CA1162704A - Dimethylamide and cationic surfactant debonding compositions and the use thereof in the production of fluff pulp - Google Patents

Dimethylamide and cationic surfactant debonding compositions and the use thereof in the production of fluff pulp

Info

Publication number: CA1162704A
Authority: CA; Canada
Prior art keywords: straight chain; carboxylic acid; chain carboxylic; cationic surfactant; chloride
Prior art date: 1981-03-24
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

Application number

CA000389436A

Other languages

English (en)

French (fr)

Inventor

Oscar W. May

Philip M. Hoekstra

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Buckman Laboratories International Inc

Original Assignee

Buckman Laboratories International Inc

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1981-03-24

Filing date

1981-11-04

Publication date

1984-02-28

1981-11-04 Application filed by Buckman Laboratories International Inc filed Critical Buckman Laboratories International Inc

1984-02-28 Application granted granted Critical

1984-02-28 Publication of CA1162704A publication Critical patent/CA1162704A/en

Status Expired legal-status Critical Current

Links

239000003093 cationic surfactant Substances 0.000 title claims abstract description 29
239000000203 mixture Substances 0.000 title claims abstract description 23
QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical compound C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 title claims abstract description 7
238000004519 manufacturing process Methods 0.000 title description 2
239000000835 fiber Substances 0.000 claims abstract description 28
229920002678 cellulose Polymers 0.000 claims abstract description 13
239000001913 cellulose Substances 0.000 claims abstract description 13
-1 carbon carboxylic acid Chemical class 0.000 claims abstract description 10
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 8
229910052799 carbon Inorganic materials 0.000 claims abstract description 6
238000000034 method Methods 0.000 claims description 35
150000001735 carboxylic acids Chemical class 0.000 claims description 26
239000002253 acid Substances 0.000 claims description 15
150000007513 acids Chemical class 0.000 claims description 12
230000008569 process Effects 0.000 claims description 10
235000014113 dietary fatty acids Nutrition 0.000 claims description 8
239000000194 fatty acid Substances 0.000 claims description 8
229930195729 fatty acid Natural products 0.000 claims description 8
150000004665 fatty acids Chemical class 0.000 claims description 8
239000003784 tall oil Substances 0.000 claims description 7
239000002002 slurry Substances 0.000 claims description 5
235000012424 soybean oil Nutrition 0.000 claims description 5
239000003549 soybean oil Substances 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 4
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 4
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 3
MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 claims description 3
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 3
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 3
239000005642 Oleic acid Substances 0.000 claims description 3
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 3
CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 claims description 3
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 3
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
239000006227 byproduct Substances 0.000 claims description 2
238000006471 dimerization reaction Methods 0.000 claims description 2
IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 claims description 2
SXPWTBGAZSPLHA-UHFFFAOYSA-M cetalkonium chloride Chemical group [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SXPWTBGAZSPLHA-UHFFFAOYSA-M 0.000 claims 2
229960000228 cetalkonium chloride Drugs 0.000 claims 2
WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical group [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 claims 2
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims 2
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims 2
TWJNQYPJQDRXPH-UHFFFAOYSA-N 2-cyanobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1C#N TWJNQYPJQDRXPH-UHFFFAOYSA-N 0.000 claims 1
239000005639 Lauric acid Substances 0.000 claims 1
OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims 1
235000021360 Myristic acid Nutrition 0.000 claims 1
TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 claims 1
CBSOFSBFHDQRLV-UHFFFAOYSA-N N-methylbenzylamine hydrochloride Chemical compound [Cl-].C[NH2+]CC1=CC=CC=C1 CBSOFSBFHDQRLV-UHFFFAOYSA-N 0.000 claims 1
235000021314 Palmitic acid Nutrition 0.000 claims 1
235000021355 Stearic acid Nutrition 0.000 claims 1
DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims 1
235000020661 alpha-linolenic acid Nutrition 0.000 claims 1
230000015572 biosynthetic process Effects 0.000 claims 1
235000020778 linoleic acid Nutrition 0.000 claims 1
OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 claims 1
229960004488 linolenic acid Drugs 0.000 claims 1
KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 claims 1
WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims 1
WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 claims 1
229960003656 ricinoleic acid Drugs 0.000 claims 1
FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 claims 1
239000008117 stearic acid Substances 0.000 claims 1
206010067482 No adverse event Diseases 0.000 abstract description 2
239000000654 additive Substances 0.000 description 34
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical class CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 25
230000000996 additive effect Effects 0.000 description 23
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 16
239000003795 chemical substances by application Substances 0.000 description 12
239000002904 solvent Substances 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
230000000694 effects Effects 0.000 description 8
229920001131 Pulp (paper) Polymers 0.000 description 6
239000000047 product Substances 0.000 description 6
230000002745 absorbent Effects 0.000 description 5
239000002250 absorbent Substances 0.000 description 5
239000003760 tallow Substances 0.000 description 5
125000002091 cationic group Chemical group 0.000 description 4
238000012360 testing method Methods 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
239000000463 material Substances 0.000 description 3
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 2
229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 2
230000008901 benefit Effects 0.000 description 2
230000002209 hydrophobic effect Effects 0.000 description 2
238000005470 impregnation Methods 0.000 description 2
238000002156 mixing Methods 0.000 description 2
238000012986 modification Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
150000003856 quaternary ammonium compounds Chemical class 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
244000105624 Arachis hypogaea Species 0.000 description 1
240000002791 Brassica napus Species 0.000 description 1
244000020518 Carthamus tinctorius Species 0.000 description 1
229920003043 Cellulose fiber Polymers 0.000 description 1
240000006240 Linum usitatissimum Species 0.000 description 1
235000004431 Linum usitatissimum Nutrition 0.000 description 1
240000007817 Olea europaea Species 0.000 description 1
235000019483 Peanut oil Nutrition 0.000 description 1
235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
235000011613 Pinus brutia Nutrition 0.000 description 1
241000018646 Pinus brutia Species 0.000 description 1
235000019484 Rapeseed oil Nutrition 0.000 description 1
235000004443 Ricinus communis Nutrition 0.000 description 1
235000019485 Safflower oil Nutrition 0.000 description 1
244000000231 Sesamum indicum Species 0.000 description 1
VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
ZAYGBPGPXHESSI-UHFFFAOYSA-N [Cl-].C(CCCCCCCC=C/CCCCCCCC)C(CCCCCCCCC=C/CCCCCCCC)[NH2+]CC1=CC=CC=C1.[Cl-].C(CCCCCCCC=C/CCCCCCCC)C(CCCCCCCCC=C/CCCCCCCC)[NH2+]CC1=CC=CC=C1 Chemical compound [Cl-].C(CCCCCCCC=C/CCCCCCCC)C(CCCCCCCCC=C/CCCCCCCC)[NH2+]CC1=CC=CC=C1.[Cl-].C(CCCCCCCC=C/CCCCCCCC)C(CCCCCCCCC=C/CCCCCCCC)[NH2+]CC1=CC=CC=C1 ZAYGBPGPXHESSI-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
230000009471 action Effects 0.000 description 1
230000002411 adverse Effects 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
OBGXJTGMRQVAEX-UHFFFAOYSA-L benzyl-dimethyl-tetradecylazanium dichloride Chemical compound [Cl-].C(CCCCCCCCCCCCC)[N+](CC1=CC=CC=C1)(C)C.[Cl-].C(CCCCCCCCCCCCC)[N+](C)(C)CC1=CC=CC=C1 OBGXJTGMRQVAEX-UHFFFAOYSA-L 0.000 description 1
125000002837 carbocyclic group Chemical group 0.000 description 1
150000001767 cationic compounds Chemical class 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
235000012343 cottonseed oil Nutrition 0.000 description 1
238000011161 development Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
235000004426 flaxseed Nutrition 0.000 description 1
238000005187 foaming Methods 0.000 description 1
230000005484 gravity Effects 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
YALSYPYLQDHODG-UHFFFAOYSA-L hexadecyl(trimethyl)azanium dichloride Chemical compound [Cl-].[Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C.CCCCCCCCCCCCCCCC[N+](C)(C)C YALSYPYLQDHODG-UHFFFAOYSA-L 0.000 description 1
125000001183 hydrocarbyl group Chemical group 0.000 description 1
239000002655 kraft paper Substances 0.000 description 1
231100000989 no adverse effect Toxicity 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
239000002245 particle Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
239000013055 pulp slurry Substances 0.000 description 1
230000009467 reduction Effects 0.000 description 1
238000009877 rendering Methods 0.000 description 1
235000005713 safflower oil Nutrition 0.000 description 1
239000003813 safflower oil Substances 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
235000011803 sesame oil Nutrition 0.000 description 1
239000008159 sesame oil Substances 0.000 description 1
238000001179 sorption measurement Methods 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000010998 test method Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/001—Modification of pulp properties
- D21C9/002—Modification of pulp properties by chemical means; preparation of dewatered pulp, e.g. in sheet or bulk form, containing special additives
- D21C9/005—Modification of pulp properties by chemical means; preparation of dewatered pulp, e.g. in sheet or bulk form, containing special additives organic compounds
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/48—Surfactants

Landscapes

Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Materials Engineering (AREA)
Wood Science & Technology (AREA)
General Chemical & Material Sciences (AREA)
Hematology (AREA)
Chemical Kinetics & Catalysis (AREA)
Epidemiology (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Paper (AREA)
Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Polysaccharides And Polysaccharide Derivatives (AREA)

CA000389436A 1981-03-24 1981-11-04 Dimethylamide and cationic surfactant debonding compositions and the use thereof in the production of fluff pulp Expired CA1162704A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US247,187		1981-03-24
US06/247,187 US4425186A (en)	1981-03-24	1981-03-24	Dimethylamide and cationic surfactant debonding compositions and the use thereof in the production of fluff pulp

Publications (1)

Publication Number	Publication Date
CA1162704A true CA1162704A (en)	1984-02-28

Family

ID=22933939

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000389436A Expired CA1162704A (en)	1981-03-24	1981-11-04	Dimethylamide and cationic surfactant debonding compositions and the use thereof in the production of fluff pulp

Country Status (10)

Country	Link
US (1)	US4425186A (2)
JP (1)	JPS57161198A (2)
AU (1)	AU539529B2 (2)
CA (1)	CA1162704A (2)
DE (1)	DE3142372C2 (2)
FI (1)	FI71179C (2)
FR (1)	FR2502657B1 (2)
NO (1)	NO160532C (2)
SE (1)	SE446754B (2)
ZA (1)	ZA817584B (2)

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US5716498A (en) *	1996-04-12	1998-02-10	Witco Corporation	Process for softening paper in manufacture
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1981
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- 1981-10-26 DE DE3142372A patent/DE3142372C2/de not_active Expired
- 1981-10-27 AU AU76863/81A patent/AU539529B2/en not_active Ceased
- 1981-11-02 SE SE8106456A patent/SE446754B/sv not_active IP Right Cessation
- 1981-11-03 ZA ZA817584A patent/ZA817584B/xx unknown
- 1981-11-04 CA CA000389436A patent/CA1162704A/en not_active Expired
- 1981-11-12 FI FI813590A patent/FI71179C/fi not_active IP Right Cessation
- 1981-11-16 NO NO813873A patent/NO160532C/no unknown
- 1981-11-23 FR FR8121871A patent/FR2502657B1/fr not_active Expired
- 1981-11-30 JP JP56192687A patent/JPS57161198A/ja active Granted

Also Published As

Publication number	Publication date
NO160532C (no)	1989-04-26
FI71179C (fi)	1986-11-24
AU7686381A (en)	1982-09-30
SE8106456L (sv)	1982-09-25
NO813873L (no)	1982-09-27
DE3142372C2 (de)	1987-01-29
DE3142372A1 (de)	1982-10-07
FR2502657B1 (fr)	1986-07-11
FI813590L (fi)	1982-09-25
US4425186A (en)	1984-01-10
FI71179B (fi)	1986-08-14
SE446754B (sv)	1986-10-06
AU539529B2 (en)	1984-10-04
JPS57161198A (en)	1982-10-04
FR2502657A1 (fr)	1982-10-01
NO160532B (no)	1989-01-16
JPH0215678B2 (2)	1990-04-12
ZA817584B (en)	1982-10-27

Legal Events

Date	Code	Title	Description
2001-02-28	MKEX	Expiry

Publication	Publication Date	Title
US4425186A (en)	1984-01-10	Dimethylamide and cationic surfactant debonding compositions and the use thereof in the production of fluff pulp
CA1129604A (en)	1982-08-17	Method of producing fluffed pulp
US4432833A (en)	1984-02-21	Pulp containing hydrophilic debonder and process for its application
US5776308A (en)	1998-07-07	Method of softening pulp and pulp products produced by same
DE69212494T2 (de)	1996-11-28	Weiches, absorbierendes seidenpapier mit hoher, temporärer nassfestigkeit
DE69212493T2 (de)	1996-12-05	Weiches, absorbierendes seidenpapier mit hoher dauernder nassfestigkeit
US4351699A (en)	1982-09-28	Soft, absorbent tissue paper
US3953283A (en)	1976-04-27	Paperboard having improved oil resistance
US4441962A (en)	1984-04-10	Soft, absorbent tissue paper
DE69531063T2 (de)	2004-05-06	Tissuepapierprodukt, das eine quaternäre ammoniumverbindung, eine polysiloxanverbindung und bindemittel enthält
US4447294A (en)	1984-05-08	Process for making absorbent tissue paper with high wet strength and low dry strength
US4144122A (en)	1979-03-13	Quaternary ammonium compounds and treatment of cellulose pulp and paper therewith
US2944931A (en)	1960-07-12	Sanitary paper and process of making the same
WO2000036215A1 (en)	2000-06-22	Softened comminution pulp
RU2012100303A (ru)	2013-07-20	Добавка к сухому листу рыхлой целлюлозы
WO1997031153A1 (en)	1997-08-28	Manufacture of softened cellulose fiber-based products
DE69032048T2 (de)	1998-08-06	Hydrolyse von Harz in Zellstoff
CA2240129A1 (en)	1997-10-02	Absorbent cellulosic material and production thereof
DE2533411A1 (de)	1976-02-12	Verleimungsgemisch und verfahren zum verleimen von papierprodukten
US2258628A (en)	1941-10-14	Cellulose product
EP1155192A1 (en)	2001-11-21	Softened comminution pulp
CA1152710A (en)	1983-08-30	Pulp containing hydrophilic debonder and process for its application
US2986478A (en)	1961-05-30	Process for making flameproofed, water-resistant paper
CN108779605A (zh)	2018-11-09	DIPA-Esterquat解键剂用于薄纸和绒毛浆生产的用途
US20030024670A1 (en)	2003-02-06	Absorbent material and production thereof