CN101528801A - Polysulfide curable composition - Google Patents
Polysulfide curable composition Download PDFInfo
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- CN101528801A CN101528801A CNA2007800386838A CN200780038683A CN101528801A CN 101528801 A CN101528801 A CN 101528801A CN A2007800386838 A CNA2007800386838 A CN A2007800386838A CN 200780038683 A CN200780038683 A CN 200780038683A CN 101528801 A CN101528801 A CN 101528801A
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- solidification compound
- organic carboxyl
- carboxyl acid
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
- C08G18/7628—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group
- C08G18/7642—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
- C08G18/225—Catalysts containing metal compounds of alkali or alkaline earth metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4825—Polyethers containing two hydroxy groups
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Disclosed is a curable composition containing (A) a polysulfide ether polymer, (B) a terminal isocyanate group-containing urethane prepolymer and/or a polyisocyanate compound and (C) a curing catalyst containing an organic tin compound and an organic carboxylic acid metal salt (particularly, an organic carboxylic acid alkaline earth metal salt). The curable composition enables to secure a sufficient working life even under high temperature high humidity conditions, while being greatly improved in foaming during curing and having an excellently balanced workability.
Description
Technical field
The application advocates right of priority 2006-281233 number to Japan's patent application,, by reference its integral body is added in this specification sheets at this.
The present invention relates to a kind of polysulfide curable composition, more specifically, a kind ofly under hot and humid degree environment, also can guarantee to operate essential work-ing life and the solidification compound that is particularly useful as sealing material of the foaming can suppress to solidify significantly simultaneously the time even relate to.
Background technology
Past, in polysulfide curable composition, especially in hot and humid degree environment, owing in the isocyanate group of curing agent component and the operating environment or the reaction of moisture in the member produce carbonic acid gas and then surface exceedingly the expansible foamed phenomenon become that design is gone up, problem on anti-waterborne, the bonding strength.In addition, the polysulfide sealing material is used in the less seam of capacity such as stone seam or watt seam mostly, and the sealing material amount that time per unit can be constructed is few, so in matrix and the work-ing life that needs after solidifying agent mixes more than 2 hours.
But, wait and adjust speed of response if carry out the increment of catalyzer in order to suppress the foamed phenomenon in the hot and humid degree environment, then the mixed thickening rate of matrix/solidifying agent accelerates, and can not guarantee necessary work-ing life, thereby operability is reduced significantly.In addition, if thereby reduced catalyst makes speed of response slack-off in order to guarantee work-ing life, and then the reacting phase of isocyanic ester and moisture increases over the ground, brings detrimentally affect to foaminess.
Under such present situation, as the means that suppress to foam, guarantee work-ing life, open the spy and to have proposed to make it to contain the curing catalysts that constitutes by tertiary amine and/or organometallic compound among the flat 10-121031 (patent documentation 1) and, but have that storage back effect lowers, can not obtain problem such as effect of sufficient in the hot and humid degree environment in full summer as the phosphate ester acid that solidifies retarding agent.In addition, open among the 2000-273438 (patent documentation 2) the spy, propose to limit the specific isocyanate compound and the ratio of isocyanate group/mercaptan, made it contain the retarding agent that responds, but still be difficult to adjust in full summer the harsh and unforgiving environments balance of work-ing life and foaminess.
Patent documentation 1: Japanese kokai publication hei 10-121031 communique
Patent documentation 2: TOHKEMY 2000-273438 communique
Summary of the invention
Even the object of the present invention is to provide a kind of outstanding polysulfide curable composition of balance that in hot and humid degree environment, also can guarantee to operate essential work-ing life and can improve the operability of the foaming when solidifying simultaneously significantly.
The inventor etc. concentrate on studies in order to solve described problem, found that by in polysulfide curable composition and be used as the organo-tin compound and the metal salt of organic carboxylic acid of curing catalysts, even under mal-conditions such as hot and humid degree environment, also can guarantee essential work-ing life and can suppress the reaction of isocyanic ester and moisture simultaneously, suppress to foam significantly.
The present invention is based on above-mentioned opinion and finishes, and comprises following preferred implementation:
[1] a kind of solidification compound, wherein, contain:
(A) polysulphide ether polymer (polysulfide ether polymer);
(B) contain the polyurethane prepolymer and/or the polyisocyanate compounds of terminal isocyanate group; With
(C) contain the curing catalysts of organo-tin compound and organic carboxyl acid alkaline earth salt.
[2] solidification compound of putting down in writing according to described [1], wherein,
The organic carboxyl acid alkaline earth salt is organic carboxyl acid barium and/or organic carboxyl acid calcium.
[3] solidification compound of putting down in writing according to described [1] or [2], wherein,
Further contain (D) polyvalent alcohol.
[4] solidification compound of putting down in writing according to described [3], wherein,
(A) polysulphide ether polymer 100 weight parts relatively, (D) use level of polyvalent alcohol is 20~450 weight parts.
[5] solidification compound of putting down in writing according to described [4], wherein,
(D) polyvalent alcohol is a polyoxy sub alkyl polylol.
[6] a kind of two-component-type solidification compound, wherein,
(1) matrix, the curing catalysts that it contains (A) polysulphide ether polymer and (C) contains organo-tin compound and organic carboxyl acid alkaline earth salt; And
(2) solidifying agent, it contains polyurethane prepolymer and/or polyisocyanate compounds that (B) contains terminal isocyanate group.
[7] solidification compound of putting down in writing according to described [6], wherein,
Matrix (1) further contains polyvalent alcohol.
[8] according to the solidification compound of described [6] or [7] record, it is characterized in that,
Mix (1) matrix and (2) solidifying agent with at least one weight ratio metering of selecting from 100: 10~35 scope, after being filled in φ 45mm * h18mm cylindrical vessel, the foaming height of placing under 50 ℃ of atmosphere after 24 hours from the cured article of container bulging is below the 1.5mm.
Solidification compound among the present invention be by and be used as the organo-tin compound and the metal salt of organic carboxylic acid (especially organic carboxyl acid alkaline earth salt class) of curing catalysts, even also can be shown under the hot and humid degree environment competent work-ing life and then the outstanding solidification compound of balance of the operability of the foaminess that has been suppressed significantly can be shown when solidifying when can have sufficient solidified nature.Thereby the solidification compound among the present invention especially can be used as the polysulfide sealing material of two-component-type well.
Embodiment
Solidification compound among the present invention contains (A) polysulphide ether polymer; (B) contain the polyurethane prepolymer and/or the polyisocyanate compounds of terminal isocyanate group; (C) contain the curing catalysts that organo-tin compound and metal salt of organic carboxylic acid (especially organic carboxyl acid alkaline earth salt) form.This solidification compound preferably further contains (D) polyvalent alcohol and forms.
In the present invention, be meant as the polysulphide polyether polymer (A) (being designated hereinafter simply as " polysulfide polymer ") of matrix and in main chain, contain by formula:
-(R
1O)n-
[in the formula, R
1For carbonatoms is 2~4 alkylidene group, n is 6~200 integer] polyether moiety of expression and by formula:
-(C
2H
4OC
mH
2mOC
2H
4-Sx-)- (a)
-(CH
2CH(OH)CH
2-Sx)- (b)
The structural unit of [in the formula, m is 1~2 integer, and x is 1~5 integer] expression, and have formula endways:
-C
2H
4OC
mH
2mOC
2H
4-SH and/or
-CH
2CH(OH)CH
4-SH
The polymkeric substance of the group that contains mercaptan of [in the formula, m is 1~2 integer] is usually as long as use number-average molecular weight 600~200000, this base polymer of preferred 800~50000.As commercially available product, can illustration " LP-282 " (number-average molecular weight 3500) etc. of the beautiful fine chemistry industry in east (strain) system.Wherein, in this type of polysulfide polymer, described polyethers portion and structural unit (a) and (b) can take any arrangement, in addition, their shared ratio preferred, polyethers partly are 2~95% (weight %, below same), structural unit (a) :-(C
2H
4OC
mH
2mOC
2H
4-Sx-)-part is 3~70% and structural unit (b) :-(CH
2CH (OH) CH
2-Sx)-part is 1~50%.Wherein, the content of polysulphide key Sx is preferably 1~60%.
As the base material of the solidification compound among the present invention, except described polysulfide polymer, can also contain polyvalent alcohol (D) well.In this case, in hot and humid degree environment, can obtain the balance of operability such as outstanding especially foaminess (non-foaminess), work-ing life.
As described polyvalent alcohol, can enumerate known in the past various polyvalent alcohols and (for example on polyvalent alcohols such as ethylene glycol, propylene glycol, glycerine, TriMethylolPropane(TMP), tetramethylolmethane, Sorbitol Powder, sucrose, add the polyether polyol class that poly(propylene oxide) or epoxide such as propylene oxide and oxyethane form; Ethylene glycol, propylene glycol and these oligomerization glycol (oligoglycol) classes; Butyleneglycol, hexylene glycol, polytetramethylene ether diol class; The polycaprolactone polyol class; The polycarbonate polyol class; Polyester polyol classes such as PEA; The polybutadiene polyol class; The castor-oil plant wet goods has the high-grade aliphatic ester class of hydroxyl; Polymer polyatomic alcohol class that forms to polyether glycol class or polyester polyols alcohols grafting vinyl monomer etc.As commercially available product, can illustration Sanyo change into industry (strain) system " サ Application ニ Star Network ス PP3000 " (glycol of molecular weight 3000) etc.They can use separately or use with the mixture more than 2 kinds.
The use level of described polyvalent alcohol usually relatively 100 parts of polysulfide polymers (A) (weight part, below same) the scope of 20~450 parts (preferred 25~300 parts) in, select.If less than 20 parts, then may be difficult to adjust work-ing life, in addition, and if surpass 450 parts, the trend that then exists durable cementability to reduce.
Polyurethane prepolymer and/or polyisocyanate compounds (B) that solidification compound among the present invention will contain terminal isocyanate group use as solidifying agent.
As the described polyurethane prepolymer that contains terminal isocyanate group, for example can enumerate and make the various relatively polyol reactions of excessive polymeric polyisocyanate (usually OII/NCO=1/1.3~1/3.0) make the polyurethane prepolymer that forms.Can preferably enumerate and on polyvalent alcohols such as ethylene glycol, propylene glycol, glycerine, TriMethylolPropane(TMP), tetramethylolmethane, Sorbitol Powder, sucrose, add the polyether polyol class that poly(propylene oxide) or epoxide such as propylene oxide and oxyethane form; Ethylene glycol, propylene glycol and these oligomerization glycol (oligoglycol) classes; Butyleneglycol, hexylene glycol, polytetramethylene ether diol class; The polycaprolactone polyol class; The polycarbonate polyol class; Polyester polyol classes such as PEA; The polybutadiene polyol class; The castor-oil plant wet goods has the high-grade aliphatic ester class of hydroxyl; Polymer polyatomic alcohol class that forms to polyether glycol class or polyester polyols alcohols grafting vinyl monomer etc.They can use separately or use with the mixture more than 2 kinds.
As described polyisocyanate compounds, for example can use to belong to aromatic series, aliphatics or alicyclic polyisocyanate compounds arbitrarily.Can preferably enumerate benzylidene vulcabond (TDI), diphenylmethanediisocyanate (MDI), 3,3 '-dimethyl-4,4 '-biphenylene vulcabond, 1, the 4-phenylene vulcabond, the xylylene vulcabond, tetramethyl-benzene dimethyl vulcabond, naphthalene diisocyanate ester, dicyclohexyl methyl hydride-4,4 '-vulcabond, rough TDI, rough MDI, polymethylene polyphenyl isocyanate, isophorone diisocyanate, hexamethylene diisocyanate, hydrogenation of benzene dimethyl vulcabond, their cyamelide esterification thing, the carbodiimide thing, biuretized thing etc.They can use separately or use with the mixture more than 2 kinds.
The equivalence ratio (NCO)/(SH+OH) of setting the use level of described solidifying agent for sulfydryl (SH) in isocyanate group (NCO) and the matrix in the solidifying agent and hydroxyl (OH) is in the scope of 0.8~1.7 (being preferably 1.0~1.3).If less than 0.8, then the rerum natura of cured article is low, the surface viscosity grow, and on the contrary, if surpass 1.7, then becoming is difficult to suppress foaming, so not preferred.
Curing catalysts in the solidification compound among the present invention (C) contains organo-tin compound and metal salt of organic carboxylic acid forms.That is, in the present invention, organo-tin compound and metal salt of organic carboxylic acid also are used as curing catalysts.
As described organo-tin compound; preferably octanoic acid tin for example; naphthenic acid tin; stearic acid tin; the dibutyl tin dicaprylate; dibutyltin dilaurate; this spy of dioctyl tin dam (ジ オ Network チ ル Tin ジ バ-サ テ-ト); the two triethoxy silicon ester of dibutyl tin; dibutyl tin dioleoyl malate; the dibutyl tin diacetate esters; 1; 1; 3; the 3-tetrabutyl-1,3-two bay acyloxy carbonyl-distannoxanes; the two oxyethyl group silicon ester of dibutyl tin oxygen; dibutyl tin oxide; the reactant of dibutyl tin oxide and phthalic acid ester; the reactant of dibutyl tin oxide and maleic acid diester; dibutyl tin diacetyl acetone etc.As commercially available product, can illustration day east change into (strain) system " NEOSTAN U-360 " etc.They can use separately or use with the mixture more than 2 kinds.
As with the metal salt of organic carboxylic acid of described organo-tin compound and usefulness, for example can enumerate organic carboxyl acid barium, organic carboxyl acid calcium, organic carboxyl acid magnesium, organic carboxyl acid strontium, organic carboxyl acid titanium, organic carboxyl acid zirconium, organic carboxyl acid zinc, organic carboxyl acid iron etc.At this,, can enumerate sad, neodecanoic acid, naphthenic acid etc. as organic carboxyl acid.They can use separately or use with the mixture more than 2 kinds.Wherein, preferred organic carboxylic acid alkali's earth metal salt, preferred especially organic carboxyl acid barium and/or organic carboxyl acid calcium.As organic carboxyl acid barium and organic carboxyl acid calcium, barium salt, the calcium salt of preferably octanoic acid, neodecanoic acid, naphthenic acid etc., especially preferably octanoic acid barium, calcium octoate.In addition, also can further and use the amine series catalysts.
The usage quantity of organo-tin compound can be selected in matrix components (polysulphide polyether polymer (A) also comprises polyvalent alcohol (D) under situation about existing) full dose and be generally 0.01~3.0 weight %, be preferably the scope of 0.02~2.0 weight %.If usage quantity is less than 0.01 weight %, then curing speed is insufficient, the bad situations such as delay of rerum natura reduction, foaming, next operation may take place, in addition, if usage quantity surpasses 3.0 weight %, then exist curing speed too fast and then can not guarantee the trend in enough work-ing life.
In addition, the usage quantity of metal salt of organic carboxylic acid can be selected in matrix components (the same) full dose and be generally 0.01~3.0 weight %, be preferably the scope of 0.02~2.0 weight %.If usage quantity is less than 0.01 weight %, then combined effect is insufficient sometimes, does not improve foaminess or work-ing life, in addition, even the usage quantity that cooperates surpasses 3.0 weight %, does not see that also improving effect has tangible difference.
Solidification compound among the present invention also can contain these field known additives such as softening agent, weighting agent, anti-aging agent, bonding imparting agent where necessary except each above-mentioned composition.Usage quantity to them is not particularly limited, and can use in the known an amount of scope in this field.
As described softening agent, for example can enumerate phthalic acid diester class, epoxidation hexahydrobenzene dicarboxylate class, alkylene dicarboxylic acids diester class, alkyl benzene etc., they can use or mix use separately.
As described weighting agent, for example can enumerate Calcium hydrogen carbonate, fatty acid treatment lime carbonate, aerosil (fume silica), precipitation threshold silicon-dioxide, carbon black, talcum, mica, clay or granulated glass sphere, silicon rubber microballoon (Silas balloon), glass microsphere (balloon), silicon dioxide microsphere, plastic microsphere, microballoon classes such as powder coating plastic microsphere, plastic pellet, glass fibre, inorganic fibres such as steel fiber, polyethylene fibre, organic fibres such as polypropylene fibre, aluminum borate, silicon carbide, silicon nitride, potassium titanate, graphite, needle crystal lime carbonate, magnesium borate, TiB2, chrysotile, needle crystal weighting agents such as wollastonite, alumina wafer (flake), aluminum oxide powder, iron powders etc., they can use or mix use separately.
As other additives, for example can enumerate tinting material (red iron oxide, titanium oxide, carbon black, other tinting pigments, dyestuff etc.), organic solvent (acetone, ethyl methyl ketone, sherwood oil, ethyl acetate, tetrahydrofuran (THF), normal hexane, heptane or isoparaffin are high boiling solvent etc.), adhesive agent (aminosilane, hydrosulphonyl silane, organosilane couplers such as epoxy radicals silicone hydride, epoxy compounds etc.), UV light absorber photostabilizer (benzotriazole category, steric hindrance amine etc.), oxidation inhibitor (hindered phenolic etc.), thixotropic agent (colloid silica, organobentonite, fatty acid amide, the hydrogenated castor wet goods), solvent (aliphatic hydrocarbon, aromatic hydrocarbons etc.) etc.
Solidification compound among the present invention can use in the mode of two-component-type solidification compound as described below, that is: utilize
(1) matrix, it contains (A) polysulphide ether polymer and (C) contains the curing catalysts that organo-tin compound and metal salt of organic carboxylic acid (organic carboxyl acid alkaline earth salt) form; And
(2) solidifying agent, it contains polyurethane prepolymer and/or polyisocyanate compounds that (B) contains terminal isocyanate group;
The two-component-type solidification compound that constitutes.Preferred substrate (1) further contains (D) polyvalent alcohol.And then matrix (1) also can contain additives such as described weighting agent except described each composition.
In addition, described two-component-type solidification compound is preferably with from 100: 10~35 (more preferably 100: 15~25, preferred especially 100: 23) at least one weight ratio metering of selecting of scope mix (1) matrix and (2) solidifying agent, φ 45mm * h18mm cylindrical vessel (optimization polypropylene system) afterwards being filled in, after under 50 ℃ of atmosphere, placing 24 hours, from the foaming height of the cured article of container bulging be preferably below the 1.5mm, more preferably below the 1.0mm.
Being combined in as sealing material etc. and becoming under the situation of solidification compound of the present invention of such matrix and solidifying agent is particularly useful.
Embodiment
Below enumerate embodiment and comparative example, be described more specifically the present invention, but the present invention is not limited by them fully.
[embodiment 1~4 and comparative example 1~3]
Use each composition of the weight part shown in the following table 1, mixed-matrix and solidifying agent are made the polysulphide composition equably.Wherein, the polyurethane prepolymer in the table 1 is that polypropylene glycol and xylylene vulcabond are fitted in (NCO)/(OH) is 1.85, thereby its reaction was obtained in 14 hours, and NCO content is 3.0%, and viscosity is 16000mPas.
Polysulphide composition to obtaining is provided to performance test respectively, with the result and remember in table 1.
[evaluation method]
1. foaminess
With 100: 23 weight ratio metering mixed-matrix and solidifying agent, be filled in φ 45mm * h18mm cylindrical vessel (material: polypropylene) afterwards, after under 50 ℃ of atmosphere, placing 24 hours, measure from the foaming height of the sealing material cured article of container bulging.
2. work-ing life
Mixed-matrix and solidifying agent, and on polymer sheet, set (beating Let) Cheng Houyue 3mm.It is positioned in 50 ℃ of atmosphere, refers at regular intervals touch, the time till finger is gone up of will being not attached to until becoming was measured as work-ing life.As work-ing life, as long as guarantee to be more than 2.0 hours, then the operation to the scene does not have obstacle.
3. solidified nature
Mixed-matrix and solidifying agent are placed under 20 ℃ of atmosphere.After 24 hours, measure denseness.Measuring denseness is that sealing material curing is not almost flowed, adheres to, adhered, and has given play to caoutchouc elasticity under the situation 80 below, becomes to be cured to the state that can carry out next operation, so it is good to be judged as solidified nature.
[table 1]
(annotating 1) eastern beautiful fine chemistry industry corporate system " THIOKOL LP282 "
(annotating 2) Sanyo changes into industry (strain) system " サ Application ニ Star Network ス PP3000 ": the glycol of molecular weight 3000
(annotating 3) day east changes into (strain) system " NEOSTAN U-360 "
(annotating 4) the former chemical industry of bamboo (strain) system " ネ オ ラ イ ト SPT "
As can be known from the results of Table 1, comparative example of the present invention is different with not adopting for composition of the present invention (embodiment 1~4), has outstanding foaminess (non-foaminess), has the balance of operability such as work-ing life, solidified nature.In addition, composition of the present invention (embodiment 1~4) is not seen foaming even construct yet under 40 ℃ of 90% atmosphere, and operability such as work-ing life are also good.
Claims (8)
1. solidification compound, wherein, contain:
(A) polysulphide ether polymer;
(B) contain the polyurethane prepolymer and/or the polyisocyanate compounds of terminal isocyanate group; With
(C) contain the curing catalysts of organo-tin compound and organic carboxyl acid alkaline earth salt.
2. solidification compound according to claim 1, wherein,
The organic carboxyl acid alkaline earth salt is organic carboxyl acid barium and/or organic carboxyl acid calcium.
3. solidification compound according to claim 1 and 2, wherein,
Further contain (D) polyvalent alcohol.
4. solidification compound according to claim 3, wherein,
(A) polysulphide ether polymer 100 weight parts relatively, (D) use level of polyvalent alcohol is 20~450 weight parts.
5. according to claim 3 or 4 described solidification compounds, wherein,
(D) polyvalent alcohol is a polyoxy sub alkyl polylol.
6. two-component-type solidification compound, wherein, contain:
(1) matrix, the curing catalysts that it contains (A) polysulphide ether polymer and (C) contains organo-tin compound and organic carboxyl acid alkaline earth salt; And
(2) solidifying agent, it contains polyurethane prepolymer and/or polyisocyanate compounds that (B) contains terminal isocyanate group.
7. solidification compound according to claim 6, wherein,
Matrix (1) further contains polyvalent alcohol and forms.
8. according to claim 6 or 7 described solidification compounds, it is characterized in that,
Mix (1) matrix and (2) solidifying agent with at least one weight ratio metering of selecting from 100: 10~35 scope, after being filled in φ 45mm * h18mm cylindrical vessel, the foaming height of placing under 50 ℃ of atmosphere after 24 hours from the cured article of container bulging is below the 1.5mm.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2006281233A JP5101076B2 (en) | 2006-10-16 | 2006-10-16 | Polysulfide curable composition |
JP281233/2006 | 2006-10-16 | ||
PCT/JP2007/070053 WO2008047746A1 (en) | 2006-10-16 | 2007-10-15 | Polysulfide curable composition |
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CN101528801A true CN101528801A (en) | 2009-09-09 |
CN101528801B CN101528801B (en) | 2012-01-25 |
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CN2007800386838A Active CN101528801B (en) | 2006-10-16 | 2007-10-15 | Polysulfide curable composition |
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JP (1) | JP5101076B2 (en) |
CN (1) | CN101528801B (en) |
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CN101812168A (en) * | 2010-04-27 | 2010-08-25 | 锦西化工研究院 | Novel modified polysulfide rubber and preparation method thereof |
CN102838964A (en) * | 2012-08-29 | 2012-12-26 | 浙江大学 | High-weather-fastness polysulfide sealant |
CN111073267A (en) * | 2019-12-13 | 2020-04-28 | 南通市裕如工程材料有限责任公司 | High-molecular elastic plugging agent |
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JP5359207B2 (en) * | 2008-11-12 | 2013-12-04 | 横浜ゴム株式会社 | Curing agent for urethane resin and urethane resin composition using the same |
JP5552756B2 (en) * | 2009-05-28 | 2014-07-16 | 横浜ゴム株式会社 | Two-component modified polysulfide sealant composition |
JP5682261B2 (en) * | 2010-11-26 | 2015-03-11 | 横浜ゴム株式会社 | Two-component polysulfide sealant composition |
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---|---|---|---|---|
JP3564832B2 (en) * | 1995-10-13 | 2004-09-15 | 東レ・ファインケミカル株式会社 | Curable composition |
JP3682634B2 (en) * | 1996-10-21 | 2005-08-10 | 東レ・ファインケミカル株式会社 | Sealant composition |
JP4276799B2 (en) * | 2001-07-09 | 2009-06-10 | サンスター技研株式会社 | Polysulfide curable composition |
JP3973394B2 (en) * | 2001-09-21 | 2007-09-12 | 横浜ゴム株式会社 | Two-component polyurethane sealant composition |
JP2003277724A (en) * | 2002-03-20 | 2003-10-02 | Hitachi Kasei Polymer Co Ltd | Sealant composition |
-
2006
- 2006-10-16 JP JP2006281233A patent/JP5101076B2/en active Active
-
2007
- 2007-10-15 CN CN2007800386838A patent/CN101528801B/en active Active
- 2007-10-15 WO PCT/JP2007/070053 patent/WO2008047746A1/en active Application Filing
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101812168A (en) * | 2010-04-27 | 2010-08-25 | 锦西化工研究院 | Novel modified polysulfide rubber and preparation method thereof |
CN102838964A (en) * | 2012-08-29 | 2012-12-26 | 浙江大学 | High-weather-fastness polysulfide sealant |
CN102838964B (en) * | 2012-08-29 | 2014-01-08 | 浙江大学 | High-weather-fastness polysulfide sealant |
CN111073267A (en) * | 2019-12-13 | 2020-04-28 | 南通市裕如工程材料有限责任公司 | High-molecular elastic plugging agent |
Also Published As
Publication number | Publication date |
---|---|
JP2008095038A (en) | 2008-04-24 |
CN101528801B (en) | 2012-01-25 |
JP5101076B2 (en) | 2012-12-19 |
WO2008047746A1 (en) | 2008-04-24 |
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