CN108794715A - A kind of preparation method of composite floor board sulfomethylation lignin modification urea-phenolic resin adhesive - Google Patents

A kind of preparation method of composite floor board sulfomethylation lignin modification urea-phenolic resin adhesive Download PDF

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CN108794715A
CN108794715A CN201810720901.6A CN201810720901A CN108794715A CN 108794715 A CN108794715 A CN 108794715A CN 201810720901 A CN201810720901 A CN 201810720901A CN 108794715 A CN108794715 A CN 108794715A
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urea
sal
added
preparation
sulfomethylation
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陈日清
王荣兴
张祖新
王春鹏
储富祥
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Institute of Chemical Industry of Forest Products of CAF
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G14/00Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
    • C08G14/02Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
    • C08G14/04Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
    • C08G14/12Chemically modified polycondensates
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J161/00Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
    • C09J161/34Condensation polymers of aldehydes or ketones with monomers covered by at least two of the groups C09J161/04, C09J161/18 and C09J161/20

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Veneer Processing And Manufacture Of Plywood (AREA)

Abstract

The invention discloses a kind of composite floor board preparation methods of sulfomethylation lignin modification urea-phenolic resin adhesive, including:The first step:Formaldehyde (F) solution, phenol (P), sulfomethylation lignin (SAL), urea (U) are mixed, wherein SAL/ (SAL+P) mass ratio is 0~50%, the molar ratio of F/ (P+U+SAL) is 0.70~0.85, a certain amount of catalyst is added, is warming up to 60 DEG C or more 30~100min of reaction;Second step:Formalin and urea is added, it is 1.03~1.13 to make the molar ratio of F/ (P+U+SAL), and 50~100min is reacted at 60~95 DEG C with lye control temperature;Third walks:Formalin and lye is added, the molar ratio of the F/ (P+U+SAL) in system is made to become 1.05~1.20,40~90min is reacted at 70 DEG C or more;4th step:Urea, which is added, makes the final molar ratio of F/ (P+U+SAL) be 0.95~1.66, final solution PH is adjusted to 12.5~13.5 reactions with lye, until viscosity reaches requirement.The composite wood board of preparation is more than 90 days with adhesive working life, and the solid wooden compound floor Strength of Plywood of compacting meets II class glued board requirements, and burst size of methanal meets E0Grade is horizontal.

Description

A kind of composite floor board sulfomethylation lignin modification urea-phenolic resin adhesive Preparation method
Technical field
The present invention relates to the composite floor board preparation method of sulfomethylation lignin modification urea-phenolic resin adhesive, Specifically sulfomethylation lignin is used to replace a part of phenol synthesis urea-phenolic aldehyde (PUF) resin, prepares based Wood Adhesives and be used for Composite floor board produces, and obtains low formaldehyde, inexpensive environmentally friendly product.
Background technology
With the increasingly depleted of fossil resource, biomass resource is gradually paid attention to, to reinforce China's forest tree remainder money The research for the breadth and depth that source utilizes, preparing biomass-based composite material becomes an emphasis of research and development.Pulping process A large amount of alkali lignins of middle generation are larger to environmental pressure, however lignin is containing oxo phenylpropanol or derivatives thereof structure list The armaticity high polymer of member, there are a large amount of hydroxyls in structural unit, can substitute part phenol as the original for preparing PUF resins Material also alleviates dependence of the resins synthesis to fossil feedstock while reducing the wasting of resources.Alkali lignin molecular weight distribution is uneven, Methoxyl content is higher, and activity is poor, has good water solubility after alkali lignin sulfomethylation, reaction is more abundant, obtains Adhesive better performances " four kinds of E0PUF resin glues are described in the level plywood research of PUF resin structures and property relationship " The Strength of Plywood of compacting and resin phenol content and-CH2OH contents are related;The poplar three-layer-poywood formaldehyde of PUF resins compacting is released High-volume with the free formaldehyde of resin and-CH2OCH2Content is related.Invention is found suitably by research, comprehensive discovery Material quality ratio and molar ratio obtain ripe scheme and formula.
Invention content
The technical issues of solution:In order to reduce biomass resource waste, slow down fossil resources exhaustion speed, reduction timber glue The problems such as cost of glutinous agent, the present invention proposes a kind of preparation side of sulfomethylation lignin modification PUF resin lumber adhesives Method is used for the preparation of composite floor board.On the one hand by material composition analysis and Quan Zhihua utilization technologies, realize that sulfomethylation is wooden The high mixture ratio of element and urea uses, and reduces the synthesis production cost of PUF based Wood Adhesives resins:On the other hand with SAL and U The increase of addition will also result in the bonding strength decline with the wood-based plate of the resin, this hair although the cost reduction of resin It is bright also to solve this problem in that.
Technical solution:A kind of composite floor board sticks the preparation method of agent with sulfomethylation modified phenol formaldehyde resin adhesive with pulping waste liquor, It is characterized in that, by mass parts, group becomes:
The first step:Formaldehyde (F) solution, phenol (P), sulfomethylation lignin (SAL), urea (U) are mixed, at this time
The molar ratio that SAL/ (SAL+P) mass ratio of reaction system is 0~50%, F/ (P+U+SAL) is 0.70~0.85, It is added
A certain amount of catalyst is warming up to 60 DEG C or more 30~100min of reaction;
Second step:Formalin and urea is added, make the molar ratio of the F/ (P+U+SAL) in system become 1.03~ 1.13, use alkali
Hydraulic control temperature reacts 50~100min at 60~95 DEG C;
Third walks:Formalin and lye is added, make the molar ratio of the F/ (P+U+SAL) in system become 1.05~ 1.20,40~90min is reacted at 70 DEG C or more;
4th step:Urea, which is added, makes the final molar ratio of F/ (P+U+SAL) be 0.95~1.66, with lye by final solution PH is adjusted to 12.5~13.5 reactions, until viscosity reaches requirement.
The sulfomethylation lignin is oxidized rear obtained with sulfonating agent sulfonation by raw material of lignin.
The lye is any one in sodium hydroxide, calcium hydroxide and barium hydroxide, ensures that sulfomethylation is wooden Final pH=12.5~13.5 of plain Modified Urea-phenolic aldehyde based Wood Adhesives resin.
Any one in formalin used optional paraformaldehyde and glyoxal is configured to various concentration.
The catalyst is the oxide (CaO, MgO) or salt of bivalent metal ion, and dosage is 0~2wt%P.
Adhesive resin solid content is 40~60%.
Advantageous effect:
1. the present invention substitutes part phenol using sulfomethylation lignin and prepares urea-phenolic resin, phenol substitution rate is high. Wherein, sulfomethylation lignin substitutes phenol 0~50%, takes full advantage of forestry biomass discarded sections and substitutes phenol preparation Sulfomethylation lignin modification urea-phenolic resin has certain economy, environment and social value;
2. the alkali lignin that the present invention uses, compared with lignosulfonates, molecular weight distribution is uneven, methoxyl content Higher, activity is poor, has good water solubility after alkali lignin sulfomethylation, reacts more abundant, obtained adhesive performance Preferably;
3. the present invention prepares urea-phenolic resin of sulfomethylation lignin modification, no subsequent processing is easy to operate, can Directly water is added to adjust its solid content after preparing large arch dam;The composite wood board of preparation is more than 90 days with adhesive working life
4. urea-phenolic resin of sulfomethylation lignin modification of the present invention is by 4.17 regulation in GB/T 17657-2013 It is handled, measures its glued board bonding strength, qualification rate is far above required standard.
5. urea-phenolic resin of sulfomethylation lignin modification of the present invention presses 4.59 drying in GB/T 17657-2013 Device method measures burst size of methanal, and the concentration of measurement is much smaller than country E0Standard.
Specific implementation mode
Selected drug in the embodiment of the present invention is all the pure rank of analysis.
With reference to specific example, the scheme and effect that the present invention is furture elucidated.
A kind of preparation method of sulfomethylation lignin modification urea-phenolic resin, group become:
The first step:Formaldehyde (F) solution, phenol (P), sulfomethylation lignin (SAL), urea (U) are mixed, reacted at this time The molar ratio that SAL/ (SAL+P) mass ratio of system is 0~50%, F/ (P+U+SAL) is 0.70~0.85, and a certain amount of amount is added The catalyst of 0.3~0.5wt%P is warming up to 60 DEG C or more 30~100min of reaction;
Second step:Formalin and urea is added, make the molar ratio of the F/ (P+U+SAL) in system become 1.03~ 1.13, the lye of 4.5~7.0wt%P is added, temperature reacts 50~100min at 60~95 DEG C;
Third walks:The lye of formalin and 6.5~12.0wt%P is added, makes mole of the F/ (P+U+SAL) in system Than becoming 1.05~1.20,40~90min is reacted at 70 DEG C or more;
4th step:Urea, which is added, makes the final molar ratio of F/ (P+U+SAL) be 0.95~1.66, with 11.0~16.0wt% Final solution pH is adjusted to 12.5~13.5 reactions by the lye of P, until viscosity reaches requirement.
A concentration of the 36~38% of above-mentioned aldehyde used, concentration of lye is 40% or 50%,
Embodiment 1:
The first step:200 parts of phenol, 150 parts of formalins (37%), 16 parts of urea, 0.7 part of CaO are added in a kettle 88 DEG C are warming up to, clock reaction 50min is started;
150 parts of formalins (37%) and 16 parts of urea are added in second step, and by the way that 25 parts of NaOH solutions are added dropwise (50%), controlling reaction temperature is increased to 85 DEG C, reacts 50min;
Third walks, and 100 parts of formalins (37%) is added, and by the way that 25 parts of NaOH solutions (50%), control reaction is added dropwise 85-90 DEG C of reaction 40min of temperature;
4th step, be added 18 parts of urea, by be added 90 parts of NaOH solutions (50%), 80~85 DEG C of controlling reaction temperature, 30min is reacted, pH value is adjusted to 12.5~13.5, measures in viscosity to 300~500mPaS a certain ranges, cooling discharging.
Prepare sulfomethylation lignin modification urea-Phenolic resin wood adhesive, the face that addition mass fraction is 20% Powder, spread are 300~320g/m2Veneer, the compound five-ply board of eucalyptus poplar of compacting, testing result are listed in subordinate list 1.
Embodiment 2:
The first step:150 parts of phenol, 50 parts of sulfomethylation lignin, 150 parts of paraformaldehyde solutions are added in a kettle (37%), 28 parts of urea, 0.7 part of CaO are warming up to 88 DEG C, start clock reaction 60min
150 parts of paraformaldehyde solutions (37%) and 28 parts of urea are added in second step, and by the way that 40 parts of NaOH solutions are added dropwise (40%), controlling reaction temperature is increased to 85~90 DEG C, reacts 60min;
Third walks, and 106 parts of paraformaldehyde solutions (37%) is added, and by the way that 40 parts of NaOH solutions (40%), control is added dropwise 85-90 DEG C of reaction 50min of reaction temperature;
4th step, be added 30 parts of urea, by be added 115 parts of NaOH solutions (40%), 80~85 DEG C of controlling reaction temperature, 50min is reacted, pH value is adjusted to 12.5~13.5, measures in viscosity to 300~500mPaS a certain ranges, cooling discharging.
Prepare sulfomethylation lignin modification urea-Phenolic resin wood adhesive, the face that addition mass fraction is 20% Powder, spread are 300~320g/m2Veneer, the compound five-ply board of eucalyptus poplar of compacting, testing result are listed in subordinate list 1.
Embodiment 3:
The first step:100 parts of phenol, 100 parts of sulfomethylation lignin, 170 parts of formalins are added in a kettle (37%), 44 parts of urea, 0.7 part of CaO are warming up to 88 DEG C, start clock reaction 70min
170 parts of formalins (37%) and 44 parts of urea are added in second step, and by the way that 40 parts of NaOH solutions are added dropwise (40%), controlling reaction temperature is increased to 85~90 DEG C, reacts 70min;
Third walks, and 118 parts of formalins (37%) is added, and by the way that 40 parts of NaOH solutions (40%), control reaction is added dropwise 85-90 DEG C of reaction 50min of temperature;
4th step, be added 18 parts of urea, by be added 100 parts of NaOH solutions (40%), 80~85 DEG C of controlling reaction temperature, 70min is reacted, pH value is adjusted to 12.5~13.5, measures in viscosity to 300~500mPaS a certain ranges, cooling discharging.
Prepare sulfomethylation lignin modification urea-Phenolic resin wood adhesive, the face that addition mass fraction is 20% Powder, spread are 300~320g/m2Veneer, the compound five-ply board of eucalyptus poplar of compacting, testing result are listed in subordinate list 1.
Embodiment 4:
The first step:200 parts of phenol, 150 parts of formalins (37%), 16 parts of urea, 0.7 part of CaO are added in a kettle 88 DEG C are warming up to, clock reaction 30min is started;
150 parts of formalins (37%) and 16 parts of urea are added in second step, and by the way that 25 parts of Ca (OH) are added dropwise2Solution (50%), controlling reaction temperature is increased to 85~90 DEG C, reacts 80min;
Third walks, and 100 parts of formalins (37%) is added, and by the way that 25 parts of Ca (OH) are added dropwise2Solution (50%), control are anti- Answer 85-90 DEG C of reaction 60min of temperature:
18 parts of urea are added in 4th step, by the way that 85 parts of Ca (OH) are added2Solution (50%), 80 DEG C of controlling reaction temperature, instead 90min is answered, pH value is adjusted to 12.5~13.5, measures in viscosity to 300~500mPaS a certain ranges, cooling discharging.
Prepare sulfomethylation lignin modification urea-Phenolic resin wood adhesive, the face that addition mass fraction is 20% Powder, spread are 300~320g/m2Veneer, the compound five-ply board of eucalyptus poplar of compacting, testing result are listed in subordinate list 1.
Embodiment 5:
The first step:100 parts of phenol, 100 parts of sulfomethylation lignin, 150 parts of glyoxal solutions are added in a kettle (37%), 28 parts of urea, 1.5 parts of CaCl2, 88 DEG C are warming up to, clock reaction 40min is started;
150 parts of glyoxal solutions (37%) and 28 parts of urea are added in second step, and by the way that 40 parts of NaOH solutions are added dropwise (40%), controlling reaction temperature is increased to 85~90 DEG C, reacts 90min;
Third walks, and 106 parts of glyoxal solutions (37%) is added, and by the way that 40 parts of NaOH solutions (40%) are added dropwise, control is anti- Answer 85-90 DEG C of reaction 70min of temperature;
4th step, be added 30 parts of urea, by be added 115 parts of NaOH solutions (40%), 80~85 DEG C of controlling reaction temperature, About 110min is reacted, pH value is adjusted to 12.5~13.5, measures in viscosity to 300~500mPaS a certain ranges, cooling goes out Material.
Prepare sulfomethylation lignin modification urea-Phenolic resin wood adhesive, the face that addition mass fraction is 20% Powder, spread are 300~320g/m2Veneer, the compound five-ply board of eucalyptus poplar of compacting, testing result are listed in subordinate list 1.
Embodiment 6:
The first step:125 parts of phenol, 75 parts of sulfomethylation lignin, 125 parts of formalins are added in a kettle (37%), 44 parts of urea is warming up to 88 DEG C, starts clock reaction 60min;
170 parts of formalins (37%) and 44 parts of urea are added in second step, and by the way that 85 parts of Ba (OH) are added dropwise2Solution (40%), controlling reaction temperature is increased to 85~90 DEG C, reacts 100min;
Third walks, and 118 parts of formalins (37%) is added, and by the way that 85 parts of Ba (OH) are added dropwise2Solution (40%), control are anti- Answer 85-90 DEG C of reaction 90min of temperature;
46 parts of urea are added in 4th step, by the way that 215 parts of Ba (OH) are added2Solution (40%), controlling reaction temperature 80~85 DEG C, about 120min is reacted, pH value is adjusted to 12.5~13.5, measures in viscosity to 300~500mPaS a certain ranges, it is cooling Discharging.
Prepare sulfomethylation lignin modification urea-Phenolic resin wood adhesive, the face that addition mass fraction is 20% Powder, spread are 300~320g/m2Veneer, the compound five-ply board of eucalyptus poplar of compacting, testing result are listed in subordinate list 1.
Comparative example 1:Pure urea-phenolic resin (PUF)
The first step:200 parts of phenol, 170 parts of formalins (37%), 44 parts of urea, 0.7 part of MgO are added in a kettle 88 DEG C are warming up to, clock reaction 50min is started;
170 parts of formalins (37%) and 44 parts of urea are added in second step, and by the way that 40 parts of NaOH solutions are added dropwise (40%), controlling reaction temperature is increased to 85 DEG C, reacts 70min;
Third walks, and 118 parts of formalins (37%) is added, and by the way that 40 parts of NaOH solutions (40%), control reaction is added dropwise 85 DEG C of reaction 60min of temperature:
4th step, be added 18 parts of urea, by be added 100 parts of NaOH solutions (40%), 80~85 DEG C of controlling reaction temperature, About 30min is reacted, pH value is adjusted to 12.5~13.5, measures in viscosity to 300~500mPaS a certain ranges, be added 153 parts Water, cooling discharging.
Prepare sulfomethylation lignin modification urea-Phenolic resin wood adhesive, the face that addition mass fraction is 20% Powder, spread are 300~320g/m2Veneer, the compound five-ply board of eucalyptus poplar of compacting, testing result are listed in subordinate list 1.
Subordinate list 1:Sulfomethylation lignin modification urea-phenolic resin glue physical and chemical index
Subordinate list 2:Sulfomethylation lignin modification PUF resin lumber adhesive pressing plate testing results
It is best to can see the resin of case 1 its glue performance for data in consolidated statement, as sulfomethylation lignin replaces The resinoid bond performance of the increase of phenol amount and urea additive amount, case 3 is worst.
The detection of above-mentioned PUF resins:Viscosity uses 25 DEG C of conditions of NDJ-1 rotational viscometers by GB/T14074-2006 regulations Lower detection;Solid content is detected by the regulation of GB/T14074-2006;Bonding strength and burst size of methanal press GB/T 17657- 2013 regulation detection.

Claims (7)

1. a kind of composite floor board preparation method of sulfomethylation lignin modification urea-phenolic resin adhesive, feature exist In:
The first step:Formaldehyde (F) solution, phenol (P), sulfomethylation lignin (SAL), urea (U) are mixed, at this time reaction system SAL/ (SAL+P) mass ratio be 0~50%, F/ (P+U+SAL) molar ratio be 0.70~0.85, a certain amount of catalysis is added Agent is warming up to 60 DEG C or more 30~100min of reaction;
Second step:Formalin and urea is added, the molar ratio of the F/ (P+U+SAL) in system is made to become 1.03~1.13, uses Lye control temperature reacts 50~100min at 60~95 DEG C;
Third walks:Formalin and lye is added, the molar ratio of the F/ (P+U+SAL) in system is made to become 1.05~1.20, 70 DEG C or more 40~90min of reaction;
4th step:Urea, which is added, makes the final molar ratio of F/ (P+U+SAL) be 0.95~1.66, with lye by final solution pH tune It is reacted for 12.5~13.5, until viscosity reaches requirement.
2. the preparation of composite floor board sulfomethylation lignin modification urea-phenolic resin adhesive according to claim 1 Method, it is characterised in that:The sulfomethylation lignin is oxidized rear obtained with sulfonating agent sulfonation by raw material of lignin.
3. the preparation of composite floor board sulfomethylation lignin modification urea-phenolic resin adhesive according to claim 1 Method, it is characterised in that:The lye is any one in sodium hydroxide, calcium hydroxide and barium hydroxide, ensures sulphur first Final pH=12.5~13.5 of base lignin modification urea-phenolic aldehyde based Wood Adhesives resin.
4. the preparation of composite floor board sulfomethylation lignin modification urea-phenolic resin adhesive according to claim 1 Method, it is characterised in that:The optional paraformaldehyde of formalin used is configured to Bu Tong dense with any one in glyoxal Degree.
5. the preparation of composite floor board sulfomethylation lignin modification urea-phenolic resin adhesive according to claim 1 Method, it is characterised in that:The catalyst be bivalent metal ion oxide or salt (such as:CaO,MgO,CaCl2), dosage For 0~2wt%P.
6. the preparation of composite floor board sulfomethylation lignin modification urea-phenolic resin adhesive according to claim 1 Method, it is characterised in that:Adhesive resin solid content is 40~60%.
7. the preparation of composite floor board sulfomethylation lignin modification urea-phenolic resin adhesive according to claim 1 Method, it is characterised in that:The composite wood board of preparation is more than 90 days with adhesive working life, the solid wooden compound floor glued board of compacting Intensity meets II class glued board requirements, and burst size of methanal meets E0Grade is horizontal.
CN201810720901.6A 2018-06-29 2018-06-29 A kind of preparation method of composite floor board sulfomethylation lignin modification urea-phenolic resin adhesive Pending CN108794715A (en)

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