not_active IP Right Cessation
- 1965-05-25 GB GB2202565A patent/GB1118741A/en not_active Expired
- 1965-05-25 GB GB705168A patent/GB1118742A/en not_active Expired
- 1965-05-25 SE SE689865A patent/SE325861B/xx unknown
- 1965-05-28 AT AT486965A patent/AT268189B/de active
- 1965-05-28 AT AT113067A patent/AT274729B/de active
- 1965-05-31 DK DK274165A patent/DK120632B/da unknown
- 1965-05-31 LU LU48722D patent/LU48722A1/xx unknown
- 1965-05-31 NO NO158289A patent/NO123814B/no unknown
- 1965-05-31 NL NL6506839A patent/NL143638B/xx unknown
- 1965-06-01 OA OA51928A patent/OA01738A/xx unknown
- 1965-06-01 FR FR19063A patent/FR1440959A/fr not_active Expired
- 1965-06-02 ES ES0313722A patent/ES313722A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| SE325861B (enrdf_load_stackoverflow) | 1970-07-13 |
| FR1440959A (fr) | 1966-06-03 |
| GB1118741A (en) | 1968-07-03 |
| CH727065A4 (enrdf_load_stackoverflow) | 1974-07-15 |
| NL6506839A (enrdf_load_stackoverflow) | 1965-12-03 |
| CH557447A (de) | 1974-12-31 |
| GB1118742A (en) | 1968-07-03 |
| DK120632B (da) | 1971-06-28 |
| US3420696A (en) | 1969-01-07 |
| IL23476A (en) | 1969-03-27 |
| NO123814B (enrdf_load_stackoverflow) | 1972-01-17 |
| FI43864B (enrdf_load_stackoverflow) | 1971-03-31 |
| AT268189B (de) | 1969-02-10 |
| ES313722A1 (es) | 1966-06-16 |
| AT274729B (de) | 1969-09-25 |
| OA01738A (fr) | 1969-12-15 |
| NL143638B (nl) | 1974-10-15 |
| LU48722A1 (enrdf_load_stackoverflow) | 1965-12-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |