CA2015776C - Composition stable et non toxique de lignosulfonate et uree-formaldehyde et methode de preparation - Google Patents

Composition stable et non toxique de lignosulfonate et uree-formaldehyde et methode de preparation Download PDF

Info

Publication number: CA2015776C
Authority: CA; Canada
Prior art keywords: lignosulfonate; urea; formaldehyde; methylol; sulfite liquor
Prior art date: 1989-03-27
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 - Fee Related

Application number

CA002015776A

Other languages

English (en)

Other versions

CA2015776A1 (fr

Inventor

John W. Hollis Jr.

Linda G. Schmitt

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.)

Daishowa Chemicals Inc

Original Assignee

Daishowa Chemicals 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.)

1989-03-27

Filing date

1990-04-30

Publication date

2001-07-10

1990-04-30 Application filed by Daishowa Chemicals Inc filed Critical Daishowa Chemicals Inc

1990-04-30 Priority to CA002015776A priority Critical patent/CA2015776C/fr

1991-10-31 Publication of CA2015776A1 publication Critical patent/CA2015776A1/fr

2001-07-10 Application granted granted Critical

2001-07-10 Publication of CA2015776C publication Critical patent/CA2015776C/fr

2010-04-30 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

229920001732 Lignosulfonate Polymers 0.000 title claims abstract description 130
229920001807 Urea-formaldehyde Polymers 0.000 title claims abstract description 42
239000000203 mixture Substances 0.000 title claims abstract description 30
231100000252 nontoxic Toxicity 0.000 title claims abstract description 7
230000003000 nontoxic effect Effects 0.000 title claims abstract description 7
238000000034 method Methods 0.000 title claims description 20
239000011230 binding agent Substances 0.000 claims abstract description 26
241001465754 Metazoa Species 0.000 claims abstract description 11
238000004519 manufacturing process Methods 0.000 claims abstract description 9
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 192
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 80
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical group OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 70
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 45
239000004202 carbamide Substances 0.000 claims description 44
238000006243 chemical reaction Methods 0.000 claims description 34
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
239000007787 solid Substances 0.000 claims description 25
239000011575 calcium Substances 0.000 claims description 15
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical group [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 14
239000002253 acid Substances 0.000 claims description 14
229910052791 calcium Inorganic materials 0.000 claims description 14
229920000642 polymer Polymers 0.000 claims description 13
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 12
-1 methylol groups Chemical group 0.000 claims description 12
238000004537 pulping Methods 0.000 claims description 10
239000011248 coating agent Substances 0.000 claims description 9
238000000576 coating method Methods 0.000 claims description 9
239000002023 wood Substances 0.000 claims description 8
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group 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 claims description 7
230000002378 acidificating effect Effects 0.000 claims description 7
239000003245 coal Substances 0.000 claims description 7
239000011121 hardwood Substances 0.000 claims description 7
DSKJXGYAJJHDOE-UHFFFAOYSA-N methylideneurea Chemical compound NC(=O)N=C DSKJXGYAJJHDOE-UHFFFAOYSA-N 0.000 claims description 7
239000011734 sodium Substances 0.000 claims description 7
229910052708 sodium Inorganic materials 0.000 claims description 7
229910021529 ammonia Inorganic materials 0.000 claims description 6
238000009360 aquaculture Methods 0.000 claims description 6
244000144974 aquaculture Species 0.000 claims description 6
239000000463 material Substances 0.000 claims description 6
229920001542 oligosaccharide Polymers 0.000 claims description 6
150000002482 oligosaccharides Chemical class 0.000 claims description 6
235000000346 sugar Nutrition 0.000 claims description 6
150000008163 sugars Chemical class 0.000 claims description 6
239000011122 softwood Substances 0.000 claims description 5
239000000843 powder Substances 0.000 claims description 4
239000007921 spray Substances 0.000 claims description 4
239000000919 ceramic Substances 0.000 claims description 3
239000011468 face brick Substances 0.000 claims description 2
238000010791 quenching Methods 0.000 claims description 2
239000011819 refractory material Substances 0.000 claims description 2
229920005989 resin Polymers 0.000 description 43
239000011347 resin Substances 0.000 description 43
239000008188 pellet Substances 0.000 description 11
229920005610 lignin Polymers 0.000 description 10
239000000243 solution Substances 0.000 description 10
229920001568 phenolic resin Polymers 0.000 description 8
206010010726 Conjunctival oedema Diseases 0.000 description 6
206010015150 Erythema Diseases 0.000 description 6
239000003513 alkali Substances 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
230000008569 process Effects 0.000 description 5
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
229920005551 calcium lignosulfonate Polymers 0.000 description 4
RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
230000003247 decreasing effect Effects 0.000 description 4
230000000694 effects Effects 0.000 description 4
239000002245 particle Substances 0.000 description 4
239000000047 product Substances 0.000 description 4
239000000758 substrate Substances 0.000 description 4
239000002699 waste material Substances 0.000 description 4
241000700159 Rattus Species 0.000 description 3
231100000460 acute oral toxicity Toxicity 0.000 description 3
239000000853 adhesive Substances 0.000 description 3
230000001070 adhesive effect Effects 0.000 description 3
239000002585 base Substances 0.000 description 3
238000009833 condensation Methods 0.000 description 3
230000005494 condensation Effects 0.000 description 3
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
239000000178 monomer Substances 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
238000012453 sprague-dawley rat model Methods 0.000 description 3
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
230000002411 adverse Effects 0.000 description 2
239000011449 brick Substances 0.000 description 2
150000001720 carbohydrates Chemical class 0.000 description 2
235000014633 carbohydrates Nutrition 0.000 description 2
238000010790 dilution Methods 0.000 description 2
239000012895 dilution Substances 0.000 description 2
238000010410 dusting Methods 0.000 description 2
239000000835 fiber Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
238000002156 mixing Methods 0.000 description 2
230000009467 reduction Effects 0.000 description 2
239000000377 silicon dioxide Substances 0.000 description 2
231100000331 toxic Toxicity 0.000 description 2
230000002588 toxic effect Effects 0.000 description 2
JEOQACOXAOEPLX-WCCKRBBISA-N (2s)-2-amino-5-(diaminomethylideneamino)pentanoic acid;1,3-thiazolidine-4-carboxylic acid Chemical compound OC(=O)C1CSCN1.OC(=O)[C@@H](N)CCCN=C(N)N JEOQACOXAOEPLX-WCCKRBBISA-N 0.000 description 1
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
235000019733 Fish meal Nutrition 0.000 description 1
229920002488 Hemicellulose Polymers 0.000 description 1
238000004566 IR spectroscopy Methods 0.000 description 1
229920000877 Melamine resin Polymers 0.000 description 1
238000011887 Necropsy Methods 0.000 description 1
241000283973 Oryctolagus cuniculus Species 0.000 description 1
206010040880 Skin irritation Diseases 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
241000209140 Triticum Species 0.000 description 1
235000021307 Triticum Nutrition 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
239000000654 additive Substances 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
229920005550 ammonium lignosulfonate Polymers 0.000 description 1
238000011888 autopsy Methods 0.000 description 1
230000004888 barrier function Effects 0.000 description 1
230000037396 body weight Effects 0.000 description 1
230000000711 cancerogenic effect Effects 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
231100000357 carcinogen Toxicity 0.000 description 1
239000003183 carcinogenic agent Substances 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
230000001143 conditioned effect Effects 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
210000004087 cornea Anatomy 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
230000001934 delay Effects 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000004945 emulsification Methods 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
239000004467 fishmeal Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000003292 glue Substances 0.000 description 1
239000008187 granular material Substances 0.000 description 1
239000000383 hazardous chemical Substances 0.000 description 1
239000004312 hexamethylene tetramine Substances 0.000 description 1
235000010299 hexamethylene tetramine Nutrition 0.000 description 1
238000007731 hot pressing Methods 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
239000002085 irritant Substances 0.000 description 1
231100000021 irritant Toxicity 0.000 description 1
238000002955 isolation Methods 0.000 description 1
229920005611 kraft lignin Polymers 0.000 description 1
239000002655 kraft paper Substances 0.000 description 1
239000010410 layer Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
231100000344 non-irritating Toxicity 0.000 description 1
239000000123 paper Substances 0.000 description 1
230000035515 penetration Effects 0.000 description 1
238000006068 polycondensation reaction Methods 0.000 description 1
ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000011342 resin composition Substances 0.000 description 1
229920003987 resole Polymers 0.000 description 1
239000004576 sand Substances 0.000 description 1
231100000475 skin irritation Toxicity 0.000 description 1
230000036556 skin irritation Effects 0.000 description 1
APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
229920005552 sodium lignosulfonate Polymers 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
239000002344 surface layer Substances 0.000 description 1
230000004083 survival effect Effects 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
238000011282 treatment Methods 0.000 description 1
230000004584 weight gain Effects 0.000 description 1
235000019786 weight gain Nutrition 0.000 description 1

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Compositions Of Macromolecular Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

CA002015776A 1989-03-27 1990-04-30 Composition stable et non toxique de lignosulfonate et uree-formaldehyde et methode de preparation Expired - Fee Related CA2015776C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA002015776A CA2015776C (fr)	1989-03-27	1990-04-30	Composition stable et non toxique de lignosulfonate et uree-formaldehyde et methode de preparation

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US32888789A	1989-03-27	1989-03-27
CA002015776A CA2015776C (fr)	1989-03-27	1990-04-30	Composition stable et non toxique de lignosulfonate et uree-formaldehyde et methode de preparation

Publications (2)

Publication Number	Publication Date
CA2015776A1 CA2015776A1 (fr)	1991-10-31
CA2015776C true CA2015776C (fr)	2001-07-10

Family

ID=25674111

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002015776A Expired - Fee Related CA2015776C (fr)	1989-03-27	1990-04-30	Composition stable et non toxique de lignosulfonate et uree-formaldehyde et methode de preparation

Country Status (1)

Country	Link
CA (1)	CA2015776C (fr)

1990
- 1990-04-30 CA CA002015776A patent/CA2015776C/fr not_active Expired - Fee Related

Also Published As

Publication number	Publication date
CA2015776A1 (fr)	1991-10-31

Legal Events

Date	Code	Title	Description
1996-04-15	EEER	Examination request
2006-05-01	MKLA	Lapsed

Publication	Publication Date	Title
US5075402A (en)	1991-12-24	Non-toxic, stable lignosulfonate-urea-formaldehyde composition and method of preparation thereof
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US4603191A (en)	1986-07-29	Process for preparing a urea-formaldehyde resin having a very low mole ratio of formaldehyde to urea
CA2108176A1 (fr)	1992-10-10	Colles a bois a base de lignine, amelioree
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US2150698A (en)	1939-03-14	Water soluble thermosetting resin and method of making same
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CA2015776C (fr)	2001-07-10	Composition stable et non toxique de lignosulfonate et uree-formaldehyde et methode de preparation
US4756738A (en)	1988-07-12	Controlled release formulation for fertilizers
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