CN103319672A - 一种抗撕裂酚醛树脂及其制备方法 - Google Patents
一种抗撕裂酚醛树脂及其制备方法 Download PDFInfo
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- CN103319672A CN103319672A CN2013102645590A CN201310264559A CN103319672A CN 103319672 A CN103319672 A CN 103319672A CN 2013102645590 A CN2013102645590 A CN 2013102645590A CN 201310264559 A CN201310264559 A CN 201310264559A CN 103319672 A CN103319672 A CN 103319672A
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- phenol
- xylogen
- lignin
- turps
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Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 34
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 title abstract description 10
- 229920001568 phenolic resin Polymers 0.000 title abstract description 9
- 239000005011 phenolic resin Substances 0.000 title abstract description 9
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 43
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- 229920005610 lignin Polymers 0.000 claims abstract description 18
- 230000002378 acidificating effect Effects 0.000 claims abstract description 11
- 239000003054 catalyst Substances 0.000 claims abstract description 11
- 239000011541 reaction mixture Substances 0.000 claims abstract description 9
- 238000006482 condensation reaction Methods 0.000 claims abstract description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 30
- 229920003987 resole Polymers 0.000 claims description 26
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 13
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 12
- 238000009835 boiling Methods 0.000 claims description 10
- 150000001299 aldehydes Chemical class 0.000 claims description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 6
- 229920001732 Lignosulfonate Polymers 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 235000019357 lignosulphonate Nutrition 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 claims description 4
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 claims description 4
- 235000006408 oxalic acid Nutrition 0.000 claims description 4
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 3
- 238000002203 pretreatment Methods 0.000 claims description 3
- MNAHQWDCXOHBHK-UHFFFAOYSA-N 1-phenylpropane-1,1-diol Chemical compound CCC(O)(O)C1=CC=CC=C1 MNAHQWDCXOHBHK-UHFFFAOYSA-N 0.000 claims description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 2
- 229930040373 Paraformaldehyde Natural products 0.000 claims description 2
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 claims description 2
- -1 alkylphenol Chemical compound 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 239000002585 base Substances 0.000 claims description 2
- 229920002866 paraformaldehyde Polymers 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 229920001971 elastomer Polymers 0.000 abstract description 28
- 238000000034 method Methods 0.000 abstract description 17
- 238000002156 mixing Methods 0.000 abstract description 8
- 238000003786 synthesis reaction Methods 0.000 abstract description 3
- 241000779819 Syncarpia glomulifera Species 0.000 abstract 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000001739 pinus spp. Substances 0.000 abstract 1
- 229940036248 turpentine Drugs 0.000 abstract 1
- 238000010792 warming Methods 0.000 description 13
- 239000000047 product Substances 0.000 description 12
- 229920005989 resin Polymers 0.000 description 11
- 239000011347 resin Substances 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 10
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 7
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 7
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 7
- 238000003490 calendering Methods 0.000 description 6
- 230000004048 modification Effects 0.000 description 6
- 238000012986 modification Methods 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 238000003756 stirring Methods 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 208000005156 Dehydration Diseases 0.000 description 4
- 238000013459 approach Methods 0.000 description 4
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 4
- 229910001863 barium hydroxide Inorganic materials 0.000 description 4
- 230000018044 dehydration Effects 0.000 description 4
- 238000006297 dehydration reaction Methods 0.000 description 4
- 239000000428 dust Substances 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000005065 mining Methods 0.000 description 4
- 238000010058 rubber compounding Methods 0.000 description 4
- 239000012808 vapor phase Substances 0.000 description 4
- 238000005299 abrasion Methods 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 239000002028 Biomass Substances 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 238000003754 machining Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 230000003014 reinforcing effect Effects 0.000 description 2
- LZFOPEXOUVTGJS-ONEGZZNKSA-N trans-sinapyl alcohol Chemical compound COC1=CC(\C=C\CO)=CC(OC)=C1O LZFOPEXOUVTGJS-ONEGZZNKSA-N 0.000 description 2
- 238000004073 vulcanization Methods 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 239000004594 Masterbatch (MB) Substances 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000012645 aldehyde polymerization Methods 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- LZFOPEXOUVTGJS-UHFFFAOYSA-N cis-sinapyl alcohol Natural products COC1=CC(C=CCO)=CC(OC)=C1O LZFOPEXOUVTGJS-UHFFFAOYSA-N 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000007781 pre-processing Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Phenolic Resins Or Amino Resins (AREA)
Abstract
Description
第一段 | 在90rpm/90℃下开始混炼 |
0'' | 生胶 |
30'' | 加2/3填料 |
1'30'' | 加剩余1/3填料 |
2' | 清扫 |
3' | 加油和硫化促进剂之外的小料 |
4' | 清扫 |
5' | 排胶 |
在开炼机上下片,在室温下停放至少2小时 | |
第二段 | 60rpm/60℃ |
0'' | 将第一段母胶投入密炼机 |
30" | 加硫化促进剂 |
2' | 排胶 |
在开炼机上薄通三次,下片 |
Claims (10)
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CN201310264559.0A CN103319672B (zh) | 2013-06-27 | 2013-06-27 | 一种抗撕裂酚醛树脂及其制备方法 |
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CN201310264559.0A CN103319672B (zh) | 2013-06-27 | 2013-06-27 | 一种抗撕裂酚醛树脂及其制备方法 |
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Publication Number | Publication Date |
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CN103319672A true CN103319672A (zh) | 2013-09-25 |
CN103319672B CN103319672B (zh) | 2015-09-23 |
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103509164A (zh) * | 2013-07-23 | 2014-01-15 | 山东圣泉化工股份有限公司 | 一种木质素基补强树脂及其制备方法 |
CN103665331A (zh) * | 2013-12-16 | 2014-03-26 | 北京彤程创展科技有限公司 | 一种提高橡胶抗撕裂性能的树脂及其制备方法 |
CN105873970A (zh) * | 2014-03-28 | 2016-08-17 | 住友电木株式会社 | 酚改性木质素树脂和其制造方法、以及树脂组合物、橡胶组合物和固化物 |
CN106008867A (zh) * | 2016-05-24 | 2016-10-12 | 上海橡瑞新材料科技有限公司 | 一种木质素改性橡胶用酚醛增粘树脂的制备方法 |
CN109694506A (zh) * | 2018-12-28 | 2019-04-30 | 北京彤程创展科技有限公司 | 一种低锌高耐磨的橡胶组合物及其应用 |
CN110918868A (zh) * | 2020-01-02 | 2020-03-27 | 四川东树新材料有限公司 | 大型铸造造型用酯固化酚醛树脂及其制备方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102585128A (zh) * | 2012-01-21 | 2012-07-18 | 山东圣泉化工股份有限公司 | 一种汽车毛毡用酚醛树脂粘结剂的制备方法 |
-
2013
- 2013-06-27 CN CN201310264559.0A patent/CN103319672B/zh active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102585128A (zh) * | 2012-01-21 | 2012-07-18 | 山东圣泉化工股份有限公司 | 一种汽车毛毡用酚醛树脂粘结剂的制备方法 |
Non-Patent Citations (1)
Title |
---|
林中祥等: "高软化点萜烯酚醛树脂的合成", 《化学与粘合》 * |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103509164A (zh) * | 2013-07-23 | 2014-01-15 | 山东圣泉化工股份有限公司 | 一种木质素基补强树脂及其制备方法 |
CN103509164B (zh) * | 2013-07-23 | 2015-07-01 | 山东圣泉化工股份有限公司 | 一种木质素基补强树脂及其制备方法 |
CN103665331A (zh) * | 2013-12-16 | 2014-03-26 | 北京彤程创展科技有限公司 | 一种提高橡胶抗撕裂性能的树脂及其制备方法 |
CN105873970A (zh) * | 2014-03-28 | 2016-08-17 | 住友电木株式会社 | 酚改性木质素树脂和其制造方法、以及树脂组合物、橡胶组合物和固化物 |
CN105873970B (zh) * | 2014-03-28 | 2019-09-10 | 住友电木株式会社 | 酚改性木质素树脂和其制造方法、以及树脂组合物、橡胶组合物和固化物 |
CN106008867A (zh) * | 2016-05-24 | 2016-10-12 | 上海橡瑞新材料科技有限公司 | 一种木质素改性橡胶用酚醛增粘树脂的制备方法 |
CN109694506A (zh) * | 2018-12-28 | 2019-04-30 | 北京彤程创展科技有限公司 | 一种低锌高耐磨的橡胶组合物及其应用 |
CN109694506B (zh) * | 2018-12-28 | 2023-08-08 | 北京彤程创展科技有限公司 | 一种低锌高耐磨的橡胶组合物及其应用 |
CN110918868A (zh) * | 2020-01-02 | 2020-03-27 | 四川东树新材料有限公司 | 大型铸造造型用酯固化酚醛树脂及其制备方法 |
CN110918868B (zh) * | 2020-01-02 | 2020-11-06 | 四川东树新材料有限公司 | 大型铸造造型用酯固化酚醛树脂及其制备方法 |
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CN103319672B (zh) | 2015-09-23 |
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