CA1043043A - Colle et methode de collage - Google Patents

Colle et methode de collage

Info

Publication number: CA1043043A
Authority: CA; Canada
Prior art keywords: units; adhesive; adhesive composition; film; diol
Prior art date: 1974-08-26
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

Application number

CA207,807A

Other languages

English (en)

Other versions

CA207807S (en

Inventor

Alan Hardy

Jogindar Johl

John R. Hall

Raymond N.F. Pinfold

Austin T. Carpenter

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.)

USM Corp

Original Assignee

USM Corp

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.)

1974-08-26

Filing date

1974-08-26

Publication date

1978-11-21

1974-08-26 Application filed by USM Corp filed Critical USM Corp

1974-08-26 Priority to CA207,807A priority Critical patent/CA1043043A/fr

1978-11-21 Application granted granted Critical

1978-11-21 Publication of CA1043043A publication Critical patent/CA1043043A/fr

Status Expired legal-status Critical Current

Links

239000000853 adhesive Substances 0.000 title claims abstract description 69
230000001070 adhesive effect Effects 0.000 title claims abstract description 69
238000000034 method Methods 0.000 title abstract description 17
229920000728 polyester Polymers 0.000 claims abstract description 45
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 35
125000005442 diisocyanate group Chemical group 0.000 claims abstract description 8
239000000203 mixture Substances 0.000 claims description 50
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 39
239000004814 polyurethane Substances 0.000 claims description 37
229920002635 polyurethane Polymers 0.000 claims description 35
150000002009 diols Chemical group 0.000 claims description 27
239000000463 material Substances 0.000 claims description 26
239000002253 acid Substances 0.000 claims description 25
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical group OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 17
229920000915 polyvinyl chloride Polymers 0.000 claims description 16
239000004800 polyvinyl chloride Substances 0.000 claims description 16
RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 claims description 10
150000001875 compounds Chemical class 0.000 claims description 8
238000000465 moulding Methods 0.000 claims description 8
238000004519 manufacturing process Methods 0.000 claims description 6
239000003153 chemical reaction reagent Substances 0.000 claims description 5
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
239000007788 liquid Substances 0.000 claims description 4
238000010561 standard procedure Methods 0.000 claims description 4
239000002313 adhesive film Substances 0.000 claims description 3
238000006467 substitution reaction Methods 0.000 claims description 3
XFDQYYUJIBWHQS-UHFFFAOYSA-N 3,10-dioxabicyclo[10.2.2]hexadeca-1(14),12,15-triene-2,11-dione Chemical compound O=C1OCCCCCCOC(=O)C2=CC=C1C=C2 XFDQYYUJIBWHQS-UHFFFAOYSA-N 0.000 claims description 2
ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical group OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims 2
125000001142 dicarboxylic acid group Chemical group 0.000 claims 1
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract description 7
238000006243 chemical reaction Methods 0.000 abstract description 6
229920003023 plastic Polymers 0.000 abstract description 3
239000004033 plastic Substances 0.000 abstract description 3
ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 abstract description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract description 2
239000010985 leather Substances 0.000 description 15
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 15
239000000243 solution Substances 0.000 description 11
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 8
239000000047 product Substances 0.000 description 8
-1 poly(hexamethylene terephthalate) Polymers 0.000 description 7
238000001746 injection moulding Methods 0.000 description 5
238000009740 moulding (composite fabrication) Methods 0.000 description 4
238000012360 testing method Methods 0.000 description 4
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
230000004913 activation Effects 0.000 description 3
238000001816 cooling Methods 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
230000002045 lasting effect Effects 0.000 description 3
239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
230000032683 aging Effects 0.000 description 2
238000013459 approach Methods 0.000 description 2
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
239000000306 component Substances 0.000 description 2
238000002425 crystallisation Methods 0.000 description 2
239000000945 filler Substances 0.000 description 2
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
239000012948 isocyanate Substances 0.000 description 2
150000002513 isocyanates Chemical class 0.000 description 2
239000000843 powder Substances 0.000 description 2
238000007493 shaping process Methods 0.000 description 2
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
UUAGPGQUHZVJBQ-UHFFFAOYSA-N Bisphenol A bis(2-hydroxyethyl)ether Chemical compound C=1C=C(OCCO)C=CC=1C(C)(C)C1=CC=C(OCCO)C=C1 UUAGPGQUHZVJBQ-UHFFFAOYSA-N 0.000 description 1
MIUUNYUUEFHIHM-UHFFFAOYSA-N Bisphenol A bis(2-hydroxypropyl) ether Chemical compound C1=CC(OCC(O)C)=CC=C1C(C)(C)C1=CC=C(OCC(C)O)C=C1 MIUUNYUUEFHIHM-UHFFFAOYSA-N 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
239000005058 Isophorone diisocyanate Substances 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
BWVAOONFBYYRHY-UHFFFAOYSA-N [4-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=C(CO)C=C1 BWVAOONFBYYRHY-UHFFFAOYSA-N 0.000 description 1
230000002730 additional effect Effects 0.000 description 1
235000011037 adipic acid Nutrition 0.000 description 1
239000001361 adipic acid Substances 0.000 description 1
125000002723 alicyclic group Chemical group 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
229940106691 bisphenol a Drugs 0.000 description 1
239000001273 butane Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
VEIOBOXBGYWJIT-UHFFFAOYSA-N cyclohexane;methanol Chemical compound OC.OC.C1CCCCC1 VEIOBOXBGYWJIT-UHFFFAOYSA-N 0.000 description 1
AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
239000000539 dimer Substances 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
235000013350 formula milk Nutrition 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
238000010030 laminating Methods 0.000 description 1
239000000155 melt Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000003607 modifier Substances 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
238000012856 packing Methods 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
MSFGZHUJTJBYFA-UHFFFAOYSA-M sodium dichloroisocyanurate Chemical compound [Na+].ClN1C(=O)[N-]C(=O)N(Cl)C1=O MSFGZHUJTJBYFA-UHFFFAOYSA-M 0.000 description 1
238000003892 spreading Methods 0.000 description 1
KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical class CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
150000003673 urethanes Chemical class 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1

Landscapes

Adhesives Or Adhesive Processes (AREA)
Footwear And Its Accessory, Manufacturing Method And Apparatuses (AREA)

CA207,807A 1974-08-26 1974-08-26 Colle et methode de collage Expired CA1043043A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA207,807A CA1043043A (fr)	1974-08-26	1974-08-26	Colle et methode de collage

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA207,807A CA1043043A (fr)	1974-08-26	1974-08-26	Colle et methode de collage

Publications (1)

Publication Number	Publication Date
CA1043043A true CA1043043A (fr)	1978-11-21

Family

ID=4100979

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA207,807A Expired CA1043043A (fr)	1974-08-26	1974-08-26	Colle et methode de collage

Country Status (1)

Country	Link
CA (1)	CA1043043A (fr)

1974
- 1974-08-26 CA CA207,807A patent/CA1043043A/fr not_active Expired

Publication	Publication Date	Title
US3951919A (en)	1976-04-20	Heat-softenable polyesterurethane adhesive
US5932680A (en)	1999-08-03	Moisture-curing polyurethane hot-melt adhesive
US5599895A (en)	1997-02-04	Moisture-curing polyurethane hot-melt adhesive
CA1225492A (fr)	1987-08-11	Adhesifs, et methode de collage
US5965662A (en)	1999-10-12	Moisture curing polyurethane hot-melt adhesive
US6221978B1 (en)	2001-04-24	Moisture curable hot melt adhesive and method for bonding substrates using same
CA1054748A (fr)	1979-05-15	Copolyesters partiellement cristallins
US6906148B2 (en)	2005-06-14	Hot melt polyurethane adhesive compositions based on polyester block copolymers
EP1471087B1 (fr)	2007-02-21	Adhesif thermofusible de polyurethane durcissant a l'humidite
CN108495879A (zh)	2018-09-04	包含填料的反应性聚氨酯热熔粘合剂
EP0909771A1 (fr)	1999-04-21	Composition adhésive polyuréthane thermofusible réactive durcissant rapidement qui contient des diols polyesters à faible nombre de groupes hydroxy/à poids moléculaire élevé
KR100919093B1 (ko)	2009-09-28	신발을 제조하기 위하여 사용되는 열가소성 강화 재료 및 이의 생산을 위한 방법
US4731410A (en)	1988-03-15	Polyurethane adhesive mixtures
EP0381897A1 (fr)	1990-08-16	Compositions de polyuréthane thermofusibles et leur utilisation pour le collage de chaussures
US3718518A (en)	1973-02-27	Process of preparing bonded materials using polyurethane adhesives which form bonds of immediate high strength
CA1043043A (fr)	1978-11-21	Colle et methode de collage
US5215618A (en)	1993-06-01	A process for bonding substrates with an ester group-containing hot melt adhesive
JPH10192004A (ja)	1998-07-28	靴用接着シート及び、それを用いた靴の製造方法
US20250163307A1 (en)	2025-05-22	Moisture curable polyurethane hot-melt adhesive having improved initial strength
RU2096437C1 (ru)	1997-11-20	Клеевая композиция для крепления деталей обуви
HK1003642B (en)	2000-08-04	Humidity-setting polyurethane hot-melt-type glue
HK1004487B (en)	2000-03-17	Use of a moisture-hardening polyurethane fusion adhesive