JPH0415270B2 - - Google Patents
Info
- Publication number
- JPH0415270B2 JPH0415270B2 JP60189689A JP18968985A JPH0415270B2 JP H0415270 B2 JPH0415270 B2 JP H0415270B2 JP 60189689 A JP60189689 A JP 60189689A JP 18968985 A JP18968985 A JP 18968985A JP H0415270 B2 JPH0415270 B2 JP H0415270B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- water
- prepolymer
- self
- manufactured
- Prior art date
- 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 - Lifetime
Links
- 230000001070 adhesive effect Effects 0.000 claims description 32
- 239000000853 adhesive Substances 0.000 claims description 31
- 239000000839 emulsion Substances 0.000 claims description 16
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 15
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 14
- 239000006185 dispersion Substances 0.000 claims description 12
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 11
- 229920000642 polymer Polymers 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 3
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- 239000002562 thickening agent Substances 0.000 claims description 3
- 229920003169 water-soluble polymer Polymers 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 239000012948 isocyanate Substances 0.000 description 13
- 229920000126 latex Polymers 0.000 description 13
- 239000002023 wood Substances 0.000 description 12
- 239000004816 latex Substances 0.000 description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 150000002513 isocyanates Chemical class 0.000 description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- -1 aromatic isocyanates Chemical class 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 238000004383 yellowing Methods 0.000 description 7
- 239000011521 glass Substances 0.000 description 6
- 239000004372 Polyvinyl alcohol Substances 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- 229920002451 polyvinyl alcohol Polymers 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 3
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 3
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 3
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229920003048 styrene butadiene rubber Polymers 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 239000012790 adhesive layer Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 235000010980 cellulose Nutrition 0.000 description 2
- 239000003426 co-catalyst Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 235000013312 flour Nutrition 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000007769 metal material Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229920003051 synthetic elastomer Polymers 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical class OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 230000001464 adherent effect Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 229940045713 antineoplastic alkylating drug ethylene imines Drugs 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- QHIWVLPBUQWDMQ-UHFFFAOYSA-N butyl prop-2-enoate;methyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.COC(=O)C(C)=C.CCCCOC(=O)C=C QHIWVLPBUQWDMQ-UHFFFAOYSA-N 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000011111 cardboard Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000000199 molecular distillation Methods 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical class OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 125000005591 trimellitate group Chemical group 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- 239000004846 water-soluble epoxy resin Substances 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
- Adhesives Or Adhesive Processes (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60189689A JPS6250373A (ja) | 1985-08-30 | 1985-08-30 | 接着剤組成物 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60189689A JPS6250373A (ja) | 1985-08-30 | 1985-08-30 | 接着剤組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6250373A JPS6250373A (ja) | 1987-03-05 |
| JPH0415270B2 true JPH0415270B2 (ko) | 1992-03-17 |
Family
ID=16245533
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60189689A Granted JPS6250373A (ja) | 1985-08-30 | 1985-08-30 | 接着剤組成物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6250373A (ko) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007125970A1 (ja) | 2006-04-25 | 2007-11-08 | Asahi Glass Company, Limited | 水性塗料用組成物とその製造方法、および二液硬化型水性塗料キット |
| WO2012039478A1 (ja) | 2010-09-24 | 2012-03-29 | 旭硝子株式会社 | 水性塗料用組成物および二液硬化型水性塗料キット |
| WO2014009221A1 (en) | 2012-07-09 | 2014-01-16 | Bayer Materialscience Ag | Coating method and hardener for polyurethane paint |
| WO2014192638A1 (ja) | 2013-05-27 | 2014-12-04 | 旭硝子株式会社 | 水性塗料用組成物、水性塗料用キットおよび塗膜を有する物品 |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3158387B2 (ja) * | 1991-02-22 | 2001-04-23 | 大日本インキ化学工業株式会社 | イソシアヌレート環含有ポリウレタンポリ尿素架橋粒子およびその製造方法 |
| JP2959399B2 (ja) * | 1994-06-13 | 1999-10-06 | 日本ポリウレタン工業株式会社 | 自己乳化型ポリイソシアネート混合物、並びにこれを用いた水性塗料組成物および水性接着剤組成物 |
| US5652300A (en) * | 1995-12-11 | 1997-07-29 | Nippon Polyurethane Industry Co., Ltd. | Self-emulsifiable polyisocyanate mixture and aqueous coating or adhesive compostion comprising the mixture |
| WO2004078819A1 (ja) * | 2003-03-06 | 2004-09-16 | Kyowa Hakko Chemical Co., Ltd. | ポリイソシアネート組成物、およびそれを用いた水性硬化性組成物 |
| JP2022530928A (ja) * | 2019-03-07 | 2022-07-05 | ダウ グローバル テクノロジーズ エルエルシー | ホルムアルデヒド不含接着剤組成物 |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4930429A (ko) * | 1972-07-04 | 1974-03-18 | ||
| JPS512734A (ko) * | 1974-06-28 | 1976-01-10 | Toyo Ink Mfg Co | |
| JPS5350187A (en) * | 1976-10-18 | 1978-05-08 | Asahi Chem Ind Co Ltd | Preparation of plyisocyanates |
| JPS5615418A (en) * | 1979-04-25 | 1981-02-14 | Rhone Poulenc Textile | Method and apparatus for continuously opening fiber obtained by cutting tow |
| JPS579735A (en) * | 1978-04-19 | 1982-01-19 | Int Flavors & Fragrances Inc | Manufacture of compound useful for perfume |
| JPS5747321A (en) * | 1980-09-03 | 1982-03-18 | Nippon Polyurethan Kogyo Kk | Preparation of aliphatic isocyanurate compound |
| JPS5792075A (en) * | 1980-11-28 | 1982-06-08 | Nippon Urethane Service:Kk | Polyisocyanate modified adhesive of water emulsion type |
| JPS5887173A (ja) * | 1981-11-18 | 1983-05-24 | Nippon Urethane Service:Kk | 自己乳化型ポリイソシアネ−ト変性耐水接着剤 |
| JPS59217779A (ja) * | 1983-05-26 | 1984-12-07 | Showa Highpolymer Co Ltd | 水系コンタクト型接着剤組成物 |
| JPS61291613A (ja) * | 1985-06-15 | 1986-12-22 | バイエル・アクチエンゲゼルシヤフト | ポリイソシアネ−ト組成物及び水性接着剤組成物 |
-
1985
- 1985-08-30 JP JP60189689A patent/JPS6250373A/ja active Granted
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4930429A (ko) * | 1972-07-04 | 1974-03-18 | ||
| JPS512734A (ko) * | 1974-06-28 | 1976-01-10 | Toyo Ink Mfg Co | |
| JPS5350187A (en) * | 1976-10-18 | 1978-05-08 | Asahi Chem Ind Co Ltd | Preparation of plyisocyanates |
| JPS579735A (en) * | 1978-04-19 | 1982-01-19 | Int Flavors & Fragrances Inc | Manufacture of compound useful for perfume |
| JPS5615418A (en) * | 1979-04-25 | 1981-02-14 | Rhone Poulenc Textile | Method and apparatus for continuously opening fiber obtained by cutting tow |
| JPS5747321A (en) * | 1980-09-03 | 1982-03-18 | Nippon Polyurethan Kogyo Kk | Preparation of aliphatic isocyanurate compound |
| JPS5792075A (en) * | 1980-11-28 | 1982-06-08 | Nippon Urethane Service:Kk | Polyisocyanate modified adhesive of water emulsion type |
| JPS5887173A (ja) * | 1981-11-18 | 1983-05-24 | Nippon Urethane Service:Kk | 自己乳化型ポリイソシアネ−ト変性耐水接着剤 |
| JPS59217779A (ja) * | 1983-05-26 | 1984-12-07 | Showa Highpolymer Co Ltd | 水系コンタクト型接着剤組成物 |
| JPS61291613A (ja) * | 1985-06-15 | 1986-12-22 | バイエル・アクチエンゲゼルシヤフト | ポリイソシアネ−ト組成物及び水性接着剤組成物 |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007125970A1 (ja) | 2006-04-25 | 2007-11-08 | Asahi Glass Company, Limited | 水性塗料用組成物とその製造方法、および二液硬化型水性塗料キット |
| EP2390295A1 (en) | 2006-04-25 | 2011-11-30 | Asahi Glass Company, Limited | Composition for aqueous coating material and process for its production, and two-component curable aqueous coating material kit |
| WO2012039478A1 (ja) | 2010-09-24 | 2012-03-29 | 旭硝子株式会社 | 水性塗料用組成物および二液硬化型水性塗料キット |
| WO2014009221A1 (en) | 2012-07-09 | 2014-01-16 | Bayer Materialscience Ag | Coating method and hardener for polyurethane paint |
| US9567485B2 (en) | 2012-07-09 | 2017-02-14 | Covestro Deutschland Ag | Coating method and hardener for polyurethane paint |
| WO2014192638A1 (ja) | 2013-05-27 | 2014-12-04 | 旭硝子株式会社 | 水性塗料用組成物、水性塗料用キットおよび塗膜を有する物品 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6250373A (ja) | 1987-03-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
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| R250 | Receipt of annual fees |
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| EXPY | Cancellation because of completion of term |