NO122288B - - Google Patents
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- NO122288B NO122288B NO16638967A NO16638967A NO122288B NO 122288 B NO122288 B NO 122288B NO 16638967 A NO16638967 A NO 16638967A NO 16638967 A NO16638967 A NO 16638967A NO 122288 B NO122288 B NO 122288B
- Authority
- NO
- Norway
- Prior art keywords
- carbon atoms
- compound
- fiber material
- cellulose fiber
- polyethyleneimine
- Prior art date
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- -1 2,3-dichloropropyl-octadecyl sulfone Chemical compound 0.000 claims description 26
- 229920003043 Cellulose fiber Polymers 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 229920002873 Polyethylenimine Polymers 0.000 claims description 15
- 239000002657 fibrous material Substances 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 238000004026 adhesive bonding Methods 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 125000005037 alkyl phenyl group Chemical group 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical group 0.000 claims description 4
- ANHJBBGSPDSWMA-UHFFFAOYSA-N 1-(2-chloroethylsulfonyl)octadecane Chemical compound CCCCCCCCCCCCCCCCCCS(=O)(=O)CCCl ANHJBBGSPDSWMA-UHFFFAOYSA-N 0.000 claims description 3
- 229930194542 Keto Natural products 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000004104 aryloxy group Chemical group 0.000 claims description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- 125000000468 ketone group Chemical group 0.000 claims description 3
- 150000003511 tertiary amides Chemical group 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 150000003462 sulfoxides Chemical class 0.000 description 9
- 239000000463 material Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 239000013055 pulp slurry Substances 0.000 description 7
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 6
- 238000004513 sizing Methods 0.000 description 6
- 125000001174 sulfone group Chemical group 0.000 description 6
- 150000003457 sulfones Chemical class 0.000 description 6
- 230000002209 hydrophobic effect Effects 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 125000001165 hydrophobic group Chemical group 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 150000003568 thioethers Chemical class 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- ATTZFSUZZUNHBP-UHFFFAOYSA-N Piperonyl sulfoxide Chemical compound CCCCCCCCS(=O)C(C)CC1=CC=C2OCOC2=C1 ATTZFSUZZUNHBP-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- 235000011116 calcium hydroxide Nutrition 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 150000002466 imines Chemical class 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 229920001281 polyalkylene Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- LUYAMNYBNTVQJG-UHFFFAOYSA-N 1-chloro-2-(2-chloroethylsulfonyl)ethane Chemical compound ClCCS(=O)(=O)CCCl LUYAMNYBNTVQJG-UHFFFAOYSA-N 0.000 description 1
- QQLILYBIARWEIF-UHFFFAOYSA-N 2-(2-hydroxyethylsulfonyl)ethanol Chemical compound OCCS(=O)(=O)CCO QQLILYBIARWEIF-UHFFFAOYSA-N 0.000 description 1
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 1
- ISYDSGJSJQLPSS-UHFFFAOYSA-N 2-octadecylsulfonylethanol Chemical compound CCCCCCCCCCCCCCCCCCS(=O)(=O)CCO ISYDSGJSJQLPSS-UHFFFAOYSA-N 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 229920002261 Corn starch Polymers 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 235000019759 Maize starch Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 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
- 125000003493 decenyl group Chemical group [H]C([*])=C([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- QYXHJMXBZWOTJN-UHFFFAOYSA-N formaldehyde;guanidine Chemical compound O=C.NC(N)=N QYXHJMXBZWOTJN-UHFFFAOYSA-N 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 125000002463 lignoceryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- NHPIGLPRLKEFTQ-UHFFFAOYSA-N n-methylethenimine Chemical compound CN=C=C NHPIGLPRLKEFTQ-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 description 1
- 229950005308 oxymethurea Drugs 0.000 description 1
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000002460 pentacosyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 125000005040 tridecenyl group Chemical group C(=CCCCCCCCCCCC)* 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000008096 xylene Substances 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
- D21H17/03—Non-macromolecular organic compounds
- D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
- D21H17/09—Sulfur-containing compounds
-
- 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
- D06M15/61—Polyamines polyimines
-
- 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
- D21H17/11—Halides
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Paper (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
Limt cellulosefibermateriale. Glued cellulose fiber material.
Nærværende oppfinnelse vedrorer et cellulosefibermateriale. Mere spesielt vedrorer oppfinnelsen et cellulosefibermateriale, hvor der på overflaten er påfort et limingsmateriale under sure, nbytrale eller alkaliske pH-betingelser under forhold soir. er forenbare med vanlige papirf remstillingsmetoder. The present invention relates to a cellulose fiber material. More particularly, the invention relates to a cellulose fiber material, where a gluing material has been applied to the surface under acidic, neutral or alkaline pH conditions under conditions soir. are compatible with common papermaking methods.
Oppfinnelsen består hovedsakelig i at der på cellulosefibermate-rialets overflate er påfort et limingsmiddel bestående av en kombinasjon av (a) en forbindelse med formel hvor R betegner alkyl med 10-^0 karbonatomer, alkenyl med 10-^t-O karbonatomer eller alkylfenyl med minst 8 karbonatomer i hver alkylgruppe, eventuelt inneholdende inerte substituenter, slike som karboalkoksy, alkyloksy, aryloksy, aryloalkyloksy, keto(kar-bonyl), tertiært amid, halogen bundet til aromatiske karboner og The invention mainly consists in the fact that an adhesive consisting of a combination of (a) a compound of formula where R denotes alkyl with 10-^0 carbon atoms, alkenyl with 10-^t-0 carbon atoms or alkylphenyl with at least 8 is applied to the surface of the cellulose fiber material carbon atoms in each alkyl group, optionally containing inert substituents, such as carboalkoxy, alkyloxy, aryloxy, arylalkyloxy, keto(carbonyl), tertiary amide, halogen bonded to aromatic carbons and
R' er hydrogen, metyl eller klormetyl ogR' is hydrogen, methyl or chloromethyl and
n er en indeks fra 0 til 2, ogn is an index from 0 to 2, and
(b)' et polyalkylenimin med fra 2 til 3 karbonatomer i alkylengruppene, idet de forenede mengder av (a) og (b) er minst 0,1 vektsf av de torre cellulosefibrene, og vektsforholdene mellom (a) og (b) er fra 1:10 til 10:1. (b)' a polyalkylene imine with from 2 to 3 carbon atoms in the alkylene groups, the combined amounts of (a) and (b) being at least 0.1 by weight of the dry cellulose fibers, and the weight ratios between (a) and (b) being from 1:10 to 10:1.
Denne kombinasjon av 2-kloralkyl-sulfon-sulfoksyd eller -sulfid og polyalkyleniminet kan påfores ved enhver egnet metode kjent for fagmannen på limningsområdet. De kan forenes til en opplosning eller dispersjon og tilsettes til en vandig fibros oppslemning eller masseoppslemning, eller de kan også påfores ved overflatelimningsmetoder ved å fore celluloseholdig bane eller tekstiler gjennom opplosninger av de forenede ingredienser eller gjennom separate opplosninger av de to komponenter for å forårsake kontakt av cellulosefibermaterialet med både 2-kloralkyl-svovelforbindelse og polyalkyleniminet. Et foretrukket eksempel for påforingen er å tilsette til den vandige masseoppslemning som anvendes for å fremstille celluloseholdig papir, enten separat eller i kombinasjon et hoyere alkyl-2-kloretyl- eller 2,3-diklorpropylsulfon og et polyetylenimin, hvor de forenede mengder av de to komponenter er mellom 0,1 og 5»0 vektsf av den torre massefiber i masseoppslemningen som behandles, skjbnt totale prosentuelle mengder kan være fra 0,1$ til en hoyere mengde som dikteres av omkostningene. De to komponenter er for-trinnsvis forenet i vektsforhold på 1:1 til 1:3 mellom 2-kloralkyl-hydrofobsulfon, polyetylenimin, skjont egnede vektsforhold- mengder kan variere fra 1:10 til 10:1 og fremdeles gi en limende virkning. Et minimum på ca. 0,2$ av hver komponent skal brukes for effektiv liming. 2-bromalkylsulfider, -sulfoksyder og This combination of 2-chloroalkyl sulfone sulfoxide or sulfide and the polyalkylene imine can be applied by any suitable method known to those skilled in the art of bonding. They may be combined into a solution or dispersion and added to an aqueous fibrous slurry or pulp slurry, or they may also be applied by surface bonding methods by passing cellulosic webs or textiles through solutions of the combined ingredients or through separate solutions of the two components to cause contact of the cellulose fiber material with both the 2-chloroalkyl sulfur compound and the polyalkylenimine. A preferred example for the application is to add to the aqueous pulp slurry used to produce cellulosic paper, either separately or in combination, a higher alkyl-2-chloroethyl- or 2,3-dichloropropyl sulfone and a polyethyleneimine, where the combined amounts of the two components are between 0.1 and 5% by weight of the dry pulp fiber in the pulp slurry being treated, although total percentage amounts may be from 0.1 to a higher amount as dictated by cost. The two components are preferably combined in a weight ratio of 1:1 to 1:3 between 2-chloroalkylhydrophobesulfone, polyethyleneimine, although suitable weight ratio amounts can vary from 1:10 to 10:1 and still provide an adhesive effect. A minimum of approx. 0.2$ of each component should be used for effective bonding. 2-bromoalkyl sulfides, -sulfoxides and
-sulfoner kan også brukes, hvis onsket.-sulfones can also be used, if desired.
Virkningen av denne spesielle kombinasjon av et 2-kloralkylsulfon, sulfoksyd og sulfid og et polyalkylenimin er helt uventet, fordi kombinasjon av beslektede materialer, slik som 2-hydroksyetyl-octadecylsulfon med polyetylenimin og påfort på en måte lignende påforingen av 2-kloretyl-octadecylsulfon og polyetylenimin ga i det vesentlige ingen liming. Det er imidlertid blitt funnet at 2,3-diklorpropyl-hydrofob-hydrocarbonsulfider og sulfoksyder kan brukes for å forårsake liming i overensstemmelse med nærværende oppfinnelse eller erstatte helt eller delvis det tilsvarende sulfon av limningskombinasjonen, men sulfonet er foretrukket fordi det er mer effektivt i denne kombinasjon. 2,3-diklorpropyl-hydrofobsulfid er langt mer effektivt i limningsblandingen enn 2-kloretyl-hydrofobsulfidet er. Når 2-kloralkylsulfider og sulfoksyder brukes, er det imidlertid vanligvis nodvendig å herde det behandlede cellulosematerialet, f.eks. ved 105° C i en time for å forårsake liming. De.tilsvarende sulfoner i denne kombinasjon bevirker liming uten et langvarig herdningstrinn og folgelig er sulfonene foretrukket. The effect of this particular combination of a 2-chloroalkylsulfone, sulfoxide and sulfide and a polyalkylenimine is completely unexpected, because combining related materials, such as 2-hydroxyethyl octadecyl sulfone with polyethyleneimine and proceeding in a similar manner to the application of 2-chloroethyl octadecyl sulfone and polyethyleneimine produced essentially no bonding. However, it has been found that 2,3-dichloropropyl hydrophobic hydrocarbon sulfides and sulfoxides can be used to cause sizing in accordance with the present invention or replace in whole or in part the corresponding sulfone of the sizing combination, but the sulfone is preferred because it is more effective in this combination. 2,3-dichloropropyl hydrophobic sulfide is far more effective in the sizing mixture than 2-chloroethyl hydrophobic sulfide is. However, when 2-chloroalkyl sulfides and sulfoxides are used, it is usually necessary to cure the treated cellulosic material, e.g. at 105° C for one hour to cause bonding. The corresponding sulphones in this combination effect gluing without a prolonged curing step and consequently the sulphones are preferred.
2-kloralkyl-hydrofobsulfidene, sulfoksydene og sulfonene som er funnet å være anvendelige for liming av cellulosefiber-materialer, omfatter de i hvilke hydrofobgruppen er et hoyere alkyl med minst 10 karbonatomer, f.eks. decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, heksadecyl, heptadecyl, octadecyl, tetracosyl og pentacosyl og hoyere alkyl opp til ^0 karbonatomer, hvis onsket, skjont de med fra 25 karbonatomer er foretrukket, The 2-chloroalkyl hydrophobic sulphides, sulphoxides and sulphones found to be useful for sizing cellulosic fiber materials include those in which the hydrophobic group is a higher alkyl of at least 10 carbon atoms, e.g. decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, tetracosyl and pentacosyl and higher alkyl up to ^0 carbon atoms, if desired, although those with from 25 carbon atoms are preferred,
de tilsvarende alkenylgrupper med 10 til h0 karbonatomer og noen eksempler på disse er decenyl, tridecenyl, heptadecenyl, octa-decenyl, eicosenyl, tricosenyl, osv. alkylfenyl og alkylsubsti-tuert cykloalkyl med minst 8 karbonatomer i alkylgruppene som er bundet til fenyl eller cykloalkylgruppen,. f.eks. octylfenyl, dinonylfenyl, dodecylfenyl, tridecylfenyl, pentadecylfenyl, octadecylfenyl, heneicosylfenyl, nonylcyklopropyl, dodecylcyklo-butyl, tridecylcyklopentyl, tetradecylcykloheksyl, pentadecyl- the corresponding alkenyl groups with 10 to h0 carbon atoms and some examples of these are decenyl, tridecenyl, heptadecenyl, octa-decenyl, eicosenyl, tricosenyl, etc. alkylphenyl and alkyl-substituted cycloalkyl with at least 8 carbon atoms in the alkyl groups which are attached to the phenyl or cycloalkyl group, . e.g. octylphenyl, dinonylphenyl, dodecylphenyl, tridecylphenyl, pentadecylphenyl, octadecylphenyl, heneicosylphenyl, nonylcyclopropyl, dodecylcyclo-butyl, tridecylcyclopentyl, tetradecylcyclohexyl, pentadecyl-
cykloheptyl, octadecyl.cykloheksyl etc, og slike som alkyl, alkenyl, alkylfenyl og alkylcykloalkyl, 2-kloralkylsulfid, cycloheptyl, octadecyl.cyclohexyl etc, and such as alkyl, alkenyl, alkylphenyl and alkylcycloalkyl, 2-chloroalkyl sulphide,
sulfoksyd eller sulfonforbindelser som ikke inneholder noen for-styrrende inerte substituenter. Inerte substituenter som kan være til stede omfatter grupper, slike som karboalkoksy, alkyloksy, aryloksy, arylalkyloksy, keto(carbonyl), tertiært amid, halogen bundet til aromatiske karboner eller alifatiske heterocykliske grupper, dvs. heterocykliske radikaler som ikke inneholder noen umettet benzen. Det heterocykliske radikal kan være mettet eller umettet. Typer på radikaler som ikke skal være til stede i noen vesentlig grad i den hydrofobe gruppe eksemplifise-res av hydroksylgrupper, primære og sekundære aminogrupper, sulfoxide or sulfone compounds which do not contain any interfering inert substituents. Inert substituents which may be present include groups, such as carboalkoxy, alkyloxy, aryloxy, arylalkyloxy, keto(carbonyl), tertiary amide, halogen bonded to aromatic carbons or aliphatic heterocyclic groups, i.e. heterocyclic radicals containing no unsaturated benzene. The heterocyclic radical can be saturated or unsaturated. Types of radicals which should not be present to any significant extent in the hydrophobic group are exemplified by hydroxyl groups, primary and secondary amino groups,
labile halogener, amidgrupper med amidohydrogen og karboksyl eller andre sure grupper. Fagmannen på området vil være klar over arter av hydrofobgrupper som kan brukes i disse 2-kloralkyl-sulf id, sulfoksyder og sulfon-forbindelser, hvis uonskede bi-reaksjoner skal unngås. labile halogens, amide groups with amidohydrogen and carboxyl or other acidic groups. Those skilled in the art will be aware of species of hydrophobic groups that can be used in these 2-chloroalkyl sulfide, sulfoxides and sulfone compounds, if undesired side reactions are to be avoided.
Disse sulfid, sulfoksyd og sulfonforbindelser kan brukes som enkelte rene forbindelser for oppfinnelsens formål. Imidlertid ved vanlig praksis, 2-kloralkylsulfid, sulfoksyd og sulfonforbindelser som inneholder f.eks. blandet hydrofobalkyl, blandet alkenyl og alkyl, alkylfenyl eller alkyl og alkylsubstituerte cykloalkylgrupper kan hensiktsmessig anvendes. Blandinger som sulfider, sulfoksyder og sulfoner er også anvendelige. These sulfide, sulfoxide and sulfone compounds can be used as individual pure compounds for the purposes of the invention. However, in common practice, 2-chloroalkyl sulfide, sulfoxide and sulfone compounds containing e.g. mixed hydrophobic alkyl, mixed alkenyl and alkyl, alkylphenyl or alkyl and alkyl-substituted cycloalkyl groups can suitably be used. Mixtures such as sulphides, sulphoxides and sulphones are also useful.
For noen anvendelser av disse materialkombinasjoner på noen cellulosefibrose materialer iakttas oket limningsvirkning når disse 2-kloralkylsulfid, sulfoksyd og sulfoner påfores til fibrost substrat blandet med eller samtidig med et basisk materiale, slik som et alkalimetallhydroksyd i en mengde tilstrekkelig til å bevirke limning på den basiske'side i pH-området, dvs. over pH 7 enten for eller samtidig med tilsetningen av polyetyleniminet. Når denne metode anvendes, vil basen som anvendes vanligvis være natriumhydroksyd, fordi den er den lettest til-gjengelige og den mest okonomiske å bruke. Imidlertid skal det forstås at andre basiske materialer, slik som kaliumhydroksyd, kalk, hydratisert kalk, kalsiumhydroksyd og andre alkalimetaller og jordalkalimetallbaser og basiske salter kan brukes, hvis onsket. Fra tysk patent nr. 1 155 666 er det kjent en fremgangsmåte for fremstilling av sugedyktige og vannmotstandsdyktige vevnader av cellulosefibre, hvor der på fibrene i oppslemning påfores en blanding av herdbare i og for seg kjente kunstharpikser eventuelt i forbindelse med vanlige fyll-, farge- og kondisjoneringsmidler, hvilken fremgangsmåte omfatter epoksydharpikser og 10-50 mol$ For some applications of these material combinations on some cellulosic fibrous materials, increased gluing action is observed when these 2-chloroalkyl sulfide, sulfoxide and sulfones are applied to the fibrous substrate mixed with or simultaneously with a basic material, such as an alkali metal hydroxide in an amount sufficient to effect gluing on the basic side in the pH range, i.e. above pH 7 either before or simultaneously with the addition of the polyethyleneimine. When this method is used, the base used will usually be sodium hydroxide, because it is the most readily available and the most economical to use. However, it should be understood that other basic materials, such as potassium hydroxide, lime, hydrated lime, calcium hydroxide and other alkali metal and alkaline earth metal bases and basic salts may be used, if desired. From German patent no. 1 155 666, a method is known for the production of absorbent and water-resistant woven fabrics of cellulose fibres, where a mixture of hardenable synthetic resins known per se is applied to the fibers in a slurry, possibly in connection with usual fillers, dyes and conditioning agents, which method comprises epoxy resins and 10-50 mol$
av dimetylol-ureaharpikser, guanidinformaldehydharpikser eller pentametyleniminer. Anvendelse av polyetyleniminer i limings-kombinasjoner er her kjent, men ikke i den patentanmeldte kombinasjon og ikke .med den effekt som fremgår av nedenstående beskrivelse. of dimethylol urea resins, guanidine formaldehyde resins or pentamethylene imines. The use of polyethylene imines in bonding combinations is known here, but not in the patent pending combination and not with the effect that appears from the description below.
Kombinasjonen av sulfid, sulfoksyd og sulfonmaterialer og polyetylenimin kan påfores de fibrose substrater for å lime disse på vanlig måte. Det fibrose materiale i form av cellulosemasse, ferdig papirark eller papirprodukt, tekstilfiber, trå, garn eller stoffer kan være enkelt dyppet i en opplosning av et med vann ikke blandbart organisk opplosningsmiddel av 2-kloralkylsulfid, sulfoksyd eller sulfon og derpå i en. opplosning av polyetyleniminet og deretter torres. Uttrykket "torring" og de tilsvarende adjektiv, verb og partisippformer anvendes her for å inkludere herdning av det behandlede fibrose substrat for å gi et ferdiglimt fibrost produkt. Mengden av 2-kloralkylsulfidet, sulfoksydet eller sulfonet og polyetyleniminet som holdes til-bake av det fibrose materiale kan reguleres ved konsentrasjon av behandlingsopplosningen og graden av vridning eller pressing av det dyppede fibrose materiale for torring. The combination of sulphide, sulphoxide and sulphone materials and polyethyleneimine can be applied to the fibrous substrates to bond them in the usual way. The fibrous material in the form of cellulose pulp, finished paper sheet or paper product, textile fiber, thread, yarn or substances can be simply dipped in a solution of a water-immiscible organic solvent of 2-chloroalkyl sulphide, sulphoxide or sulphone and then in a. dissolution of the polyethyleneimine and then dried. The term "drying" and the corresponding adjective, verb and participle forms are used herein to include curing the treated fibrous substrate to provide a pre-bonded fibrous product. The amount of the 2-chloroalkyl sulfide, sulfoxide or sulfone and polyethyleneimine retained by the fibrous material can be controlled by concentration of the treatment solution and the degree of twisting or pressing of the dipped fibrous material for drying.
Oppfinnelsen omfatter også bruken av denne kombinasjon av limingsmaterialer i forbindelse, med midler bestemt for å oke tilbakeholdelsen av de limende midler på det fibrose substrat, slik som cellulosefibre. Anvendelige hjelpemidler av denne art omfatter kationisk stivelse og et godt eksempel på denne er en modifisert maisstivelse som har et nitrogen-innhold på ca. 0,25$ og som selges under varemerke "Cato 8" av National Starch Products Company. Når fra 0,1 til ca. 0,5 vekts$ basert på vekten av det fibrose substrat, f.eks. cellulosemasse, av en kationisk stivelse, slik som "Cato 8" tilsettes til masseoppslemningen for, etter eller samtidig med limningsmidlet, oppnås en avgjort forbedring i tilbakeholdelsen av limningsmidlet. The invention also includes the use of this combination of adhesive materials in conjunction with agents intended to increase the retention of the adhesive agents on the fibrous substrate, such as cellulose fibers. Useful aids of this kind include cationic starch and a good example of this is a modified maize starch which has a nitrogen content of approx. 0.25$ and which is sold under the trademark "Cato 8" by the National Starch Products Company. When from 0.1 to approx. 0.5 wt based on the weight of the fibrous substrate, e.g. cellulose pulp, of a cationic starch, such as "Cato 8" is added to the pulp slurry before, after or at the same time as the sizing agent, a decided improvement in retention of the sizing agent is achieved.
Polyalkyleniminene som anvendes ved nærværende oppfinnelse er polymerisasjonsprodukter av etylenimin eller derivater av dette. De som anvendes ved oppfinnelsen er de som har fra 2 til 3 karbonatomer i hver alkylengruppe som er vannopploselig. Slike pro-dukter er f.eks. beskrevet i U.S. patent nr. 2 192 306. Poly(N-metylalkyleniminene) som også kan brukes er polymerisasjons-produktene av N-metyl-etylenimin, N-metylpropylenimin eller blandinger av disse. The polyalkylenimines used in the present invention are polymerization products of ethyleneimine or derivatives thereof. Those used in the invention are those which have from 2 to 3 carbon atoms in each alkylene group which are water soluble. Such products are e.g. described in the U.S. patent no. 2 192 306. The poly(N-methylalkylenimines) which can also be used are the polymerization products of N-methylethyleneimine, N-methylpropyleneimine or mixtures thereof.
De folgende eksempler vil ytterligere illustrere oppfinnelsen, The following examples will further illustrate the invention,
EKSEMPEL 1EXAMPLE 1
Dette eksempel illustrerer den vesentlige okede limningseffektivitet som oppnås ved å bruke kombinasjonen av polyetyleniminet og et 2-kloretylsulfon av den art som nærværende oppfinnelse foreskriver i sammenligning med et 2-hydroksyetylsulfon. This example illustrates the substantially increased bonding efficiency obtained by using the combination of the polyethylene imine and a 2-chloroethyl sulfone of the kind prescribed by the present invention in comparison with a 2-hydroxyethyl sulfone.
I dette eksempel ble polyetylenimin tilsatt til en 2% papir-masseoppslemning i vann i en mengde lik 1% basert på torrvekten og rort om i 15 minutter, og derpå ble 1$, basert på vekten av massen,av enten 2-kloretyloctadecylsulfon som en opplosning i p-cymen tilsatt, hvilke ble emulgert i vann ved bruk av heksa-decyltrimetyl-ammoniumbromid (Arquad) som emulgeringsmiddel. Etter omrdring for å oppnå ensartet dispersjon, ble den behandlede masse formet til papirark på en Noble and Wood papirmaskin. Papirarkene som ble oppnådd ble torret og noen ark ble herdet i en time ved 105°C og undersokt på limningseffektiviteten ved å bruke blekkpenetreringsmetoden, idet antall sekunder for blekk inntas på den ovre iaktatte overflate som mål for liming. Noen ferdige papirark fikk forbli, mens andre ark ble neddykket i kloroform, torret og derpå undersokt på liming på samme måte. Prøveresultatene er satt opp i den folgende tabell. In this example, polyethyleneimine was added to a 2% paper-pulp slurry in water in an amount equal to 1% based on dry weight and stirred for 15 minutes, and then 1%, based on the weight of the pulp, of either 2-chloroethyloctadecylsulfone as a solution in p-cymen added, which were emulsified in water using hexadecyltrimethylammonium bromide (Arquad) as an emulsifier. After rearrangement to achieve uniform dispersion, the treated pulp was formed into paper sheets on a Noble and Wood paper machine. The paper sheets obtained were dried and some sheets were cured for one hour at 105°C and examined for gluing efficiency using the ink penetration method, taking the number of seconds for ink on the upper observed surface as a measure of gluing. Some finished paper sheets were allowed to remain, while other sheets were immersed in chloroform, dried and then examined for gluing in the same way. The test results are listed in the following table.
EKSEMPEL 2 EXAMPLE 2
Til en vandig oppslemning som inneholder 2 vekts$ av en bleket Gatineau-sulfitmasse raffinert til en kanadisk Standard Freeness på ca. 500t 20 ml og som har en pH på 9?0 ble tilsatt en emulsjon som er fremstilt ved å opplose 0,75 g 2,3-diklorpropyl n-octadecylsulfid eller sulfon i 5 ml xylen og blande den resulterende opplosning med 20 ml av en opplosning av 0,1$ heksadecyltrimetyl-ammoniumbromid i vann. Den behandlede vandige masse-oppslemning ble blandet i 15 minutter for å sikre ensartet distribusjon, og derpå anvendt for å fremstille papirark på en Noble and Wood papirmaskin. Noen ark ble bare torret og derpå undersokt for liming. Andre ark ble herdet i 60 minutter ved 105°C og derpå undersokt. To an aqueous slurry containing 2 wt$ of a bleached Gatineau sulphite pulp refined to a Canadian Standard Freeness of approx. 500t 20 ml and having a pH of 9?0 was added to an emulsion prepared by dissolving 0.75 g of 2,3-dichloropropyl n-octadecyl sulfide or sulfone in 5 ml of xylene and mixing the resulting solution with 20 ml of a solution of 0.1$ hexadecyltrimethylammonium bromide in water. The treated aqueous pulp slurry was mixed for 15 minutes to ensure uniform distribution and then used to produce paper sheets on a Noble and Wood paper machine. Some sheets were simply dried and then examined for gluing. Other sheets were cured for 60 minutes at 105°C and then examined.
Andre satser av den samme blekede Gatineausulfit-masseoppslemning ved pH 9 ble behandlet forst med en vandig oppslemning av et polyetylenimin, blandet som foran angitt, og med en av 2,3-diklorpropyl n-octadecylsulfid eller sulfonemulsjoner som foran. Other batches of the same bleached Gatineausulfite pulp slurry at pH 9 were treated first with an aqueous slurry of a polyethylene imine, mixed as above, and with one of 2,3-dichloropropyl n-octadecyl sulfide or sulfone emulsions as above.
De resulterende behandlede masser ble formet til ark som foran angitt, og enten torret eller herdet ved 105°C i 60 minutter som foran angitt, og derpå undersokt på limningseffektivitet ved blekkprovemetode. Noen prover ble torret med aceton, torret og derpå undersokt for å bestemme limningspermanens. Resultatene på disse prover på forskjellige papir er satt opp i folgende tabell. The resulting treated pulps were formed into sheets as above, and either dried or cured at 105°C for 60 minutes as above, and then examined for bonding efficiency by the ink test method. Some samples were dried with acetone, dried, and then examined to determine adhesive permanence. The results of these tests on different papers are set out in the following table.
Fotnote: Footnote:
1. 6000+ betyr at proven ble avsluttet ved 6000 sekunder og er indiserende for hard liming. 1. 6000+ means that the test ended at 6000 seconds and is indicative of hard bonding.
Claims (5)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US52063966A | 1966-01-14 | 1966-01-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO122288B true NO122288B (en) | 1971-06-07 |
Family
ID=24073464
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO16638967A NO122288B (en) | 1966-01-14 | 1967-01-13 |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE692596A (en) |
| FI (1) | FI45781C (en) |
| FR (1) | FR1507894A (en) |
| GB (1) | GB1113039A (en) |
| NO (1) | NO122288B (en) |
| SE (1) | SE311276B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0123763A3 (en) * | 1983-03-30 | 1986-03-19 | Ciba-Geigy Ag | Process for sizing paper with anionic hydrophobic sizing agents and cationic retention agents |
-
1967
- 1967-01-13 FI FI7967A patent/FI45781C/en active
- 1967-01-13 FR FR91033A patent/FR1507894A/en not_active Expired
- 1967-01-13 GB GB185967A patent/GB1113039A/en not_active Expired
- 1967-01-13 NO NO16638967A patent/NO122288B/no unknown
- 1967-01-13 BE BE692596D patent/BE692596A/xx unknown
- 1967-01-13 SE SE529/67A patent/SE311276B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE311276B (en) | 1969-06-02 |
| FR1507894A (en) | 1967-12-29 |
| BE692596A (en) | 1967-07-13 |
| GB1113039A (en) | 1968-05-08 |
| FI45781B (en) | 1972-05-31 |
| FI45781C (en) | 1972-09-11 |
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