EP0582265A1 - Procédé de restauration de papier abîmé - Google Patents
Procédé de restauration de papier abîmé Download PDFInfo
- Publication number
- EP0582265A1 EP0582265A1 EP93112394A EP93112394A EP0582265A1 EP 0582265 A1 EP0582265 A1 EP 0582265A1 EP 93112394 A EP93112394 A EP 93112394A EP 93112394 A EP93112394 A EP 93112394A EP 0582265 A1 EP0582265 A1 EP 0582265A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- paper
- isocyanates
- isocyanate
- papier
- solution
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims abstract description 26
- 239000012948 isocyanate Substances 0.000 claims abstract description 19
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 19
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000002904 solvent Substances 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 3
- 150000003606 tin compounds Chemical class 0.000 claims description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical group CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 16
- 239000000243 solution Substances 0.000 description 13
- 229920000609 methyl cellulose Polymers 0.000 description 6
- 239000001923 methylcellulose Substances 0.000 description 6
- 235000010981 methylcellulose Nutrition 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 5
- 238000007711 solidification Methods 0.000 description 5
- 230000008023 solidification Effects 0.000 description 5
- 229920002678 cellulose Polymers 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- 238000007596 consolidation process Methods 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical group C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004108 freeze drying Methods 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 239000011133 lead Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- YLGXILFCIXHCMC-JHGZEJCSSA-N methyl cellulose Chemical compound COC1C(OC)C(OC)C(COC)O[C@H]1O[C@H]1C(OC)C(OC)C(OC)OC1COC YLGXILFCIXHCMC-JHGZEJCSSA-N 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 238000005728 strengthening Methods 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- OORLTLMFPORJLV-UHFFFAOYSA-N 4-nitrophenol;sodium Chemical compound [Na].OC1=CC=C([N+]([O-])=O)C=C1 OORLTLMFPORJLV-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- OWMBTIRJFMGPAC-UHFFFAOYSA-N dimethylamino 2-methylprop-2-enoate Chemical compound CN(C)OC(=O)C(C)=C OWMBTIRJFMGPAC-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 230000005865 ionizing radiation Effects 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- 239000012457 nonaqueous media Substances 0.000 description 1
- SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical class NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 description 1
- 125000005474 octanoate group Chemical group 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- -1 siloxanes Chemical class 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M7/00—After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock
- B41M7/02—Dusting, e.g. with an anti-offset powder for obtaining raised printing such as by thermogravure ; Varnishing
-
- 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
- D21H17/03—Non-macromolecular organic compounds
- D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
- D21H17/07—Nitrogen-containing compounds
- D21H17/08—Isocyanates
-
- 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
- D21H25/00—After-treatment of paper not provided for in groups D21H17/00 - D21H23/00
- D21H25/18—After-treatment of paper not provided for in groups D21H17/00 - D21H23/00 of old paper as in books, documents, e.g. restoring
-
- 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]
- Y10T428/31971—Of carbohydrate
- Y10T428/31993—Of paper
Definitions
- the present invention relates to a method for the re-consolidation of damaged paper, the strength of which has been damaged as a result of aging processes and has become fragile in particular as a result of acid damage.
- This treatment prevents further damage to the papers, but sufficient consolidation of already damaged papers is not achieved without additional measures for the neutralization treatment.
- Processes of this type consist in leaching, in which the single sheets are passed through a lye bath, in fibering, in which a cellulose fiber layer is suspended on the paper and in the gluing of reinforcing foils, e.g. made of Japanese paper.
- the paper sheet is split and the reinforcement layer is glued between the sheet halves.
- EP 0273 902 A2 specifies a method for this, in which the books are treated with an aqueous calcium hydroxide solution which also contains 0.1-1% dissolved methyl cellulose. Free traces of acid are neutralized by the calcium hydroxide, while the film-forming methyl cellulose solidifies the paper after shock freezing and freeze-drying the books.
- Freeze drying which can take up to 34 hours, prevents efficient handling of large volumes of books.
- the object of the present invention is to provide an improved reconsolidation process in which the disadvantages mentioned are avoided and which is particularly suitable for efficient treatment.
- isocyanates are outstandingly suitable for the re-consolidation of damaged paper.
- One reason for this is the reactivity of the isocyanates with the OH groups of the cellulose in the paper.
- the isocyanates can be used in the form of a solution or alternatively or additionally in vapor form for the treatment.
- This reaction is used in industry using, for example, diisocyanates and diols to produce the particularly high-quality plastic group of the polyurethanes.
- the OH groups of cellulose are relatively slow to react and require reactants with a strong effect for a reaction. For example, concentrated acids are required for esterification of these OH groups.
- Tin compounds such as tin octoate, dibutyltin dilaurate, amines, also polyamines, aminoethers, N-alkylmorpholines and octoates and naphthenates of lead, zinc, calcium and magnesium and p-nitrophenol sodium were used as catalysts.
- Solutions of the isocyanates in a suitable solvent have only a low viscosity, so that the penetration of entire book blocks is ensured.
- siloxanes such as hexamethyldisiloxane
- standard solvents such as e.g. Toluene and petroleum spirit are also possible as solvents, ethyl acetate, CFC 113, methylene chloride or other CHC.
- the isocyanates are not high-molecular substances - they are only formed in the paper by the reaction with the cellulose molecules - there is no sticking of the sides.
- the papers or the books are preferably first dried to a moisture content of approximately 0.5% and then soaked with the isocyanate solution. After an exposure time of only about 15 minutes, the papers are removed from the solution. The solvents are removed by vacuum drying at 50 ° C. For this purpose, only about 10 to 15 minutes were required using microwave radiation. What type of drying is used and how long the treatment solution is left to act is not essential to the invention. A similar procedure can also be used when using isocyanate vapors.
- the solidification treatment can also be combined with paper deacidification in that, after the solidification, a deacidifying agent is introduced into the paper in a further process step.
- isocyanates listed those with e.g. one or three isocyanate groups possible, as well as isocyanates in which R in the above formula is from another group. e.g. the groups specified above is formed.
Landscapes
- Paper (AREA)
- Polyurethanes Or Polyureas (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4225780 | 1992-08-04 | ||
| DE4225780A DE4225780C1 (de) | 1992-08-04 | 1992-08-04 | Verfahren zur Wiederverfestigung von geschädigtem Papier |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0582265A1 true EP0582265A1 (fr) | 1994-02-09 |
Family
ID=6464829
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP93112394A Withdrawn EP0582265A1 (fr) | 1992-08-04 | 1993-08-03 | Procédé de restauration de papier abîmé |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US5482781A (fr) |
| EP (1) | EP0582265A1 (fr) |
| DE (1) | DE4225780C1 (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997019224A1 (fr) * | 1995-11-23 | 1997-05-29 | Institut für Neue Materialien Gemeinnützige GmbH | Procede de conservation de papier |
| EP1441191A1 (fr) * | 2002-12-30 | 2004-07-28 | Ustav Chemickych Procesu Akademie Ved Ceské Republiky | Procédé et dispositif de séchage de livres ou de matériau similaire à basé de papier |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6620459B2 (en) * | 2001-02-13 | 2003-09-16 | Houston Advanced Research Center | Resin-impregnated substrate, method of manufacture and system therefor |
| SK287845B6 (sk) | 2007-09-18 | 2012-01-04 | Stu Fakulta Chemickej A Potravinarskej Technologie | Multifunction device for modification of cellulose materials and method for modification of cellulose materials |
| CN108004846B (zh) * | 2017-11-28 | 2021-08-10 | 华南理工大学 | 一种古籍增强加固方法 |
| CN110106743A (zh) * | 2019-05-31 | 2019-08-09 | 华南理工大学 | 一种酸化老化纸质文献脱酸增强剂的制备及使用方法 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3874898A (en) * | 1972-06-19 | 1975-04-01 | Hatrick Chemicals Pty | Drying process and resultant product |
| EP0386436A2 (fr) * | 1989-02-11 | 1990-09-12 | BATTELLE INGENIEURTECHNIK GmbH | Procédé rationnel de désacidification non polluante et dans la masse de livres et autres produits papetiers |
| EP0499076A1 (fr) * | 1991-02-14 | 1992-08-19 | BATTELLE INGENIEURTECHNIK GmbH | Solvent pour agents de déacidification écologique dans la masse de livres et autres articles en papier |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT391721B (de) * | 1986-12-30 | 1990-11-26 | Republik Oesterreich Diese Ver | Verfahren und vorrichtung zur konservatorischen behandlung von papier |
| US5277842A (en) * | 1991-02-14 | 1994-01-11 | Battelle-Institut E.V. | Solvents for agents to mass deacidify books and other paper products in an environmentally safe manner |
-
1992
- 1992-08-04 DE DE4225780A patent/DE4225780C1/de not_active Expired - Fee Related
-
1993
- 1993-08-03 EP EP93112394A patent/EP0582265A1/fr not_active Withdrawn
-
1994
- 1994-11-10 US US08/337,571 patent/US5482781A/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3874898A (en) * | 1972-06-19 | 1975-04-01 | Hatrick Chemicals Pty | Drying process and resultant product |
| EP0386436A2 (fr) * | 1989-02-11 | 1990-09-12 | BATTELLE INGENIEURTECHNIK GmbH | Procédé rationnel de désacidification non polluante et dans la masse de livres et autres produits papetiers |
| EP0499076A1 (fr) * | 1991-02-14 | 1992-08-19 | BATTELLE INGENIEURTECHNIK GmbH | Solvent pour agents de déacidification écologique dans la masse de livres et autres articles en papier |
Non-Patent Citations (1)
| Title |
|---|
| MORAK ET AL.: "Cross-linking of linerboard to reduce stiffness loss. II. Diisocyanates in liquid phase application.", TAPPI, vol. 53, no. 4, April 1970 (1970-04-01), ATLANTA US, pages 652 - 656 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997019224A1 (fr) * | 1995-11-23 | 1997-05-29 | Institut für Neue Materialien Gemeinnützige GmbH | Procede de conservation de papier |
| EP1441191A1 (fr) * | 2002-12-30 | 2004-07-28 | Ustav Chemickych Procesu Akademie Ved Ceské Republiky | Procédé et dispositif de séchage de livres ou de matériau similaire à basé de papier |
Also Published As
| Publication number | Publication date |
|---|---|
| DE4225780C1 (de) | 1994-01-05 |
| US5482781A (en) | 1996-01-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT CH DE ES FR GB IT LI NL |
|
| RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: BATTELLE INGENIEURTECHNIK GMBH |
|
| 17P | Request for examination filed |
Effective date: 19940725 |
|
| 17Q | First examination report despatched |
Effective date: 19950223 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
| 18D | Application deemed to be withdrawn |
Effective date: 19960312 |